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Merck
CN

803898

Sigma-Aldrich

Mattson Difluoroborate Urea

greener alternative

别名:

N-[3,5-bis(trifluoromethyl)phenyl]-N′-[2-(difluoroboryl)phenyl]-Urea

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关于此项目

经验公式（希尔记法）:
C15H9BF8N2O
化学文摘社编号:
1451048-80-8
分子量:
396.04
UNSPSC代码:
12352300
PubChem化学物质编号:
329768832
NACRES:
NA.22

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表单

powder

反应适用性

reagent type: catalyst

环保替代产品特性

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

223-228 °C

环保替代产品分类

Aligned,

储存温度

2-8°C

SMILES字符串

O=C(NC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1)NC2=CC=CC=C2B(F)F

InChI

1S/C15H9BF8N2O/c17-14(18,19)8-5-9(15(20,21)22)7-10(6-8)25-13(27)26-12-4-2-1-3-11(12)16(23)24/h1-7H,(H2,25,26,27)

InChI key

VTRJGINZAJTRDQ-UHFFFAOYSA-N

一般描述

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应用

1-(3,5-bis(trifluoromethyl)phenyl)-3-(2-(difluoroboryl)phenyl)urea is a robust and user-friendly white solid capable of being stored on the benchtop indefinitely. The strategic incoporation of the difluoroboryl substituent renders this the most acidic urea catalyst reported to date (pKa(DMSO) = 7.5). This difluorboronate urea benefits from enhanced reaction rates and yields when compared to traditional urea catalysts. It also enables reactions that are inaccessible with conventional urea catalysis.

其他说明

Arylation of Diazoesters by a Transient N-H Insertion Organocascade

储存分类代码

13 - Non Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Andrea M Hardman et al.
Organic & biomolecular chemistry, 11(35), 5793-5797 (2013-08-03)
Highly functionalized oxazinanes are efficiently prepared through urea-catalyzed formal [3 + 3] cycloaddition reactions of nitrones and nitrocyclopropane carboxylates. The reaction system is general with respect to both the nitrocyclopropane carboxylates and nitrones enabling the preparation of a large family
Sonia S So et al.
The Journal of organic chemistry, 79(11), 4832-4842 (2014-05-07)
The power of hydrogen-bond donor catalysis has been harnessed to elicit and control carbene-like reactivity from nitrodiazoesters. Specifically, select ureas have been identified as effective catalysts for N-H insertion and multicomponent coupling reactions of nitrodiazoesters, anilines, and aromatic nucleophiles, thereby

相关内容

Anita Mattson – Professor Product Portal

Boronate ureas benefit from internal Lewis acid coordination of the urea cabonyl oxygen and the strategically placed boron. As a result of this structural feature, boronate ureas can be rendered more acidic than conventional urea hydrogen bond donor catalysts.

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