Skip to Content
MilliporeSigma
All Photos(3)

Documents

251259

Sigma-Aldrich

Thionyl bromide

97%

Synonym(s):

Dibromo sulfoxide, Sulfur bromide oxide (SOBr2)

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
SOBr2
CAS Number:
Molecular Weight:
207.87
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

10 mmHg ( 31 °C)

assay

97%

form

liquid

refractive index

n20/D 1.675 (lit.)

bp

48 °C/20 mmHg (lit.)

mp

−52 °C (lit.)

density

2.683 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

BrS(Br)=O

InChI

1S/Br2OS/c1-4(2)3

InChI key

HFRXJVQOXRXOPP-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Thionyl bromide (SOBr2) can be used as a brominating agent in organic synthesis for the bromination of alcohols, carboxylic acids, alkenes, and ketones.
SoBr2 can be used in the synthesis of:      
  • ortho


  • -Bromoanilides by bromination of ortho C-H bonds of the aryhydroxylamines.      
  • β-Amino bromides from β-aminoalcohols in the presence of DMF as a solvent.      
  • 4,8-Dibromobenzo[1,2-c;4,5-c′]bis[1,2,5]thiadiazole from 1,2,4,5-tetraaminobenzene tetrahydrobromide.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Skin Corr. 1B

supp_hazards

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Thionyl bromide
Ho TL, et al.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2006)
Practical bromination of arylhydroxylamines with SOBr2 towards ortho-bromo-anilides
Du Yuanbo, et al.
Tetrahedron Letters, 72, 153074-153074 (2021)
Palladium-catalyzed alpha-arylation of aldehydes with bromo- and chloroarenes catalyzed by [{Pd(allyl)Cl}2] and dppf or Q-phos.
Giang D Vo et al.
Angewandte Chemie (International ed. in English), 47(11), 2127-2130 (2008-02-09)
Efficient synthesis of beta-amino bromides
Nagle AS, et al.
Tetrahedron Letters, 41(17), 3011-3014 (2000)
Julie T Daniels et al.
The American journal of pathology, 163(5), 2043-2052 (2003-10-28)
Excessive cell-mediated tissue contraction after injury can lead to morbid contractile scarring in the body. In the eye this can cause blindness because of posterior capsule opacification, proliferative vitroretinopathy, failure of glaucoma filtration surgery, and corneal haze. During repair, transforming

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