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251259

Thionyl bromide

97%

Synonym(s):

Dibromo sulfoxide, Sulfur bromide oxide (SOBr2)

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About This Item

Linear Formula:
SOBr2
CAS Number:
507-16-4
Molecular Weight:
207.87
NACRES:
NA.22
PubChem Substance ID:
24855121
UNSPSC Code:
12352101
EC Number:
208-064-3
MDL number:
MFCD00011448
Assay:
97%
Form:
liquid
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vapor pressure

10 mmHg ( 31 °C)

Quality Level

200

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

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
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Skin Corr. 1B

supp_hazards

EUH014

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP5213
BCCN7409
BCCN5029
BCCN3405
BCCD7714

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Thionyl bromide
Ho TL, et al.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2006)
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)
View All Related Papers

Global Trade Item Number

SKUGTIN
251259-100G04061825937632
251259-25G04061825937649