All Photos(1)

419508

Sigma-Aldrich

Boron tribromide

ReagentPlus®, ≥99%

Synonym(s):
Tribromoboron
Empirical Formula (Hill Notation):
BBr3
CAS Number:
Molecular Weight:
250.52
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Looking for similar products? Visit Product Comparison Guide

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.

Packaging

4×25, 100, 500 g in Sure/Seal™

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

CorrosionSkull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Supplementary Hazards

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

196.3 °F

Flash Point(C)

91.3 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

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)
Four homo/heterometallic complexes [Cu3(L)(μ2-OAc)9(CH3OH) 9]·3CHCl3 (1), [Cu2(L)Ca(μ2-NO3)9] (9), [{Cu2(L)Sr(μ2-NO3)9}9]·CH3CH2OH (11) and [Cu2(L)Ba(μ2-OAc)9(OAc)] (14), containing an acyclic naphthalenediol-based ligand H4L, were synthesized and characterized by elemental analyses, IR, UV-Vis, fluorescence spectra, TG-DTA and X-ray crystallography. The complex 1 was obtained by
Tetrahedron Letters, 47, 5909-5909 (2006)
Hui Wang et al.
European journal of medicinal chemistry, 88, 66-73 (2014-09-14)
The pharmacokinetics (PK) and pharmacodynamics (PD) of PT119, a potent Staphylococcus aureus enoyl-ACP reductase (saFabI) inhibitor with a Ki value of 0.01 nM and a residence time of 750 min on the enzyme target, has been evaluated in mice. PT119

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service