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Merck
CN

733520

Sigma-Aldrich

1-氰基苯并咪唑

96%

别名:

N-Cyanobenzimidazole

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About This Item

经验公式(希尔记法):
C8H5N3
CAS号:
分子量:
143.15
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

96%

表单

solid

反应适用性

reaction type: C-C Bond Formation

mp

98-106 °C

SMILES字符串

N#Cn1cnc2ccccc12

InChI

1S/C8H5N3/c9-5-11-6-10-7-3-1-2-4-8(7)11/h1-4,6H

InChI key

SGCJHVTWXFWDOD-UHFFFAOYSA-N

应用

1-Cyanobenzimidazole can be used:
  • To prepare alkyl benzimidazole-1-carboximidates and 1H-benzimidazole-1-carbohydrazonamide by reacting with aliphatic alcohols and excess of hydrazine, respectively.
  • As an electrophilic cyanating reagent in cyanation reactions including aryl and heteroaryl Grignard reagents.

Reacant for:
  • Electrophilic aromatic substitution reactions
  • Electrophilic cyanation of aryl and heteroaryl Grignard reagents
  • Hydrolysis in alkalyne solutions

象形图

Skull and crossbonesCorrosion

警示用语:

Danger

危险声明

危险分类

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Irrit. 2

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Reactions of 1-cyanoimidazole and 1-cyanobenzimidazole with aliphatic alcohols
Purygin PP, et al.
Russ. J. Gen. Chem., 72(8), 1286-1288 (2002)
A Convenient Synthesis of Benzonitriles via Electrophilic Cyanation with N-Cyanobenzimidazole
Anbarasan P, et al.
Chemistry?A European Journal , 16(16), 4725-4728 (2010)
New strategies and applications using electrophilic cyanide-transfer reagents under transition metal-free conditions
Schorgenhumer J and Waser M
Organic Chemistry Frontiers : An International Journal of Organic Chemistry / Royal Society of Chemistry, 3(11), 1535-1540 (2016)
Transnitrilation from dimethylmalononitrile to aryl grignard and lithium reagents: A practical method for aryl nitrile synthesis
Reeves JT, et al.
Journal of the American Chemical Society, 137(29), 9481-9488 (2015)
1H-Benzimidazole-1-carbohydrazonamide
Sokolov AV, et al.
Acta Crystallographica Section E, Structure Reports Online, 62(8), o3209-o3210 (2006)

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