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5381-33-9

2-Benzylidene-1H-indene-1,3(2H)-dione, also known as α-Benzylideneindan-1-one, is an organic compound with the molecular formula C18H14O2. It is a yellow crystalline solid that is commonly used as a dye intermediate and in the production of pharmaceuticals. It is also used in the synthesis of various organic compounds due to its versatile reactivity. 2-Benzylidene-1H-indene-1,3(2H)-dione is known for its strong aromatic and sweet odor and is often used as a flavoring agent in the food industry. Additionally, it has been studied for its potential biological activities, including its potential as an anti-cancer agent.

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  • 5381-33-9 Structure

  • Basic information

    1. Product Name: 2-benzylidene-1H-indene-1,3(2H)-dione
    2. Synonyms: 1H-Indene-1,3(2H)-dione, 2-(phenylmethylene)-; 2-Benzylidene-1H-indene-1,3(2H)-dione
    3. CAS NO:5381-33-9
    4. Molecular Formula: C16H10O2
    5. Molecular Weight: 234.2494
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 5381-33-9.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 432.2°C at 760 mmHg
    3. Flash Point: 161.4°C
    4. Appearance: N/A
    5. Density: 1.306g/cm3
    6. Vapor Pressure: 1.13E-07mmHg at 25°C
    7. Refractive Index: 1.7
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 2-benzylidene-1H-indene-1,3(2H)-dione(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2-benzylidene-1H-indene-1,3(2H)-dione(5381-33-9)
    12. EPA Substance Registry System: 2-benzylidene-1H-indene-1,3(2H)-dione(5381-33-9)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 5381-33-9(Hazardous Substances Data)

5381-33-9 Usage

Uses

Used in Pharmaceutical Industry:
2-Benzylidene-1H-indene-1,3(2H)-dione is used as an intermediate in the production of pharmaceuticals for its versatile reactivity in the synthesis of various organic compounds.
Used in Dye Industry:
2-Benzylidene-1H-indene-1,3(2H)-dione is used as a dye intermediate for its ability to contribute to the color and properties of dyes.
Used in Food Industry:
2-Benzylidene-1H-indene-1,3(2H)-dione is used as a flavoring agent in the food industry for its strong aromatic and sweet odor.
Used in Organic Synthesis:
2-Benzylidene-1H-indene-1,3(2H)-dione is used in the synthesis of various organic compounds due to its versatile reactivity.
Used in Cancer Research:
2-Benzylidene-1H-indene-1,3(2H)-dione is studied for its potential biological activities, including its potential as an anti-cancer agent.

Check Digit Verification of cas no

The CAS Registry Mumber 5381-33-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,3,8 and 1 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 5381-33:
(6*5)+(5*3)+(4*8)+(3*1)+(2*3)+(1*3)=89
89 % 10 = 9
So 5381-33-9 is a valid CAS Registry Number.

5381-33-9Relevant articles and documents

Oxa-Michael–Michael Reaction of MBH Alcohol and 2-Arylidene-1,3-indanedione: Regioselective Formal [4+2] Cycloaddition towards Tetrahydrospiropyran Scaffolds

Gudise, Veera Babu,Settipalli, Poorna Chandrasekhar,Reddy, Eeda Koti,Anwar, Shaik

, p. 2234 - 2242 (2019)

A regioselective formal [4+2] cycloaddition reaction of nitrostyrene derived MBH alcohol and 2-arylidene-1,3-indanedione resulted in functionalized tetrahydrospiropyran derivatives with excellent chemical yields (up to 93 %). The reaction tolerated variou

Selected drug-likeness properties of 2-arylidene-indan-1,3-dione derivatives—chemical compounds with potential anti-cancer activity

Bojko, Barbara,Jaroch, Karol,Ko?liński, Piotr,Koba, Marcin,Kruszewski, Stefan,Lewińska, Agnieszka,Pluskota, Robert,Ziomkowska, Blanka

, (2021/09/06)

2-Arylidene-indan-1,3-done derivatives have very different properties, thanks to which they find various applications in science, medicine, and industry. Selected derivatives show antivi-ral, antibacterial, and anti-inflammatory activity. This paper prese

Synthesis of novel spiro-tetrahydroquinoline derivatives and evaluation of their pharmacological effects on wound healing

Liou, Yan-Cheng,Lin, Yan-An,Wang, Ke,Yang, Juan-Cheng,Jang, Yeong-Jiunn,Lin, Wenwei,Wu, Yang-Chang

, (2021/06/14)

A highly diastereoselective method for the synthesis of novel spiro-tetrahydroquinoline derivatives is reported here, using a one-pot reaction method. All compounds were characterized by1 H-nuclear magnetic resonance (NMR) and mass spectroscopy

Highly diastereoselective spiro-cyclopropanation of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides

Huang, Jie,Lee, Kevin,Ma, Ping,Sun, Shaofa,Wang, Gangqiang,Wang, Jian,Wu, Yang,Xing, Yalan

supporting information, p. 18776 - 18780 (2021/10/26)

A highly diastereoselective spiro-cyclopropanation reaction of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides has been developedviabase-induced annulation. This efficient and simple protocol features simple operations, mild conditions and excellent functional group compatibility. A variety of structurally interesting spiro-cyclopropanes were prepared in excellent yields and diastereomeric ratios (up to 97% yield and 20?:?1 dr). Also, ring expansion of the cyclopropanation product to quickly deliver a complex indeno[1,2-c]pyridazine structure showcased an interesting application of this method.

Phosphine-Catalyzed Cascade Michael Addition/[4+2] Cycloaddition Reaction of Allenoates and 2-Arylidene-1,3-indanediones

Shi, Wangyu,Mao, Biming,Xu, Jiaqing,Wang, Qijun,Wang, Wei,Wu, Yongjun,Li, Xuefeng,Guo, Hongchao

supporting information, p. 2675 - 2680 (2020/03/26)

The phosphine-catalyzed cascade Michael addition/[4+2] cycloaddition reaction of tetrahydrobenzofuranone-derived allenoates and 2-arylidene-1,3-indanediones has been reported, affording spirocyclic 1,3-indanedione derivatives in moderate to high yields wi

Palladium-Catalyzed Asymmetric [3+2] Cycloaddition of Vinylethylene Carbonates with 2-Arylidene-1,3-Indandiones: Synthesis of Tetrahydrofuran-Fused Spirocyclic 1,3-Indandiones

Gao, Xing,Guo, Hongchao,Jiang, Feng,Shi, Wangyu,Shi, Xueyan,Wang, Wei,Wu, Yongjun,Zhang, Cheng,Zhang, Huihui

supporting information, (2020/08/06)

An asymmetric [3+2] cycloaddition of 2-arylidene-1,3-indandiones with vinylethylene carbonates (VECs) had been achieved in the presence of Pd2dba3·CHCl3 and axially chiral phosphoramidite ligand. The reaction of various su

Method for preparing spiro[cyclopropane-1,2'-indene]-1',3'-diketone compound

-

Paragraph 0028; 0029, (2019/08/01)

The invention discloses a method for preparing a spiro[cyclopropane-1,2'-indene]-1',3'-diketone compound. The method comprises the following steps: taking a silicoamino rate-earth compound [(Me3Si)2N]3Ln(mu-Cl)Li(THF)3 as a catalyst, and catalyzing alpha-carbonic ester, phosphite ester and 2-substituted methylene-1,3-indandione to react so as to realize one-pot preparation of the product; in the catalyst, (Me3Si)2N represents trimethyl silicon amino, Ln represents a positively tervalent rare-earth metal ion selected from one of lanthanum, neodymium, gadolinium, erbium and ytterbium; m represents a bridged bond; and THF represents tetrahydrofuran. In the method, the catalyst is simple in synthetic method, the reaction raw materials are simple and easily obtained, the one-pot reaction method is high in efficiency, the application range of a substrate is wide, the reaction condition is mild, and the target compound can be obtained with high yield and high stereoselectivity.

2-Arylidene-1-indandiones as Pleiotropic Agents with Antioxidant and Inhibitory Enzymes Activities ?

Kouzi, Olympia,Pontiki, Eleni,Hadjipavlou-Litina, Dimitra

, (2019/12/23)

Indandiones are a relatively new group of compounds presenting a wide range of biological activities. The synthesis of these compounds was performed via a Knoevenagel reaction between an aldehyde and 1,3-indandione and were obtained with a yield up to 54%

Synthesis of 2,3-diaryl-2,3,4,4а-tetrahydro-5Н-indeno[1,2-c]pyridazin-5-ones

Chagarovskiy, Alexey O.,Strel’tsova, Elena D.,Rybakov, Victor B.,Levina, Irina I.,Trushkov, Igor V.

, p. 240 - 245 (2019/05/15)

[Figure not available: see fulltext.] The reaction of 1,3-indanedione-derived donor-acceptor cyclopropanes with phenylhydrazine in the presence of catalytic amounts of scandium trifluoromethanesulfonate leads to the formation of indeno[1,2-c]pyridazine de

A vinylogous Michael addition-triggered quadruple cascade reaction for the enantioselective generation of multiple quaternary stereocenters

Yang, Shu-Mei,Karanam, Praneeth,Wang, Min,Jang, Yeong-Jiunn,Yeh, Yu-Sheng,Tseng, Ping-Yao,Ganapuram, Madhusudhan Reddy,Liou, Yan-Cheng,Lin, Wenwei

supporting information, p. 1398 - 1401 (2019/02/05)

An efficient organocatalytic quadruple cascade reaction resulting in spiroxindole scaffolds bearing five quaternary stereocenters is reported. The complex cascade reaction is triggered by the scarcely explored vinylogous Michael addition of 3-alkylidene o

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