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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)

-

One-pot three-component synthesis of novel pyrazolo[3,4-b]pyridines as potent antileukemic agents

Barghash, Reham F.,Eldehna, Wagdy M.,Kovalová, Markéta,Vojá?ková, Veronika,Kry?tof, Vladimír,Abdel-Aziz, Hatem A.

, (2021/11/04)

In the current study, we report on the development of novel series of pyrazolo[3,4-b]pyridine derivatives (8a-u, 11a-n, and 14a,b) as potential anticancer agents. The prepared pyrazolo[3,4-b]pyridines have been screened for their antitumor activity in vitro at NCI-DTP. Thereafter, compound 8a was qualified by NCI for full panel five-dose assay to assess its GI50, TGI and LC50 values. Compound 8a showed broad-spectrum anti-proliferative activities over the whole NCI panel, with outstanding growth inhibition full panel GI50 (MG-MID) value equals 2.16 μM and subpanel GI50 (MG-MID) range: 1.92–2.86 μM. Furthermore, pyrazolo[3,4-b]pyridines 8a, 8e-h, 8o, 8u, 11a, 11e, 11h, 11l and 14a-b were assayed for their antiproliferative effect against a panel of leukemia cell lines (K562, MV4-11, CEM, RS4;11, ML-2 and KOPN-8) where they possessed moderate to excellent anti-leukemic activity. Moreover, pyrazolo[3,4-b]pyridines 8o, 8u, 14a and 14b were further explored for their effect on cell cycle on RS4;11 cells, in which they dose-dependently increased populations of cells in G2/M phases. Finally we analyzed the changes of selected proteins (HOXA9, MEIS1, PARP, BcL-2 and McL-1) related to cell death and viability in RS4;11 cells via Western blotting. Collectively, the obtained results suggested pyrazolo[3,4-b]pyridines 8o, 8u, 14a and 14b as promising lead molecules for further optimization to develop more potent and efficient anticancer candidates.

Deadly KCN and pricey metal free track for accessing β-ketonitriles employing mild reaction conditions

Sharma, Pawan K.,Kumar, Rajiv,Ram, Sita,Chandak, Navneet

supporting information, p. 1847 - 1856 (2021/04/26)

A one pot synthesis of β-ketonitriles from readily accessible 3-chloropropenals using economically benign iodine, aqueous ammonia and sodium hydroxide solution, employing mild reaction conditions have been described. This report presents a convenient, inexpensive, highly toxic-matter-free and eco-friendly approach for β-ketonitriles.

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