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Sigma-Aldrich

Boron tribromide

Boron tribromide

ReagentPlus®, ≥99%

Synonym(s):

Tribromoboron

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4 X 25 G
$131.00
100 G
$137.00
500 G
$414.00

$131.00

Estimated to ship onMay 15, 2025FromMILWAUKEE

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4 X 25 G
$131.00
100 G
$137.00
500 G
$414.00

About This Item

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

$131.00

Estimated to ship onMay 15, 2025FromMILWAUKEE

Request a Bulk Order

vapor density

8.6 (vs air)

Quality Level

200

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.[1][2]

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.[3]

Legal Information

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

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCV3059
MKCT0551
MKCT9727
MKCR0493
MKCS3825

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Boron Tribromide
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2006)
Boron Halides
Kirk-Othmer Encyclopedia of Chemical Technology (2003)
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)
Andrey S Mereshchenko et al.
Nature chemistry, 7(7), 562-568 (2015-06-24)
'Roaming' is a new and unusual class of reaction mechanism that has recently been discovered in unimolecular dissociation reactions of isolated molecules in the gas phase. It is characterized by frustrated bond cleavage, after which the two incipient fragments 'roam'
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. Just want to confirm that this product come in a sure-seal bottle and NOT an ampule?

    1 answer

    1. Yes, all package sizes come in Sure/Seal bottles and closures.

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