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Merck
CN

680249

Sigma-Aldrich

反式-2-氯甲基乙烯基硼酸频哪醇酯

97%

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别名:
E-2-氯甲基乙烯基硼酸频哪醇酯
经验公式(希尔记法):
C9H16BClO2
分子量:
202.49
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

97%

折射率

n20/D 1.4603

bp

57-62 °C/0.3-0.4 mmHg

密度

1.028 g/mL at 25 °C

SMILES字符串

CC1(C)OB(OC1(C)C)\C=C\CCl

InChI

1S/C9H16BClO2/c1-8(2)9(3,4)13-10(12-8)6-5-7-11/h5-6H,7H2,1-4H3/b6-5+

InChI key

HLBDNUSUVDDICF-AATRIKPKSA-N

应用

trans-2-Chloromethylvinylboronic acid pinacol ester is a common reactant of Suzuki coupling reaction. It can be used to prepare:
  • Readout reagent that helps in providing qualitative and quantitative readouts in enzyme biomarker detection assays.
  • Boronated enynes, which on Au(I) catalyzed cycloisomerization yield various dienyl boronates.
  • α-Methyl-substituted boronates for the allylation of ketones to yield homoallylic tertiary alcohols.

WGK

WGK 3

闪点(°F)

212.0 °F

闪点(°C)

100 °C

个人防护装备

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

法规信息

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Design, synthesis, and characterization of small-molecule reagents that cooperatively provide dual readouts for triaging and, when necessary, quantifying point-of-need enzyme assays
Brooks AD, et al.
The Journal of Organic Chemistry, 80(21), 10437-10445 (2015)
Mild and general zinc-alkoxide-catalyzed allylations of ketones with allyl pinacol boronates
Fandrick KR, et al.
Organic Letters, 12(17), 3748-3751 (2010)
Gold-catalyzed cycloisomerization reactions of boronated enynes
Lee JCH and Hall DG
Tetrahedron Letters, 52(2), 321-324 (2011)

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