113034
Oxalyl bromide
97%
Synonym(s):
Ethanedioyl dibromide, NSC 96957
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About This Item
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Quality Level
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.)
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
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Application
Used in synthetic applications of carbon-substituted iminium salts
Reactant for:
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
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
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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
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