Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

113034

Sigma-Aldrich

Oxalyl bromide

97%

Synonym(s):

Ethanedioyl dibromide, NSC 96957

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
BrCOCOBr
CAS Number:
15219-34-8
Molecular Weight:
215.83
Beilstein:
1744437
EC Number:
239-271-7
MDL number:
MFCD00000113
UNSPSC Code:
12352101
PubChem Substance ID:
24847129
NACRES:
NA.22

Quality Level

100

Assay

97%

reaction suitability

reagent type: oxidant

refractive index

n20/D 1.522 (lit.)

bp

16-17 °C/10 mmHg (lit.)

mp

−19 °C (lit.)

functional group

acyl bromide

storage temp.

2-8°C

SMILES string

BrC(=O)C(Br)=O

InChI

1S/C2Br2O2/c3-1(5)2(4)6

InChI key

JAZLVNXWYDFQFE-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Used in synthetic applications of carbon-substituted iminium salts

Reactant for:
  • Synthesis of mutasynthons added to cultures of A. pretiosum for mutasynthetic generation of ansamitocin derivatives
  • Oxalic acid formation from hydroxyl radical substitutions
  • Cyclization to produce CRF1 receptor antagonists
  • Preparation, optical and electrochemical studies of thiophene end capped olig(2,3-alkylthieno[3,4-b]pyrazine)
  • Asymmetrical synthesis of glycosyl chlorides and bromides
Converts cyclopentane-1,3-dione to 3-bromocyclopenten-2-one.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H332

Hazard Classifications

Acute Tox. 4 Inhalation - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCN9458
MKCN9459
MKCP1395
SHBL6108
SHBL2880

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Marco Luparia et al.
Organic letters, 8(10), 2147-2150 (2006-05-05)
[reaction: see text] We describe a new approach to 2,3-disubstituted cyclopentenols and cyclopentenones through two consecutive regioselective additions of equal or different electrophiles to a cyclopentene bisanionic synthon. Indeed, on exposure to BuLi, 3-bromo-2-iodocyclopent-2-enol O-TBS ether undergoes iodine-lithium permutation with

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