211222

Boron tribromide solution

1.0 M in methylene chloride

• Synonym(s): Tribromoboron
• Empirical Formula (Hill Notation): BBr₃
• CAS Number: 10294-33-4
• Molecular Weight: 250.52
• MDL number: MFCD00011312
• UNSPSC Code: 12352101
• PubChem Substance ID: 24852661
• NACRES: NA.22

Properties

• form: liquid
• Quality Level: 200
• concentration: 1.0 M in methylene chloride
• density: 1.467 g/mL at 25 °C
• SMILES string: BrB(Br)Br
• InChI: 1S/BBr3/c2-1(3)4
• InChI key: ILAHWRKJUDSMFH-UHFFFAOYSA-N

Description

General description

Boron tribromide (BBr₃) is a commonly used reagent in organic chemistry for demethylation.

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 ß-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

Used to cleave aryl methyl ethers in a synthesis of a benzopyranobenzopyran from a coumarin scaffold.

Packaging

The 25 mL Sure/Seal^™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Safety Information

• Pictograms: GHS06,GHS08,GHS05
• Signal Word: Danger
• Hazard Statements: H300 + H330,H314,H336,H351
• Precautionary Statements: P202 - P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Carc. 2 - Eye Dam. 1 - Skin Corr. 1A - STOT SE 3
• Target Organs: Central nervous system
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves