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Merck
CN

633453

Sigma-Aldrich

4-氰基苯乙酸

97%

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About This Item

经验公式(希尔记法):
C9H7NO2
CAS号:
分子量:
161.16
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

97%

形式

solid

mp

150-154 °C (lit.)

SMILES字符串

OC(=O)Cc1ccc(cc1)C#N

InChI

1S/C9H7NO2/c10-6-8-3-1-7(2-4-8)5-9(11)12/h1-4H,5H2,(H,11,12)

InChI key

WEBXRQONNWEETE-UHFFFAOYSA-N

应用

4-Cyanophenylacetic acid can be used as a nitrile precursor to synthesize 1,2,4,5-tetrazines by reacting with aliphatic nitriles and hydrazine in the presence of Lewis acid metal catalysts.
It can also be used as a reactant to prepare:
  • 4-pyrrolo[1,2-a]quinoxalin-4-ylbenzonitrile by copper-catalyzed reaction with 1-(2-aminoaryl)pyrrole in the presence of 2,2′-bipyridyl as the ligand.
  • 4-(1,2-Diphenyl-1H-imidazol-4-yl)benzonitrile by one-pot three-component reaction with N-phenylbenzamidine and nitromethane via activation of C-H and N-H bonds.
  • 4-Cyano-N,N-di-2-propen-1-ylbenzeneacetamide by reacting with diallylamine.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

WGK

WGK 3

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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An Efficient Synthesis of Pyrrolo [1, 2-a] quinoxalines by Copper-Catalyzed C- H Activation of Arylacetic Acids
Lade JJ, et al.
Asian Journal of Organic Chemistry, 6(11), 1579-1583 (2017)
Flow synthesis of cyclobutanones via [2+ 2] cycloaddition of keteneiminium salts and ethylene gas
Battilocchio C, et al.
Reaction Chemistry & Engineering, 2(3), 295-298 (2017)
Copper-Catalyzed Simultaneous Activation of C-H and N-H Bonds: Three-Component One-Pot Cascade Synthesis of Multisubstituted Imidazoles
Pardeshi SD, et al.
Synthesis, 50(02), 361-370 (2018)
Metal-catalyzed one-pot synthesis of tetrazines directly from aliphatic nitriles and hydrazine.
Jun Yang et al.
Angewandte Chemie (International ed. in English), 51(21), 5222-5225 (2012-04-19)

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