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Boron tribromide

Catalog No. 230367 Name Sigma Aldrich
CAS Number 10294-33-4 Website http://www.sigmaaldrich.com
M. F. BBr3 Telephone 1-800-521-8956
M. W. 250.523 Fax
Purity ≥99.99% Email
Storage Chembase ID: 107043

SYNONYMS

Title
三溴化硼
IUPAC name
tribromoborane
IUPAC Traditional name
boron tribromide
Synonyms
Tribromoboron

DATABASE IDS

PubChem SID 24853799
EC Number 233-657-9
CAS Number 10294-33-4
MDL Number MFCD00011312

PROPERTIES

Empirical Formula (Hill Notation) BBr3
Purity ≥99.99%
Boiling Point ~90 °C(lit.)
Density 2.60 g/mL at 20 °C(lit.)
Flash Point 91 °C
Flash Point 195.8 °F
Melting Point -46 °C(lit.)
Vapor Density 8.6 (vs air)
Vapor Pressure 40 mmHg ( 14 °C)
GHS Pictograms GHS05
GHS Pictograms GHS06
GHS Signal Word Danger
GHS Hazard statements H300-H314-H330
European Hazard Symbols Highly toxic Highly toxic (T+)
European Hazard Symbols Corrosive Corrosive (C)
MSDS Link Download
Personal Protective Equipment Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
GHS Precautionary statements P260-P264-P280-P284-P305 + P351 + P338-P310
RID/ADR UN 2692 8/PG 1
Risk Statements 14-26/28-35
RTECS ED7400000
Safety Statements 9-26-28-36/37/39-45
Supplemental Hazard Statements Reacts violently with water.
Hazard Class 8
UN Number 2692
Packing Group 1
German water hazard class 3

DETAILS

Description (English)
Packaging
5, 25, 100 g in ampule
Application
Reactant for preparation of:
• Drug intermediate 6-nitro-L-DOPA1
• Luminescent polystyrene derivatives with sterically protected carbazolylborane moieties2
• High-quality boron-doped graphene via Wurtz-type reductive coupling reaction3
• Mercapto-(+)-methamphetamine haptens for synthesis of (+)-methamphetamine conjugate vaccines with improved epitope densities4
• Micrometer-sized organic molecule-DNA hybrid structures5
• Borane complexes via electrophilic aromatic borylation reactions6
• A 5-HT2C receptor agonist7
• Biphenyl-derivatives possessing tertiary amino groups as β-secretase(BACE1) inhibitors for the treatment of Alzheimer′s disease8
• A highly near-IR region fluorescent p-extended boron aza-dipyrromethene moiety unit9
• Tetrahydroisoquinoline derivatives via intramolecular cyclization of methoxy-substituted N-phenethylimides10
With alkynes forms 2-alkenyldibromoboranes, which show reversed regiochemistry in Diels-Alder reactions as compared to BBN. Intermediates generated from 1-alkynes couple to alkyl halides providing trisubstituted alkenes. Reacts with chiral sulfonamides to provide precursors of chiral glycidol esters, acetate diols, β-hydroxy esters, and amino acid esters. Useful for the synthesis of precursors to group 13-15 semiconductor materials.
Description (简体中文)
包装
5, 25, 100 g in ampule
Application
Reactant for preparation of:
• Drug intermediate 6-nitro-L-DOPA1
• Luminescent polystyrene derivatives with sterically protected carbazolylborane moieties2
• High-quality boron-doped graphene via Wurtz-type reductive coupling reaction3
• Mercapto-(+)-methamphetamine haptens for synthesis of (+)-methamphetamine conjugate vaccines with improved epitope densities4
• Micrometer-sized organic molecule-DNA hybrid structures5
• Borane complexes via electrophilic aromatic borylation reactions6
• A 5-HT2C receptor agonist7
• Biphenyl-derivatives possessing tertiary amino groups as β-secretase(BACE1) inhibitors for the treatment of Alzheimer′s disease8
• A highly near-IR region fluorescent p-extended boron aza-dipyrromethene moiety unit9
• Tetrahydroisoquinoline derivatives via intramolecular cyclization of methoxy-substituted N-phenethylimides10
与炔烃反应生成 2-烯基二溴硼烷,在 Diels-Alder 反应中与 BBN 相比表现出反向区域选择性。由 1-炔烃与提供三取代烯烃的卤代烷发生偶联反应生成的中间体。与手性磺酰胺反应生成手性缩水甘油酯、二醇乙酸酯、β-羟基酯和氨基酸酯的前体。可用于 13-15 族半导体材料前体的合成。

REFERENCES