Boron tribromide ≥99.99%

Sinônimo(s):

Tribromoboron

Fórmula empírica (Notação de Hill):

BBr₃

CAS Number:

10294-33-4

Peso molecular:

250.52

Número CE:

233-657-9

Número MDL:

MFCD00011312

Código UNSPSC:

12352101

ID de substância PubChem:

24853799

NACRES:

NA.22

densidade de vapor

8.6 (vs air)

Nível de qualidade

200

pressão de vapor

40 mmHg ( 14 °C)

Ensaio

≥99.99%

Formulário

liquid

p.e.

~90 °C (lit.)

pf

−46 °C (lit.)

densidade

2.60 g/mL at 20 °C (lit.)

cadeia de caracteres SMILES

BrB(Br)Br

InChI

1S/BBr3/c2-1(3)4

chave InChI

ILAHWRKJUDSMFH-UHFFFAOYSA-N

Descrição geral

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.[1][2][3]

Aplicação

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.[4] Intermediates generated from 1-alkynes couple to alkyl halides providing trisubstituted alkenes.[5] Reacts with chiral sulfonamides to provide precursors of chiral glycidol esters, acetate diols, β-hydroxy esters, and amino acid esters.[6] Useful for the synthesis of precursors to group 13-15 semiconductor materials.[7]