Dichlorophenylborane

Name: Dichlorophenylborane
Brand: ALDRICH

97%

Synonym(s):

NSC 93889, Phenylboron dichloride, Phenyldichloroborane

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About This Item

Empirical Formula (Hill Notation):

C₆H₅BCl₂

CAS Number:

873-51-8

Molecular Weight:

158.82

UNSPSC Code:

12352002

NACRES:

NA.22

PubChem Substance ID:

24846539

MDL number:

MFCD00013612

Beilstein/REAXYS Number:

2243576

Assay:

97%

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Properties

assay

97%

reaction suitability

reagent type: reductant

refractive index

n20/D 1.545 (lit.)

bp

66 °C/11 mmHg (lit.)

density

1.224 g/mL at 25 °C (lit.)

SMILES string

ClB(Cl)c1ccccc1

InChI

1S/C6H5BCl2/c8-7(9)6-4-2-1-3-5-6/h1-5H

InChI key

NCQDQONETMHUMY-UHFFFAOYSA-N

Description

Application

Dichlorophenylborane can be used as a catalyst for:

The synthesis of an antiproliferative macrolide and cell migration inhibitor lactimidomycin.
Enantioselective synthesis of polyketide segments using vinylogous Mukaiyama aldol reactions.
Enantioselective Diels-Alder cycloadditions after its reaction with allo-threonine derivatives.
Stereoselective alkylative ring opening of cyclic anhydrides.
Cross-metathesis reaction of amino derivatives with olefins.
Asymmetric acetate aldol reactions.

Catalyst for:

Antiproliferative macrolide and cell migration inhibitor lactimidomycin
Enantioselective synthesis of polyketide segments using vinylogous Mukaiyama aldol reactions
Enantioselective Diels-Alder cycloadditions after its reaction with allo-threonine derivatives
Stereoselective alkylative ring opening of cyclic anhydrides
Cross-metathesis reaction of amino derivatives with olefins
Asymmetric acetate aldol reactions
The reaction of aryl aldehydes with styrene and (E)-β-methylstyrene