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Trifluoromethyl iodide is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 2314-97-8 Structure
  • Basic information

    1. Product Name: Trifluoromethyl iodide
    2. Synonyms: PERFLUOROMETHYL IODIDE;CF3I;CIF3;Freon13I1;freon13t1;iodotrifluoromethane(trifluoromethyliodide);Methane,trifluoroiodo-;monoiodotrifluoromethane
    3. CAS NO:2314-97-8
    4. Molecular Formula: CF3I
    5. Molecular Weight: 195.91
    6. EINECS: 219-014-5
    7. Product Categories: organofluorine compounds
    8. Mol File: 2314-97-8.mol
  • Chemical Properties

    1. Melting Point: <−78 °C(lit.)
    2. Boiling Point: −22.5 °C(lit.)
    3. Flash Point: -22.5°C
    4. Appearance: /Gas
    5. Density: 2.361
    6. Vapor Pressure: 0.0115mmHg at 25°C
    7. Refractive Index: 1.379
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. Water Solubility: Slightly soluble in water.
    11. Sensitive: Light Sensitive
    12. Stability: Stable. Substances to be avoided include strong oxidizing agents. Avoid direct sunlight. Risk of explosion if heated under confi
    13. BRN: 1732740
    14. CAS DataBase Reference: Trifluoromethyl iodide(CAS DataBase Reference)
    15. NIST Chemistry Reference: Trifluoromethyl iodide(2314-97-8)
    16. EPA Substance Registry System: Trifluoromethyl iodide(2314-97-8)
  • Safety Data

    1. Hazard Codes: Xn,Xi
    2. Statements: 68
    3. Safety Statements: 36/37
    4. RIDADR: UN 1956 2.2
    5. WGK Germany: 1
    6. RTECS: PB6975000
    7. F: 27
    8. TSCA: T
    9. HazardClass: 2.2
    10. PackingGroup: N/A
    11. Hazardous Substances Data: 2314-97-8(Hazardous Substances Data)

2314-97-8 Usage

Uses

Different sources of media describe the Uses of 2314-97-8 differently. You can refer to the following data:
1. Trifluoroiodomethane is used as a gaseous fire suppression flooding agent for in-flight aircraft and electronic equipment fires. It is also an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals. It is involved in the rhodium-catalyzed alfa-trifluoromethylation of alfa,beta-unsaturatedketones. It plays an important role as catalyst in the enantioselective alfa -trifluoromethylation of aldehydes through photoredox organocatalysis using a readily available iridium photocatalyst.
2. Reagent used in the rhodium-catalyzed α-trifluoromethylation of α,?-unsaturated ketones.

Reactions

Trifluoromethyl iodide reacts with [AuMeL] to give [AuMe2(CF3)L] and [AuIL](L = PMe3 or PMe2Ph), or [Au(CF3)L] and Mel (L = PPh3), or a mixture of these products (L = PMePh2). In some cases reaction of [AuMe(PMe3)] with CF3I gives [AuMe(CF3)I(PMe3)]. Evidence is presented that the reactions proceed, at least in part, by a free-radical chain mechanism.

Chemical Properties

colourless gas

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 2314-97-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,3,1 and 4 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2314-97:
(6*2)+(5*3)+(4*1)+(3*4)+(2*9)+(1*7)=68
68 % 10 = 8
So 2314-97-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H3ClF3NS/c9-7-2-1-5(13-4-14)3-6(7)8(10,11)12/h1-3H

2314-97-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (41479)  Trifluoroiodomethane, 97+%   

  • 2314-97-8

  • 25g

  • 2498.0CNY

  • Detail
  • Alfa Aesar

  • (41479)  Trifluoroiodomethane, 97+%   

  • 2314-97-8

  • 100g

  • 5522.0CNY

  • Detail
  • Alfa Aesar

  • (39665)  Trifluoroiodomethane, 99.9%   

  • 2314-97-8

  • 250g

  • 15214.0CNY

  • Detail
  • Aldrich

  • (171441)  Trifluoroiodomethane  99%

  • 2314-97-8

  • 171441-100G-EU

  • 11,840.40CNY

  • Detail

2314-97-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name Trifluoromethyl iodide

1.2 Other means of identification

Product number -
Other names Freon13I1

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2314-97-8 SDS

2314-97-8Synthetic route

S-(trifluoromethyl)diphenylsulfonium tetrafluoroborate
112425-78-2

S-(trifluoromethyl)diphenylsulfonium tetrafluoroborate

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

Conditions
ConditionsYield
With sodium iodide In acetonitrile for 0.25h; Heating;100%
tetrakis(trifluoromethyl)diphosphine
2714-60-5

tetrakis(trifluoromethyl)diphosphine

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

Conditions
ConditionsYield
With iodine byproducts: phophorus iodide; 280°C (48 h);95%
trifluoromethane sulfonyl chloride
421-83-0

trifluoromethane sulfonyl chloride

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

Conditions
ConditionsYield
With sodium iodide In acetonitrile at 70℃; for 2h; Inert atmosphere;86%
With dihydrogen peroxide; iodine monofluoride; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;15%
With iodine monofluoride; palladium on activated carbon; copper on carbon; platinum on activated charcoal at 250 - 550℃; Product distribution / selectivity; Vapor phase;
tris(trifluoromethyl)arsine
432-02-0

tris(trifluoromethyl)arsine

iodine
7553-56-2

iodine

A

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

B

trifluoromethyl-arsonous acid diiodide
353-91-3

trifluoromethyl-arsonous acid diiodide

C

iodo-bis-trifluoromethyl-arsine
359-55-7

iodo-bis-trifluoromethyl-arsine

D

arsenic triiodide
7784-45-4

arsenic triiodide

Conditions
ConditionsYield
100°C, 48 h; at high temp. more AsI3 and CF3I;A 80%
B 5%
C 8%
D n/a
100°C, 48 h; at high temp. more AsI3 and CF3I;A 80%
B 5%
C 8%
D n/a
metyhyl chlorodifluoroacetate
1514-87-0

metyhyl chlorodifluoroacetate

A

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

B

carbon dioxide
124-38-9

carbon dioxide

C

difluorodiiodomethane
1184-76-5

difluorodiiodomethane

D

methyl iodide
74-88-4

methyl iodide

Conditions
ConditionsYield
With potassium fluoride; copper(l) iodide; iodine In N,N-dimethyl-formamide at 120℃; for 3h; Mechanism; other bromodifluoroacetate deriv.; var. temp. and times of reaction;A 77%
B n/a
C 10%
D n/a
metyhyl chlorodifluoroacetate
1514-87-0

metyhyl chlorodifluoroacetate

A

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

B

difluorodiiodomethane
1184-76-5

difluorodiiodomethane

C

methyl iodide
74-88-4

methyl iodide

Conditions
ConditionsYield
With potassium fluoride; copper(l) iodide; iodine In N,N-dimethyl-formamide at 120℃; for 3h;A 77%
B 10%
C n/a
trifluoroacetyl fluoride
354-34-7

trifluoroacetyl fluoride

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

Conditions
ConditionsYield
With lithium iodide at 180℃; for 7h;73%
trifluoroacetyl fluoride
354-34-7

trifluoroacetyl fluoride

A

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

B

trifluoroacetyl iodide
354-36-9

trifluoroacetyl iodide

Conditions
ConditionsYield
With lithium iodide at 180℃; for 7h;A 73%
B 26%
methyl bromodifluoroacetate
683-98-7

methyl bromodifluoroacetate

A

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

B

methyl iodide
74-88-4

methyl iodide

Conditions
ConditionsYield
With potassium fluoride; copper(l) iodide; iodine In N,N-dimethyl-formamide at 80℃; for 5h;A 70%
B n/a
trifluoromethan
75-46-7

trifluoromethan

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

Conditions
ConditionsYield
With hydrogen iodide; oxygen at 500℃; Product distribution / selectivity;67%
With oxygen; iodine monofluoride at 550℃; Product distribution / selectivity;40%
With iodine monofluoride at 550℃; Product distribution / selectivity;40%
tris(trifluoromethyl)arsine
432-02-0

tris(trifluoromethyl)arsine

methyl iodide
74-88-4

methyl iodide

A

trifluoromethan
75-46-7

trifluoromethan

B

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

C

methylbistrifluoromethylarsine
431-76-5

methylbistrifluoromethylarsine

D

iodo-bis-trifluoromethyl-arsine
359-55-7

iodo-bis-trifluoromethyl-arsine

E

Trifluormethyl-methyl-iodarsin
57028-26-9

Trifluormethyl-methyl-iodarsin

Conditions
ConditionsYield
235°C, 24 h; no formation of F3CCH3;A n/a
B 64%
C n/a
D n/a
E n/a
bis(trifluoromethyl)mercury
371-76-6

bis(trifluoromethyl)mercury

antimony triiodide
7790-44-5

antimony triiodide

A

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

B

tris(trifluoromethyl)stibane
432-05-3

tris(trifluoromethyl)stibane

C

Bis(trifluormethyl)-jodstiban
1479-46-5

Bis(trifluormethyl)-jodstiban

Conditions
ConditionsYield
SbI3 and Hg(CF3)2 heated to 165°C for 8h; at -131°C sepd. (CF3)2SbI and Sb(CF3)3;A n/a
B 63%
C 2%
dichloro-trifluoromethyl-λ3-iodane
61110-81-4

dichloro-trifluoromethyl-λ3-iodane

silver trifluoroacetate
2966-50-9

silver trifluoroacetate

A

chlorotrifluoromethane
75-72-9

chlorotrifluoromethane

B

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

C

Trifluoromethyliodine(III) bis-trifluoroacetate
60669-28-5

Trifluoromethyliodine(III) bis-trifluoroacetate

Conditions
ConditionsYield
In acetonitrile at -40℃;A n/a
B n/a
C 56%
tris(trifluoromethyl)phosphine
432-04-2

tris(trifluoromethyl)phosphine

methyl iodide
74-88-4

methyl iodide

A

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

B

methyl-bis-trifluoromethyl-phosphine
1605-54-5

methyl-bis-trifluoromethyl-phosphine

Conditions
ConditionsYield
240°C, 24 h;A n/a
B 54%
tris(trifluoromethyl)stibane
432-05-3

tris(trifluoromethyl)stibane

A

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

B

Trifluormethyl-dijodstiban

Trifluormethyl-dijodstiban

C

Bis(trifluormethyl)-jodstiban
1479-46-5

Bis(trifluormethyl)-jodstiban

Conditions
ConditionsYield
With iodine shaking in sealed tube for 30 min;A n/a
B 14%
C 54%
With I2 shaking in sealed tube for 30 min;A n/a
B 14%
C 54%
With iodine room temp.;
With iodine room temp.;
iodo-bis-trifluoromethyl-phosphine
359-64-8

iodo-bis-trifluoromethyl-phosphine

A

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

B

Hexafluoroethane
76-16-4

Hexafluoroethane

C

trifluoromethyldiiodophosphine
421-59-0

trifluoromethyldiiodophosphine

D

tris(trifluoromethyl)phosphine
432-04-2

tris(trifluoromethyl)phosphine

E

phosphorous triiodide
13455-01-1

phosphorous triiodide

Conditions
ConditionsYield
205°C (48 h);A 2%
B 8%
C 2%
D 45%
E n/a
trifluoromethyldiiodophosphine
421-59-0

trifluoromethyldiiodophosphine

A

iodo-bis-trifluoromethyl-phosphine
359-64-8

iodo-bis-trifluoromethyl-phosphine

B

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

C

tris(trifluoromethyl)phosphine
432-04-2

tris(trifluoromethyl)phosphine

D

phosphorous triiodide
13455-01-1

phosphorous triiodide

Conditions
ConditionsYield
240°C (48 h);A 41%
B 13%
C 23%
D n/a
In neat (no solvent) heating to 240°C;;
phenyl trifluoromethylsulfide
456-56-4

phenyl trifluoromethylsulfide

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

Conditions
ConditionsYield
With dihydrogen peroxide; iodine monofluoride; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;40%
With iodine heptafluoride; dihydrogen peroxide; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;30%
With dihydrogen peroxide; iodine pentafluoride; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;30%
Bis(trifluoromethyl)disulfid
372-64-5

Bis(trifluoromethyl)disulfid

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

Conditions
ConditionsYield
With dihydrogen peroxide; iodine monofluoride; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;40%
With iodine heptafluoride; dihydrogen peroxide; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;30%
With dihydrogen peroxide; iodine pentafluoride; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;30%
methyl trifluoromethyl sulphide
421-16-9

methyl trifluoromethyl sulphide

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

Conditions
ConditionsYield
With dihydrogen peroxide; iodine monofluoride; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;40%
With iodine heptafluoride; dihydrogen peroxide; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;30%
With dihydrogen peroxide; iodine pentafluoride; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;30%
[(trifluoromethyl)disulfanyl]benzene
1643-70-5

[(trifluoromethyl)disulfanyl]benzene

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

Conditions
ConditionsYield
With dihydrogen peroxide; iodine monofluoride; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;40%
With iodine heptafluoride; dihydrogen peroxide; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;30%
With dihydrogen peroxide; iodine pentafluoride; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;30%
trifluoromethyl disulphide
14410-21-0

trifluoromethyl disulphide

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

Conditions
ConditionsYield
With dihydrogen peroxide; iodine monofluoride; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;40%
With iodine heptafluoride; dihydrogen peroxide; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;30%
With dihydrogen peroxide; iodine pentafluoride; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;30%
tris(trifluoromethyl)phosphine
432-04-2

tris(trifluoromethyl)phosphine

iodine
7553-56-2

iodine

A

iodo-bis-trifluoromethyl-phosphine
359-64-8

iodo-bis-trifluoromethyl-phosphine

B

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

C

trifluoromethyldiiodophosphine
421-59-0

trifluoromethyldiiodophosphine

D

phosphorous triiodide
13455-01-1

phosphorous triiodide

Conditions
ConditionsYield
180°C, 24 h;A 16%
B 34%
C 4%
D n/a
tris(trifluoromethyl)arsine
432-02-0

tris(trifluoromethyl)arsine

A

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

B

trifluoromethyl-arsonous acid diiodide
353-91-3

trifluoromethyl-arsonous acid diiodide

C

iodo-bis-trifluoromethyl-arsine
359-55-7

iodo-bis-trifluoromethyl-arsine

Conditions
ConditionsYield
100-105°C, 72 h;A 28%
B n/a
C 22%
Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

Conditions
ConditionsYield
With hydrogen; iodine monofluoride; 3 weight% Pd/C In dimethyl sulfoxide; N,N-dimethyl-formamide at 100℃; Product distribution / selectivity;20%
With iodine monofluoride; zinc; 3 weight% Pd/C In dimethyl sulfoxide; N,N-dimethyl-formamide at 100℃; Product distribution / selectivity;20%
With iodine Product distribution; Irradiation; thermal + multiple photon IR laser excitation; different laser energy fluence and temperatures;
tris(trifluoromethyl)arsine
432-02-0

tris(trifluoromethyl)arsine

methyl iodide
74-88-4

methyl iodide

A

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

B

Hexafluoroethane
76-16-4

Hexafluoroethane

C

methylbistrifluoromethylarsine
431-76-5

methylbistrifluoromethylarsine

Conditions
ConditionsYield
Irradiation (UV/VIS); with UV-light;A 18%
B 15%
C n/a
CF13IO2Te2
105062-51-9

CF13IO2Te2

A

carbon tetrafluoride
75-73-0

carbon tetrafluoride

B

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

C

CF8OTe
105062-50-8

CF8OTe

D

(TeF4O)n, I(OTeF5)3

(TeF4O)n, I(OTeF5)3

Conditions
ConditionsYield
at 25℃; for 2h;A n/a
B n/a
C 17%
D n/a
trifluoracetyl chloride
354-32-5

trifluoracetyl chloride

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

Conditions
ConditionsYield
With dihydrogen peroxide; iodine monofluoride; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;15%
With potassium iodide at 200℃;
With iodine monofluoride; palladium on activated carbon; copper on carbon; platinum on activated charcoal at 250 - 550℃; Product distribution / selectivity; Vapor phase;
With hydrogen iodide at 350℃; for 0.00555556h; Catalytic behavior; Reagent/catalyst;65.19 %Chromat.
With 0.5% Pd/Al2O3; hydrogen; iodine at 150 - 350℃; Flow reactor;
(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

Conditions
ConditionsYield
With dihydrogen peroxide; iodine monofluoride; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;15%
With iodine; oxygen; palladium on activated charcoal at 350℃; Product distribution / selectivity;
With sulfuric acid; iodine; oxygen; bis(acetylacetonate)oxovanadium In Hexafluorobenzene at 30 - 150℃; for 12h; Product distribution / selectivity;
With iodine monofluoride; palladium on activated carbon; copper on carbon; platinum on activated charcoal at 250 - 550℃; Product distribution / selectivity; Vapor phase;
1,1,1-trifluoroacetophenone
434-45-7

1,1,1-trifluoroacetophenone

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

Conditions
ConditionsYield
With dihydrogen peroxide; iodine monofluoride; bis(acetylacetonate)oxovanadium In water Product distribution / selectivity; Heating / reflux;15%
With iodine monofluoride; palladium on activated carbon; copper on carbon; platinum on activated charcoal at 250 - 550℃; Product distribution / selectivity; Vapor phase;
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

perfluoro-NN'-dimethylethane-1,2-bis(amino-oxyl) diradical
36525-64-1

perfluoro-NN'-dimethylethane-1,2-bis(amino-oxyl) diradical

perfluoro-(3,6-dimethyl-2,7-dioxa-3,6-diaza-octane)

perfluoro-(3,6-dimethyl-2,7-dioxa-3,6-diaza-octane)

Conditions
ConditionsYield
for 24h; Irradiation;100%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

tetramethylammonium fluoride
373-68-2

tetramethylammonium fluoride

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

C4H12N(1+)*C2F6I(1-)

C4H12N(1+)*C2F6I(1-)

Conditions
ConditionsYield
In tetrahydrofuran at -60℃; for 2h;100%
bis(4-pyridyl) disulfide
2645-22-9

bis(4-pyridyl) disulfide

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

4-((trifluoromethy)lthio)pyridine

4-((trifluoromethy)lthio)pyridine

Conditions
ConditionsYield
With Tetrakis(dimethylamino)ethylen In N,N-dimethyl-formamide at 0 - 20℃; for 12h;100%
With Tetrakis(dimethylamino)ethylen In N,N-dimethyl-formamide at 0 - 20℃;
1-iodo-4-isopropyl-2-methoxy-5-(toluene-4-sulfonyl)-benzene

1-iodo-4-isopropyl-2-methoxy-5-(toluene-4-sulfonyl)-benzene

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

1-Isopropyl-5-methoxy-2-(toluene-4-sulfonyl)-4-trifluoromethyl-benzene
865305-65-3

1-Isopropyl-5-methoxy-2-(toluene-4-sulfonyl)-4-trifluoromethyl-benzene

Conditions
ConditionsYield
Stage #1: 1-iodo-4-isopropyl-2-methoxy-5-(toluene-4-sulfonyl)-benzene With potassium fluoride; copper(l) iodide In DMF (N,N-dimethyl-formamide) at 120℃;
Stage #2: iodotrifluoromethane In DMF (N,N-dimethyl-formamide) for 4.5h;
100%
With potassium fluoride; copper(l) iodide In N,N-dimethyl-formamide at 20℃; for 4.5h;100%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

diethylcadmium
592-02-9

diethylcadmium

acetonitrile
75-05-8

acetonitrile

bis(trifluoromethyl)cadmium*2CH3CN

bis(trifluoromethyl)cadmium*2CH3CN

Conditions
ConditionsYield
In acetonitrile byproducts: EtI; Ar-atmosphere; stirring (-23°C); evapn. (vac.);100%
1-iodo-4-isopropyl-2-methoxy-5-(toluene-4-sulfonyl)-benzene

1-iodo-4-isopropyl-2-methoxy-5-(toluene-4-sulfonyl)-benzene

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

1-isopropyl-5-methoxy-2-(toluene-4-sulfonyl)-4-trifluoromethyl-benzene

1-isopropyl-5-methoxy-2-(toluene-4-sulfonyl)-4-trifluoromethyl-benzene

Conditions
ConditionsYield
With potassium fluoride; copper(l) iodide In N,N-dimethyl-formamide at 120℃; for 4h;100%
With potassium fluoride; copper(l) iodide In N,N-dimethyl-formamide at 120℃; for 4.5h;100%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

2-bromo-3-fluoro-6-mercaptobenzonitrile

2-bromo-3-fluoro-6-mercaptobenzonitrile

2-bromo-3-fluoro-6-((trifluoromethyl)thio)benzonitrile

2-bromo-3-fluoro-6-((trifluoromethyl)thio)benzonitrile

Conditions
ConditionsYield
With paraquat dichloride; triethylamine In N,N-dimethyl-formamide at -78 - 20℃; for 18h; Sealed tube;100%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

2CF3I*C6H16N2

2CF3I*C6H16N2

Conditions
ConditionsYield
at -78℃; for 0.333333h; Schlenk technique; Inert atmosphere; Reflux;100%
at -78℃; for 0.333333h; Inert atmosphere; Reflux;100%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

N,N,N',N'-tetramethylguanidine
80-70-6

N,N,N',N'-tetramethylguanidine

TMG•CF3I

TMG•CF3I

Conditions
ConditionsYield
at -78 - 23℃; Schlenk technique; Inert atmosphere;100%
at -78 - 23℃; Inert atmosphere;100%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

Ritter's trifluoroiodomethane-DMSO complex

Ritter's trifluoroiodomethane-DMSO complex

Conditions
ConditionsYield
at -78 - 23℃; Schlenk technique; Inert atmosphere;100%
at -78 - 23℃; Inert atmosphere;100%
at -78℃;
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

2,4-dichloro-3-methyl-benzenethiol

2,4-dichloro-3-methyl-benzenethiol

1,3-dichloro-2-methyl-4-(trifluoromethylsulfanyl)benzene

1,3-dichloro-2-methyl-4-(trifluoromethylsulfanyl)benzene

Conditions
ConditionsYield
With paraquat dichloride; triethylamine In N,N-dimethyl-formamide at -78 - 20℃; for 24h;99.6%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

diphenyl diselenide
1666-13-3

diphenyl diselenide

phenyl trifluoromethylselenide
5173-02-4

phenyl trifluoromethylselenide

Conditions
ConditionsYield
With Tetrakis(dimethylamino)ethylen In N,N-dimethyl-formamide at 0 - 20℃;99%
With rongalite In water; N,N-dimethyl-formamide at 20℃;28%
With Tetrakis(dimethylamino)ethylen In N,N-dimethyl-formamide at 0 - 20℃;
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

diethylcadmium
592-02-9

diethylcadmium

bis(trifluoromethyl)cadmium
33327-66-1

bis(trifluoromethyl)cadmium

Conditions
ConditionsYield
In chloroform byproducts: EtI; 2.5 equiv. CF3I, -40°C, 10 min (pptn.); removal of volatiles (vac.);99%
In not given absence of air and moisture; in presence of 1 equiv. HCF2I;
methyl(triphenylphosphine)gold(I)

methyl(triphenylphosphine)gold(I)

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

triluoromethyl(triphenylphosphine)gold(I)
60898-04-6

triluoromethyl(triphenylphosphine)gold(I)

Conditions
ConditionsYield
In dichloromethane byproducts: MeI; 4 equiv. of CF3I, standing in sealed tube at 35°C for 45 min; evapn.; elem. anal.;99%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

1-(8-Bromo-7-methoxy-1-phenyl-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-2,2,2-trifluoro-ethanone
73894-44-7

1-(8-Bromo-7-methoxy-1-phenyl-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-2,2,2-trifluoro-ethanone

2,2,2-Trifluoro-1-(7-methoxy-1-phenyl-8-trifluoromethyl-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-ethanone
73894-49-2

2,2,2-Trifluoro-1-(7-methoxy-1-phenyl-8-trifluoromethyl-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-ethanone

Conditions
ConditionsYield
With copper In N,N-dimethyl-formamide at 150℃;98%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

1-(8-Bromo-6-chloro-7-methoxy-1-phenyl-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-2,2,2-trifluoro-ethanone
73894-46-9

1-(8-Bromo-6-chloro-7-methoxy-1-phenyl-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-2,2,2-trifluoro-ethanone

1-(6-Chloro-7-methoxy-1-phenyl-8-trifluoromethyl-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-2,2,2-trifluoro-ethanone
73894-50-5

1-(6-Chloro-7-methoxy-1-phenyl-8-trifluoromethyl-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-2,2,2-trifluoro-ethanone

Conditions
ConditionsYield
With copper In N,N-dimethyl-formamide at 150℃;98%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

1-Ethynyl-1-cyclohexanol
78-27-3

1-Ethynyl-1-cyclohexanol

C9H13F3O
1579233-92-3

C9H13F3O

Conditions
ConditionsYield
With fac-tris(2-phenylpyridinato-N,C2')iridium(III); 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran; acetonitrile at 20℃; Sealed tube; Inert atmosphere; Irradiation; diastereoselective reaction;98%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

1-Decene
872-05-9

1-Decene

1,1,1-trifluoro-3-iodoundecane

1,1,1-trifluoro-3-iodoundecane

Conditions
ConditionsYield
With pyrrolidine; Diphenylacetaldehyde In dichloromethane at 20℃; for 16h; Inert atmosphere; Irradiation;98%
With Eosin Y; sodium thiosulfate In acetonitrile at 20℃; for 1h; Inert atmosphere; Irradiation;53%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

oct-1-ene
111-66-0

oct-1-ene

C9H15F3

C9H15F3

Conditions
ConditionsYield
With 5,10-di(4-trifluoromethylphenyl)-5,10-dihydrophenazine; potassium formate In N,N-dimethyl acetamide at 40℃; for 6h; Irradiation;98%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

but-3-en-1-yl 4-chlorobenzoate

but-3-en-1-yl 4-chlorobenzoate

5,5,5-trifluoro-3-hydroxypentyl 4-chlorobenzoate

5,5,5-trifluoro-3-hydroxypentyl 4-chlorobenzoate

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine In dimethyl sulfoxide at 20℃; for 36h; Schlenk technique; Irradiation;98%
1-dodecene
112-41-4

1-dodecene

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

(E)-1,1,1-trifluorotridec-2-ene

(E)-1,1,1-trifluorotridec-2-ene

Conditions
ConditionsYield
With platinum(II) (2-phenylpyridinato-N,C(2'))(2,4-pentanedionato-O,O); 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 6h; Quantum yield; Sealed tube; Irradiation; Inert atmosphere;97%
With tris(1,10-phenanthroline)ruthenium(II) dichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 2h; Solvent; Inert atmosphere;96%
With tris(1,10-phenanthroline)ruthenium(II) dichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; Inert atmosphere; Irradiation; regioselective reaction;95%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; tri-(9-anthryl)borane In acetonitrile at 20℃; for 3h; Reagent/catalyst; Solvent; Wavelength; Inert atmosphere; Irradiation;93%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

C19H23NO5S2

C19H23NO5S2

3-(2,4-dimethoxyphenyl)-4-tosyl-5-[(trifluoromethyl)thio]morpholine

3-(2,4-dimethoxyphenyl)-4-tosyl-5-[(trifluoromethyl)thio]morpholine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; eosin y In N,N-dimethyl-formamide at 20℃; for 0.5h; Reagent/catalyst; Concentration; Solvent; Time; Inert atmosphere; Irradiation;97%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

hex-5-en-1-yl 4-iodobenzoate

hex-5-en-1-yl 4-iodobenzoate

7,7,7-trifluoro-5-hydroxyheptyl 4-iodobenzoate

7,7,7-trifluoro-5-hydroxyheptyl 4-iodobenzoate

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine In dimethyl sulfoxide at 20℃; for 36h; Schlenk technique; Irradiation;97%
vinylcyclohexane
695-12-5

vinylcyclohexane

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

C9H13F3

C9H13F3

Conditions
ConditionsYield
With (dppf)Ni(o-tol)Cl; sodium t-butanolate In Hexafluorobenzene at 50℃; for 16h; Inert atmosphere; Schlenk technique; Sealed tube;97%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-bromo-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate
74465-47-7

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-bromo-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-(trifluoromethyl)-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate
76513-94-5

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-(trifluoromethyl)-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

Conditions
ConditionsYield
With copper(l) iodide; zinc In N,N-dimethyl-formamide at 70℃; for 10h;96%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

2-iodo-5-bromopyridine
223463-13-6

2-iodo-5-bromopyridine

5-bromo-2(trifluoromethyl)pyridine
436799-32-5

5-bromo-2(trifluoromethyl)pyridine

Conditions
ConditionsYield
Stage #1: iodotrifluoromethane; zinc With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone at 20℃; for 2h; Inert atmosphere;
Stage #2: 2-iodo-5-bromopyridine With copper(l) iodide at 50℃; for 24h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; chemoselective reaction;
96%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

C11H20O3

C11H20O3

C12H19F3O3

C12H19F3O3

Conditions
ConditionsYield
With platinum(II) (2-phenylpyridinato-N,C(2'))(2,4-pentanedionato-O,O); 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; Sealed tube; Irradiation; Inert atmosphere;96%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

C18H21NO4S2

C18H21NO4S2

3-(4-methoxyphenyl)-4-tosyl-5-[(trifluoromethyl)thio]morpholine

3-(4-methoxyphenyl)-4-tosyl-5-[(trifluoromethyl)thio]morpholine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; eosin y In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Irradiation;96%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

C19H23NO3S2

C19H23NO3S2

3-(2,4-dimethylphenyl)-4-tosyl-5-[(trifluoromethyl)thio]morpholine

3-(2,4-dimethylphenyl)-4-tosyl-5-[(trifluoromethyl)thio]morpholine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; eosin y In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Irradiation;96%

2314-97-8Relevant articles and documents

Chemical Radical Synthesis in Gas Mixtures Induced by Infrared Multiple-Photon Dissociation

Bagratashvili, V. N.,Kuzmin, M. V.,Letokhov, V. S.

, p. 5780 - 5786 (1984)

Some experimental approaches to gas-phase radical chemical synthesis induced by the process of IR multiple-photon excitation of polyatomic molecules are considered.A comparison of laser and thermal initiation of gas-phase radical reaction is given.

THERMOLYSE DES HALOGENURES DE PERFLUOROALCANESULFONYLE

Oudrhiri-Hassani, M.,Brunel, D.,Germain, A.,Commeyras, A.

, p. 491 - 504 (1984)

Perfluoroalkanesulfonyl chlorides FSO2Cl; RF= CF3, C2F5, C4F9>, decompose thermally to give the corresponding perfluoroalkyl chlorides with evolution of SO2.The latter retards the reaction, but it is catalysed by copper which also inhibits the SO2 effect. 2-methyl-2-nitrosopropane traps the perfluoroalkyl free radicals.In the presence of a perfluoroalkyl iodide FI; R'not equal RF>, other products, RFI and RFCl, are obtained.A free radical chain-mechanism is then suggested.On the other hand, perfluorobutanesulfonyl fluoride is very stable thermally.

Preparation and properties of ZnBr(CF3)*2L - a convenient route for the preparation of CF3I

Naumann, Dieter,Tyrra, Wieland,Kock, Birgit,Rudolph, Werner,Wilkes, Bernd

, p. 91 - 94 (1994)

ZnBr(CF3)*2L (L=DMF, CH3CN) can easily be prepared by the reaction of CBrF3 with elemental zinc in better than 60percent yield.The reaction of ZnBr(CF3)*2DMF with iodine monochloride in DMF solution yields pure CF3I in better than 70percent yield via an ecologically less damaging reaction pathway than the decarboxylation route using silver or mercury trifluoroacetate.

Preparation of trifluoroiodomethane via vapour-phase catalytic reaction between pentafluoroethane and iodine

Mao, Aiqin,Wang, Hua,Tan, Linhua,Nin, Xiangyang,Pan, Renming

, p. 4640 - 4642 (2013)

A new route for preparing C33I has been developed via a reaction between C2HF5 and I2. The influence of reaction temperature and active components of the catalysts on the amount of C33I was investigated. The result suggests that the selectivity of the C33I can be controlled by reaction conditions and active component of catalyst. The process for the formation of C33I and by-products is also discussed.

Investigation of CF2 carbene on the surface of activated charcoal in the synthesis of trifluoroiodomethane via vapor-phase catalytic reaction

Yang, Guang-Cheng,Lei, Shi,Pan, Ren-Ming,Quan, Heng-Dao

, p. 231 - 235 (2009)

This paper investigates the synthetic mechanism of trifluoroiodomethane (CF3I) in the reaction of trifluoromethane and iodine via vapor-phase catalytic reaction. It is suggested that CF2 carbene is the key intermediate and is formed in the pyrolysis process of CHF3 at high temperature. However, in pyrolysis of CHF3 under activated charcoal (AC) existing conditions, no C2F4 was detected. H2 and 2-methyl-2-butene could not trap the CF2 carbene. When treating the remained compounds on the used AC with H2, CH4 is formed on the process. It is proposed that CF2 carbene combines with AC strongly and transfers into CF3 radical on heat. In addition, it is found that the AC is not only the catalyst supporter to form CF3I, but also a co-catalyst to promote the formation of CF2 carbene and CF3 radical.

Synthesis of Au(I) trifluoromethyl complexes. Oxidation to Au(III) and reductive elimination of halotrifluoromethanes

Blaya, Mara,Bautista, Delia,Gil-Rubio, Juan,Vicente, Jos

, p. 6358 - 6368 (2014)

Au(I) trifluoromethyl complexes [Au(CF3)L] (L = N-heterocyclic carbene (NHC), isonitrile, phosphine, P(OMe)3) and [Au2(CF3)2(-dppe)] are prepared by reaction of [Au(X)L] (X = Cl, I) or [Au2Cl2(-dppe)], respectively, with AgF and Me3SiCF3. The analogous reaction of PPN[Au(C6F5)Cl] (PPN+ = [Ph3PNPPh3]+) gives a mixture of complexes of the type PPN[Au(CF3)x(C6F5)2-x] (x = 0, 1, 2). Single crystals of the new complex PPN[Au(CF3)(C6F5)] are obtained by liquid diffusion from this mixture, and its crystal structure was determined by X-ray diffraction. Acyclic diaminocarbene complexes [Au(CF3){C(NEt2)(NHR)}] (R = tBu, 2,6-dimethylphenyl) are obtained by reaction of [Au(CF3)(CNR)] with NHEt2. Oxidation of the NHC complex [Au(CF3)(IPr)] (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) with PhICl2, Br2, I2 or ICl affords [Au(CF3)(X)(Y)(IPr)] (X = Y = Cl, Br I; X = Cl, Y = I). The dicloro, dibromo, and chloro(iodo) complexes are stable in solution in the dark. In contrast, the diiodo complex is unstable and decomposes to [AuI(IPr)] and ICF3. Under photoirradiation, complexes [Au(CF3)(X)(Y)(IPr)] undergo reductive elimination to give YCF3 and [AuX(IPr)] (X = Y = Cl, Br; X = Cl, Y = I).

Catalysts and integrated processes for producing trifluoroiodomethane

-

Page/Page column 10-12, (2020/07/07)

The present disclosure provides a process for producing trifluoroiodomethane (CF3I). The process may include providing a vapor-phase reactant stream comprising trifluoroacetic acid and iodine and reacting the reactant stream in the presence of a catalyst to produce a product stream comprising the trifluoroiodomethane. The catalyst includes silicon carbide.

PROCESSES FOR PRODUCING TRIFLUOROIODOMETHANE

-

Paragraph 0053-0055, (2020/03/09)

The present disclosure provides a gas-phase process for producing trifluoroiodomethane, the process comprising providing a reactant stream comprising hydrogen iodide and trifluoroacetyl halide selected from the group consisting of trifluoroacetyl chloride, trifluoroacetyl fluoride, trifluoroacetyl bromide, and combinations thereof, and reacting the reactant stream in the presence of a catalyst at a temperature from about 200° C. to about 600° C. to produce a product stream comprising the trifluoroiodomethane.

ONE STEP PROCESS FOR MANUFACTURING TRIFLUOROIODOMETHANE FROM TRIFLUOROACETYL HALIDE, HYDROGEN, AND IODINE

-

Paragraph 0048-0050, (2020/08/30)

The present disclosure provides a process for producing trifluoroiodomethane (CF3I). The process includes providing vapor-phase reactants including trifluoroacetyl halide, hydrogen, and iodine, heating the vapor-phase reactants, and reacting the heated vapor-phase reactants in the presence of a catalyst to produce trifluoroiodomethane. The catalyst includes a transition metal.

PROCESSES FOR PRODUCING TRIFLUOROIODOMETHANE AND TRIFLUOROACETYL IODIDE

-

Paragraph 0102-0118, (2020/03/09)

The present disclosure provides a process for producing trifluoroiodomethane, the process comprising providing a reactant stream comprising hydrogen iodide and at least one trifluoroacetyl halide selected from the group consisting of trifluoroacetyl chloride, trifluoroacetyl fluoride, trifluoroacetyl bromide, and combinations thereof, reacting the reactant stream in the presence of a first catalyst at a first reaction temperature from about 25° C. to about 400° C. to produce an intermediate product stream comprising trifluoroacetyl iodide, and reacting the intermediate product stream in the presence of a second catalyst at a second reaction temperature from about 200° C. to about 600° C. to produce a final product stream comprising the trifluoroiodomethane.

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