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Sigma-Aldrich

3-Bromopropionyl chloride

technical grade

Synonym(s):

β-Bromopropanoyl chloride, β-Bromopropionyl chloride, ψ-Bromopropanoyl chloride, 3-Bromopropanoic acid chloride, 3-Bromopropanoyl chloride

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About This Item

Linear Formula:
BrCH2CH2COCl
CAS Number:
15486-96-1
Molecular Weight:
171.42
EC Number:
239-515-2
MDL number:
MFCD00000746
UNSPSC Code:
12352100
PubChem Substance ID:
24848528
NACRES:
NA.22

grade

technical grade

Quality Level

100

form

liquid

refractive index

n20/D 1.49 (lit.)

bp

55-57 °C/17 mmHg (lit.)

density

1.701 g/mL at 25 °C (lit.)

functional group

acyl chloride
bromo

storage temp.

2-8°C

SMILES string

ClC(=O)CCBr

InChI

1S/C3H4BrClO/c4-2-1-3(5)6/h1-2H2

InChI key

IHBVNSPHKMCPST-UHFFFAOYSA-N

General description

3-Bromopropionyl chloride reacts with poly(ethylene glycol) methacrylate to yield brominated poly(ethylene glycol) methacrylate. It causes the acylation of 4-aryl-substituted 3,4-di-hydropyrimidine(1H)-2-thiones to give bicyclic pyrimido[2,1-b][1,3]thiazines.

Application

3-Bromopropionyl chloride was used in the preparation of 1-chloro-4-bromo-2-butanone.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM4339
MKCK9676
MKCH6928
MKCF2260
MKBX8750V

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Synthesis of bicyclic pyrimido [2, 1-b][1, 3] thiazines based on 3, 4-dihydropyrimidine-(1H)-2-thiones.
Kulakov IV and Turdybekov DM.
Chemistry of Heterocyclic Compounds, 46(3), 342-346 (2010)
Synthesis and Characterization of a Novel Macromonomer Initiator for Reversible Addition Fragmentation Chain Transfer (RAFT). Evaluation of the Polymerization Kinetics and Gelation Behaviors.
Ozturk T and Hazer B.
Journal of Macromolecular Science, Part A: Pure and Applied Chemistry, 47(3), 265-272 (2010)
A Nagy et al.
Proceedings of the National Academy of Sciences of the United States of America, 93(6), 2464-2469 (1996-03-19)
A convenient, high yield conversion of doxorubicin to 3'-deamino-3'-(2''-pyrroline-1''-yl)doxorubicin is described. This daunosamine-modified analog of doxorubicin is 500-1000 times more active in vitro than doxorubicin. The conversion is effected by using a 30-fold excess of 4-iodobutyraldehyde in anhydrous dimethylformamide. The
Ji Eon Chae et al.
Polymers, 13(5) (2021-03-07)
Polystyrene-based polymers with variable molecular weights are prepared by radical polymerization of styrene. Polystyrene is grafted with bromo-alkyl chains of different lengths through Friedel-Crafts acylation and quaternized to afford a series of hydroxide-ion-conducting ionomers for the catalyst binder for the

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