419508

Boron tribromide

ReagentPlus^®, ≥99%

• Synonym(s): Tribromoboron
• Empirical Formula (Hill Notation): BBr₃
• CAS Number: 10294-33-4
• Molecular Weight: 250.52
• EC Number: 233-657-9
• MDL number: MFCD00011312
• UNSPSC Code: 12352101
• PubChem Substance ID: 24866111
• NACRES: NA.22

Properties

• vapor density: 8.6 (vs air)
• vapor pressure: 40 mmHg ( 14 °C)
• product line: ReagentPlus^®
• Assay: ≥99%
• color: colorless to amber
• bp: ~90 °C (lit.)
• mp: −46 °C (lit.)
• density: 2.60 g/mL at 20 °C (lit.)
• SMILES string: BrB(Br)Br
• InChI: 1S/BBr3/c2-1(3)4
• InChI key: ILAHWRKJUDSMFH-UHFFFAOYSA-N

Description

General description

Boron tribromide is a strong Lewis acid generally employed in the deprotection of -OH and -NH groups. It is a moisture-sensitive liquid, which is also used to cleave esters or ethers into alkyl bromides.

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

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

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS06,GHS05
• Signal Word: Danger
• Hazard Statements: H300 + H330,H314
• Precautionary Statements: P260 - P271 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Eye Dam. 1 - Skin Corr. 1A
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves