Dichlorophenylborane

• Catalog No.: 78373
• CAS Number: 873-51-8
• M. F.: C6H5BCl2
• M. W.: 158.8209
• Purity: ≥98.0% (AT)

SYNONYMS

• Title: 二氯苯基硼烷
• IUPAC name: dichloro(phenyl)borane
• IUPAC Traditional name: dichloro(phenyl)borane
• Synonyms: 苯基二氯硼; 苯基硼二氯化物; Phenyldichloroborane; NSC 93889; Phenylboron dichloride

DATABASE IDS

• CAS Number: 873-51-8
• Beilstein Number: 2243576
• PubChem SID: 24887294
• MDL Number: MFCD00013612

PROPERTIES

• Empirical Formula (Hill Notation): C6H5BCl2
• Grade: purum
• Purity: ≥98.0% (AT)
• Boiling Point: 66 °C/11 mmHg(lit.)
• Density: 1.224 g/mL at 25 °C(lit.)
• Flash Point: 14 °C
• Flash Point: 57.2 °F
• Refractive Index: n20/D 1.545(lit.)
• Refractive Index: n20/D 1.547
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H314
• European Hazard Symbols: Flammable (F)
• European Hazard Symbols: Corrosive (C)
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• GHS Precautionary statements: P210-P280-P305 + P351 + P338-P310
• RID/ADR: UN 2924 3/PG 2
• Risk Statements: 11-34-37
• Safety Statements: 16-26-36/37/39-45
• Storage Temperature: 2-8°C
• Hazard Class: 3
• UN Number: 2924
• Packing Group: 2
• German water hazard class: 3

DETAILS

Description (English)

Other Notes
Reactive chloroborane; reacts with many bifunctional compounds to bora-heterocycles, e.g. pentaphenylborole8; Used as catalyst, e.g. for Fiedel-Crafts type acylation of anilines with benzaldehydes9; Enol-formation with ketones and highly erythro-selective aldol-reaction with aldehydes10
Application
Catalyst for:
• Antiproliferative macrolide and cell migration inhibitor lactimidomycin1
• Enantioselective synthesis of polyketide segments using vinylogous Mukaiyama aldol reactions2
• Enantioselective Diels-Alder cycloadditions after its reaction with allo-threonine derivatives3
• Stereoselective alkylative ring opening of cyclic anhydrides4
• Cross-metathesis reaction of amino derivatives with olefins5
• Asymmetric acetate aldol reactions6
• The reaction of aryl aldehydes with styrene and (E)-β-methylstyrene7

Description (简体中文)

Other Notes
反应性氯硼烷；与多种双官能化合物反应生成硼杂环，例如五苯基硼杂环戊二烯 (pentaphenylborole)8；用作催化剂，例如用于苯胺类和苯甲醛的 Fiedel-Crafts 型酰化反应9；与酮类反应形成烯醇以及与醛类进行高赤型选择性羟醛反应10
Application
Catalyst for:
• Antiproliferative macrolide and cell migration inhibitor lactimidomycin1
• Enantioselective synthesis of polyketide segments using vinylogous Mukaiyama aldol reactions2
• Enantioselective Diels-Alder cycloadditions after its reaction with allo-threonine derivatives3
• Stereoselective alkylative ring opening of cyclic anhydrides4
• Cross-metathesis reaction of amino derivatives with olefins5
• Asymmetric acetate aldol reactions6
• The reaction of aryl aldehydes with styrene and (E)-β-methylstyrene7