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Merck

419508

Sigma-Aldrich

Boron tribromide

ReagentPlus®, ≥99%

Sinónimos:

Tribromoboron

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About This Item

Fórmula empírica (notación de Hill):
BBr3
Número de CAS:
Peso molecular:
250.52
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

vapor density

8.6 (vs air)

Quality Level

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

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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

pictograms

Skull and crossbonesCorrosion

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Eye Dam. 1 - Skin Corr. 1A

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Visite la Librería de documentos

Boron Halides
Kirk-Othmer Encyclopedia of Chemical Technology (2003)
Boron Tribromide
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2006)
Qing Zhao et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 203, 472-480 (2018-06-15)
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Tetrahedron Letters, 47, 5909-5909 (2006)
Hui Wang et al.
European journal of medicinal chemistry, 88, 66-73 (2014-09-14)
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