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24260

Sigma-Aldrich

Chlorodicyclohexylborane solution

purum, ~1 M in hexane

Synonym(s):

Dicyclohexylboron chloride, Dicyclohexylboryl chloride, Dicyclohexylchloroborane

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About This Item

Linear Formula:
(C6H11)2BCl
CAS Number:
Molecular Weight:
212.57
Beilstein:
3233942
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:

grade

purum

reaction suitability

reagent type: reductant

concentration

~1 M in hexane

density

0.74 g/mL at 20 °C

SMILES string

ClB(C1CCCCC1)C2CCCCC2

InChI

1S/C12H22BCl/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h11-12H,1-10H2

InChI key

PBBOKJIYEZCTEH-UHFFFAOYSA-N

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Application

Reactant for:
  • Aldol addition reactions
  • Mukaiyama aldol addition
  • Microwave assisted ring closing metathesis reactions
  • C-alkylation of aromatic aldimines
  • Reversible ketone-ketone aldol reactions
  • Syn- and anti-stereoselective aldol reaction hexenone with aldehydes

Other Notes

Ideal reagent for the generation of E-enol borinates from ketones in high stereoselectivity

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K. Ganesan et al.
The Journal of Organic Chemistry, 58, 7162-7162 (1993)

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