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Merck
CN

748811

Sigma-Aldrich

Allyl 1H-imidazole-1-carboxylate

95%

别名:

Heller-Sarpong Reagent, Allyl imidazolecarbamate, AllylImC, Imidazole-1-carboxylic acid 2-propen-1-yl ester, Sarpong reagent

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About This Item

经验公式(希尔记法):
C7H8N2O2
CAS号:
分子量:
152.15
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

方案

95%

表单

liquid

折射率

n20/D 1.494

密度

1.146 g/mL at 25 °C

运输

wet ice

储存温度

2-8°C

SMILES字符串

C=CCOC(=O)n1ccnc1

InChI

1S/C7H8N2O2/c1-2-5-11-7(10)9-4-3-8-6-9/h2-4,6H,1,5H2

InChI key

NEFLGCHXJFBCQP-UHFFFAOYSA-N

一般描述

Allyl 1H-imidazole-1-carboxylate is an organic reagent used to introduce carboxyallyl groups to nucleophilic nitrogen, oxygen, and carbon centers. It is used in the acylation reactions of enolates and nitrogen compounds. Further, it can also be used in the synthesis of carbonates and allyl esters.

应用

Allyl 1H-imidazole-1-carboxylate can be used:
  • To prepare allyl enol carbonate derivatives by reacting with ketone enolates and boron trifluoride etherate.
  • In the acylation of a mixture of primary and secondary alcohols.

象形图

Exclamation mark

警示用语:

Warning

危险分类

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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

Allyl 1H-imidazole-1-carboxylate
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2015)
A New Simple One-Pot Regioselective Preparation of Mixed Diesters of Carbonic Acid
Bertolini G, et al.
The Journal of Organic Chemistry, 63(17), 6031-6034 (1998)
Barry M Trost et al.
The Journal of organic chemistry, 72(24), 9372-9375 (2007-10-30)
A convenient access to substituted allyl enol carbonates was established through the reaction of ketone enolates with the complex of allyl 1H-imidazole-1-carboxylates and boron trifluoride etherate.

相关内容

Professor Heller's research focuses on mild acylation reactions using carbonylimidazole-derived reagents.

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