Boron tribromide
ALDRICH/230367 - ≥99.99%
Synonym: Tribromoboron
CAS Number: 10294-33-4
Empirical Formula (Hill Notation): BBr3
Molecular Weight: 250.52
EC Number: 233-657-9
MDL Number: MFCD00011312
Linear Formula: BBr3
Product Type: Chemical
| assay | ≥99.99% |
| bp | ~90 °C (lit.) |
| density | 2.60 g/mL at 20 °C (lit.) |
| form | liquid |
| InChI | 1S/BBr3/c2-1(3)4 |
| InChI key | ILAHWRKJUDSMFH-UHFFFAOYSA |
| mp | −46 °C (lit.) |
| Quality Level | 200  |
| SMILES string | BrB(Br)Br |
| vapor density | 8.6 (vs air) |
| vapor pressure | 40 mmHg ( 14 °C) |
| 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-(+)-methamphet • 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 |
| Application: | 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. |
| General description: | Boron tribromide (BBr3) is a strong Lewis acid generally used as a reagent for the deprotection of ethers. Alkyl aryl ethers are cleaved at the alkyl-oxygen bond to give ArOH and alkyl bromides. In a particular case, BBr3 was used to cleave acetals that could not be deprotected under standard acidic conditions. Similarly, amino acid-protecting groups such as benzyloxycarbonyl and tert-butoxycarbonyl groups can be deprotected by BBr3. It can also be used to deprotect carbohydrate derivatives and polyoxygenated intermediates in the preparation of deoxyvernolepin, vernolepin, and vernomenin. |
| Packaging: | 5, 25, 100 g in ampule |
| Symbol |   GHS05,GHS06 |
| Signal word | Danger |
| Hazard statements | H300 + H330 - H314 |
| Precautionary statements | P280 - P301 + P310 + P330 - P301 + P330 + P331 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 |
| Hazard Codes | T+,C |
| Risk Statements | 14-26/28-35 |
| Safety Statements | 9-26-28-36/37/39-45 |
| RIDADR | UN 2692 8 / PGI |
| WGK Germany | WGK 3 |
| Flash Point(F) | 196.3 °F |
| Flash Point(C) | 91.3 °C |
| Supplemental Hazard Statements | EUH014 |
| Purity | ≥99.99% |
| bp | ~90 °C (lit.) |
| mp | −46 °C (lit.) |
| Density | 2.60 g/mL at 20 °C (lit.) |
| UNSPSC | 12352101 |