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34072

Sigma-Aldrich

2,4-Dibromobutyryl chloride

technical, ~90% (GC)

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About This Item

Linear Formula:
BrCH2CH2CHBrCOCl
CAS Number:
Molecular Weight:
264.34
Beilstein:
4955401
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical

Assay

~90% (GC)

refractive index

n20/D 1.535

density

2.00 g/mL at 20 °C

functional group

acyl chloride
bromo

storage temp.

2-8°C

SMILES string

ClC(=O)C(Br)CCBr

InChI

1S/C4H5Br2ClO/c5-2-1-3(6)4(7)8/h3H,1-2H2

InChI key

WYZLYWUZERABRL-UHFFFAOYSA-N

Application

2,4-Dibromobutyryl chloride was used in the preparation of:
  • methyl 2,4-dibromobutanoate
  • series of 3-(3, 5-di-tert-butyl-4-hydroxybenzylidene)pyrrolidin-2-ones, anti-inflammatory/analgesic agents
  • α-bromolactam

Pictograms

Health hazardCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1

Supplementary Hazards

Storage Class Code

8A - Combustible corrosive 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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Preparation of enantiopure 2-acylazetidines and their reactions with chloroformates.
Ma S, et al.
Tetrahedron Letters, 48(2), 269-271 (2007)
Bhooma Raghavan et al.
The Journal of organic chemistry, 71(5), 2151-2154 (2006-02-25)
A concise, stereoselective synthesis of alpha-substituted gamma-lactams is reported. gamma-Lactam scaffolds 2 and 3, possessing an Evans' chiral auxiliary and two types of N substituents, were successfully alkylated with different electrophiles to give alpha-substituted gamma-lactams with reasonable diastereoselectivities. The use
H Ikuta et al.
Journal of medicinal chemistry, 30(11), 1995-1998 (1987-11-01)
A series of 3-(3,5-di-tert-butyl-4-hydroxybenzylidene)pyrrolidin-2-ones was synthesized and evaluated as candidate antiinflammatory/analgesic agents as well as dual inhibitors of prostaglandin and leukotriene synthesis. Some compounds that showed dual inhibitory activity were found to possess equipotent antiinflammatory activities to indomethacin, with reduced

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