所有图片(1)
别名:
Heller-Sarpong Reagent, Allyl imidazolecarbamate, AllylImC, Imidazole-1-carboxylic acid 2-propen-1-yl ester, Sarpong reagent
经验公式（希尔记法）:
C7H8N2O2
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检测方案
95%
形式
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.
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
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
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)
Allyl 1H-imidazole-1-carboxylate
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2015)
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 and coworkers are engaged in the development of mild and chemoselective acylation reactions using carbonylazole-derived reagents. To that end, they have developed a suite of carbonylimidazole derivatives for facile and chemoselective esterification (MImC, etc.) and amidation (WImC) of carboxylic acids, in collaboration with Professor Richmond Sarpong.
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