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101346

Dichlorophenylborane

97%

Synonym(s):

NSC 93889, Phenylboron dichloride, Phenyldichloroborane

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About This Item

Empirical Formula (Hill Notation):
C6H5BCl2
CAS Number:
Molecular Weight:
158.82
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2243576
Assay:
97%
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Quality Segment

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

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


pictograms

FlameCorrosion

signalword

Danger

hcodes

Hazard Classifications

Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk

WGK 3

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter



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