Skip to Content
Merck
CN

416916

Dicyclohexyliodoborane

97%

Synonym(s):

Dicyclohexylboryl iodide

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Linear Formula:
(C6H11)2BI
CAS Number:
55382-85-9
Molecular Weight:
304.02
NACRES:
NA.22
PubChem Substance ID:
24866084
UNSPSC Code:
12352101
MDL number:
MFCD00192014
Assay:
97%
Form:
liquid

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI

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

SMILES string

IB(C1CCCCC1)C2CCCCC2

InChI key

RWFGGTOYIFQXAO-UHFFFAOYSA-N

assay

97%

form

liquid

reaction suitability

reagent type: reductant

bp

198-200 °C/1.25 mmHg (lit.)

density

1.325 g/mL at 25 °C (lit.)

Application

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

pictograms

Flame
GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

86.0 °F - closed cup

flash_point_c

30 °C - closed cup

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBM9013
SHBD6679V
SHBD5388V
SHBD7436V
43296EM

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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)
Diastereoselective synthesis of anti-3-hydroxy-2-trifluoromethyl carboxylic acids
Ramachandran PV, et al.
Tetrahedron Letters, 56(23), 3019-3022 (2015)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service