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230367 Aldrich

Boron tribromide

≥99.99%

Synonym: Tribromoboron

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Properties

Related Categories Chemical Synthesis, Deprotecting Reagents, Other Deprotecting Reagents, Protection and Derivatization, Synthetic Reagents More...
vapor density   8.6 (vs air)
vapor pressure   40 mmHg ( 14 °C)
InChI Key   ILAHWRKJUDSMFH-UHFFFAOYSA-N
assay   ≥99.99%
bp   ~90 °C(lit.)
mp   −46 °C(lit.)
density   2.60 g/mL at 20 °C(lit.)

Description

Packaging

5, 25, 100 g in ampule

Application

Reactant for preparation of:
• Drug intermediate 6-nitro-L-DOPA
• Luminescent polystyrene derivatives with sterically protected carbazolylborane moieties
• High-quality boron-doped graphene via Wurtz-type reductive coupling reaction
• Mercapto-(+)-methamphetamine haptens for synthesis of (+)-methamphetamine conjugate vaccines with improved epitope densities
• Micrometer-sized organic molecule-DNA hybrid structures
• Borane complexes via electrophilic aromatic borylation reactions
• A 5-HT2C receptor agonist
• Biphenyl-derivatives possessing tertiary amino groups as β-secretase(BACE1) inhibitors for the treatment of Alzheimer′s disease
• A highly near-IR region fluorescent p-extended boron aza-dipyrromethene moiety unit
• Tetrahydroisoquinoline derivatives via intramolecular cyclization of methoxy-substituted N-phenethylimides

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.

Price and Availability


Cross-Coupling Guide
Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Supplemental Hazard Statements 
Reacts violently with water.
RIDADR 
UN 2692 8 / PGI
WGK Germany 
3
RTECS 
ED7400000
Flash Point(F) 
195.8 °F
Flash Point(C) 
91 °C

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Articles

Acids and Bases

Acids and bases have been used by chemists for centuries, and are among the most fundamental reagents employed in synthetic organic chemistry. This Aldrich product line ranges from Brønsted and Lewis...
Chemfiles Volume 1 Article 3

Peer-Reviewed Papers
15

References

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Z693847 Scienceware® Break-Safe ampule opener

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94791 SnapIT Ampule Opener, Regular, for 1-2ml, 5-10ml, 10-15ml ampoules
43917 SnapIT Ampule Opener, large, for 5-10ml, 10-15ml, 20-25ml ampoules

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