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Merck
CN
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安全信息

416916

Sigma-Aldrich

二环己基碘硼烷

97%

别名:

Dicyclohexylboryl iodide

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About This Item

线性分子式:
(C6H11)2BI
CAS号:
55382-85-9
分子量:
304.02
MDL编号:
MFCD00192014
UNSPSC代码:
12352101
PubChem化学物质编号:
24866084
NACRES:
NA.22

方案

97%

表单

liquid

反应适用性

reagent type: reductant

沸点

198-200 °C/1.25 mmHg (lit.)

密度

1.325 g/mL at 25 °C (lit.)

SMILES字符串

IB(C1CCCCC1)C2CCCCC2

InChI

1S/C12H22BI/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h11-12H,1-10H2

InChI key

RWFGGTOYIFQXAO-UHFFFAOYSA-N

应用

Dicyclohexyliodoborane (Chx2BI) can be used as a reagent:
  • For the enolboration of esters and tertiary amides to synthesize corresponding Z or E enolates.
  • In the stereoselective preparation of β-hydroxy-α-trifluoromethyl carboxylic acids via haloborane-mediated diastereoselective aldol addition of aldehydes with trifluoropropanoic acid.
  • In the total synthesis of pordamacrine A, and trocheliophorolide D.

Reactant for:
  • Preparation of vinyloxyboranes

象形图

Flame
GHS02

警示用语：

Warning

危险声明

H226

危险分类

Flam. Liq. 3

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

86.0 °F - closed cup

闪点(°C)

30 °C - closed cup

法规信息

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分析证书(COA)

Lot/Batch Number
SHBM9013
SHBD6679V
SHBD5388V
SHBD7436V
43296EM

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Enolboration. 6. Dicyclohexyliodoborane, a Versatile Reagent for the Stereoselective Synthesis of Either Z or E Enolates from Representative Esters
Ganesan K and Brown HC
The Journal of Organic Chemistry, 59(9), 2336-2340 (1994)
Total Synthesis of the Proposed Structure of Trocheliophorolide D
Hwang S, et al.
European Journal of Organic Chemistry, 2011(36), 7414-7418 (2011)
A boron-based Ireland-Claisen approach to the synthesis of pordamacrine A
Seizert, Curtis A and Ferreira, Eric M
Tetrahedron, 73(29), 4186-4194 (2017)
Dicyclohexyliodoborane/Triethylamine-a new reagent which achieves the facile enolboration of esters and tertiary amides
Brown HC and Ganesan K
Tetrahedron Letters, 33(24), 3421-3424 (1992)
Diastereoselective synthesis of anti-3-hydroxy-2-trifluoromethyl carboxylic acids
Ramachandran PV, et al.
Tetrahedron Letters, 56(23), 3019-3022 (2015)

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