101346

Dichlorophenylborane

97%

• Synonym(s): NSC 93889, Phenylboron dichloride, Phenyldichloroborane
• Empirical Formula (Hill Notation): C₆H₅BCl₂
• CAS Number: 873-51-8
• Molecular Weight: 158.82
• Beilstein: 2243576
• MDL number: MFCD00013612
• UNSPSC Code: 12352002
• PubChem Substance ID: 24846539
• NACRES: NA.22

Properties

• Quality Level: 100
• 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

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

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.

Safety Information

• Pictograms: GHS02,GHS05
• Signal Word: Danger
• Hazard Statements: H225,H314
• Precautionary Statements: P210 - P233 - P240 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Flam. Liq. 2 - Skin Corr. 1B
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves