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244260

Sigma-Aldrich

Hydrobromic acid

ACS reagent, 48%

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About This Item

Empirical Formula (Hill Notation):
HBr
CAS Number:
Molecular Weight:
80.91
Beilstein:
3587158
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent

Quality Level

vapor density

2.8 (vs air)

vapor pressure

320 psi ( 21.1 °C)
8 mmHg ( 25 °C)

description

48% aqueous HBr

Assay

47.0-49.0% (ACS specification)
48%

form

liquid

ign. residue

≤0.002%

density

1.49 g/mL at 25 °C (lit.)

anion traces

SO42- and SO32-: ≤0.003%
chloride (Cl-): ≤0.05%
iodide (I-): ≤0.003%
phosphate (PO43-): ≤0.001%

cation traces

Fe: ≤1 ppm
Se: ≤0.01 ppm
heavy metals: ≤5 ppm (by ICP-OES)

SMILES string

Br

InChI

1S/BrH/h1H

InChI key

CPELXLSAUQHCOX-UHFFFAOYSA-N

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General description

Hydrobromic acid is a strong acid that can be used as a brominating reagent for the electrophilic and radical bromination of olefins, alkynes, and ketones.

Application

Hydrobromic acid can be used as a brominating agent:
  • For the regioselective bromination of anilides to bromoanilides.
  • Oxidative bromination of olefins, alkynes, and ketones to corresponding dibrominated alkanes, dibrominated alkenes, and α-bromoketones.
It can also be used as a catalyst for the aerobic photooxidation of alcohols to corresponding carboxylic acids.

Other Notes

ACS specifications same as product 438065

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8B - Non-combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hydrobromic acid-catalyzed Friedel-Crafts type reactions of naphthols.
Xu C, et al.
Royal Society of Chemistry Advances, 4(4), 1559-1562 (2014)
The oxidation of acetophenones to arylglyoxals with aqueous hydrobromic acid in dimethyl sulfoxide.
Floyd MB, et al.
The Journal of Organic Chemistry, 50(25), 5022-5027 (1985)
Efficient bromination of olefins, alkynes, and ketones with dimethyl sulfoxide and hydrobromic acid.
Song S, et al.
Green Chemistry, 17(6), 3285-3289 (2015)
Production of cellulose nanocrystals using hydrobromic acid and click reactions on their surface.
Sadeghifar H, et al.
J. Mater. Sci., 46(22), 7344-7355 (2011)
M Y Mirza
Talanta, 27(2), 101-106 (1980-02-01)
The extraction of Pd(II), Rh(III), Ir(III), Au(III) and Pt(IV) from hydrochloric and hydrobromic acid with 5% tri-iso-octylamine solution in carbon tetrachloride has been studied. The gold extract from hydrochloric acid is yellow and absorbs at 325 nm, the palladium compound

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