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614-16-4

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614-16-4 Usage

Description

Benzoylacetonitrile, also known as phenylglyoxaline, is an organic compound with the chemical formula C8H7NO. It is a colorless to pale yellow crystalline solid that is soluble in water and various organic solvents. Benzoylacetonitrile is a versatile building block in organic synthesis, particularly in the preparation of heterocyclic compounds.

Uses

Used in Chemical Synthesis:
Benzoylacetonitrile is used as a building block for the preparation of various heterocyclic compounds, such as 4H-pyrans, 2-pyridones, furans, and carbocyclics. Its active methylene group makes it a valuable intermediate in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
Benzoylacetonitrile is used in the production of 2-benzoyl-3-furan-2-yl-acrylonitrile, which is an important intermediate in the synthesis of pharmaceutical compounds. It is also used in the synthesis of substituted naphtho[1,8-bc]pyrans, which have potential applications in drug discovery and development.
Used in Heterocyclic Synthesis:
Benzoylacetonitrile is an active methylene compound, making it useful in the synthesis of polyfunctional pyridines and pyrimidines. These heterocyclic compounds have a wide range of applications in various industries, including pharmaceuticals, agrochemicals, and materials science.

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 4229, 1989 DOI: 10.1021/jo00278a047Synthesis, p. 308, 1983Tetrahedron, 49, p. 5091, 1993 DOI: 10.1016/S0040-4020(01)81874-3

Check Digit Verification of cas no

The CAS Registry Mumber 614-16-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 4 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 614-16:
(5*6)+(4*1)+(3*4)+(2*1)+(1*6)=54
54 % 10 = 4
So 614-16-4 is a valid CAS Registry Number.
InChI:InChI=1/C9H7NO/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5H,6H2

614-16-4 Well-known Company Product Price

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  • Alfa Aesar

  • (A14473)  Benzoylacetonitrile, 98+%   

  • 614-16-4

  • 5g

  • 276.0CNY

  • Detail
  • Alfa Aesar

  • (A14473)  Benzoylacetonitrile, 98+%   

  • 614-16-4

  • 25g

  • 1172.0CNY

  • Detail
  • Alfa Aesar

  • (A14473)  Benzoylacetonitrile, 98+%   

  • 614-16-4

  • 100g

  • 3976.0CNY

  • Detail

614-16-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name benzoylacetonitrile

1.2 Other means of identification

Product number -
Other names 3-Oxo-3-phenylpropanenitrile

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:614-16-4 SDS

614-16-4Relevant articles and documents

Synthesis, ellipsometry and non-linear optical features of substituted 1,3,5-triphenylpyrazolines

Gondek, Ewa,Nizio?, Jacek,Danel, Andrzej,Kucharek, Mateusz,J?dryka, Jaros?aw,Karasiński, Pawe?,Nosidlak, Natalia,Fedorchuk, Andrij A.

, p. 741 - 745 (2019)

Ellipsometric and nonlinear optical properties of new, differently substituted, 1,3,5-triphenylpyrazolines dyes, were studied. Results of theoretical calculation within a framework of density functional theory (DFT) technique were verified by spectroscopic ellipsometry and optical second harmonic generation (SHG) experiment at fundamental laser wavelength 1064 nm. Absorption bands and complex refractive indices were determined. Principal role of 2-thienyl substituent for first order nonlinear optical properties was demonstrated.

-

Salvatori

, p. II, 287 (1891)

-

From Stoichiometric Reagents to Catalytic Partners: Selenonium Salts as Alkylating Agents for Nucleophilic Displacement Reactions in Water

Martins, Nayara Silva,ángel, Alix Y. Bastidas,Anghinoni, Jo?o M.,Lenard?o, Eder J.,Barcellos, Thiago,Alberto, Eduardo E.

supporting information, p. 87 - 93 (2021/11/03)

The ability of chalcogenium salts to transfer an electrophilic moiety to a given nucleophile is well known. However, up to date, these reagents have been used in stoichiometric quantities, producing a substantial amount of waste as byproducts of the reaction. In this report, we disclose further investigation of selenonium salts as S-adenosyl-L-methionine (SAM) surrogates for the alkylation of nucleophiles in aqueous solutions. Most importantly, we were able to convert the stoichiometric process to a catalytic system employing as little as 10 mol % of selenides to accelerate the reaction between benzyl bromide and other alkylating agents with sodium cyanide in water. Probe experiments including 77Se NMR and HRMS of the reaction mixture have unequivocally shown the presence of the selenonium salt in the reaction mixture. (Figure presented.).

Selective Synthesis of β-Ketonitriles via Catalytic Carbopalladation of Dinitriles

Zeng, Ge,Liu, Jichao,Shao, Yinlin,Zhang, Fangjun,Chen, Zhongyan,Lv, Ningning,Chen, Jiuxi,Li, Renhao

, p. 861 - 867 (2021/01/09)

A practical, convenient, and highly selective method of synthesizing β-ketonitriles from the Pd-catalyzed addition of organoboron reagents to dinitriles has been developed. This method provides excellent functional-group tolerance, a broad scope of substrates, and the convenience of using commercially available substrates. The method is expected to show further utility in future synthetic procedures.

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