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249785

Sigma-Aldrich

2-Bromopropionyl bromide

97%

Synonym(s):

α-Bromopropanyl bromide, α-Bromopropionyl bromide, (±)-2-Bromopropanoyl bromide, 2-Bromopropanoyl bromide

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About This Item

Linear Formula:
CH3CHBrCOBr
CAS Number:
563-76-8
Molecular Weight:
215.87
Beilstein:
1071331
EC Number:
209-261-7
MDL number:
MFCD00000142
UNSPSC Code:
12352100
PubChem Substance ID:
24855014
NACRES:
NA.22

vapor density

7.5 (vs air)

Quality Level

200

vapor pressure

1.3 mmHg ( 20 °C)

Assay

97%

form

liquid

refractive index

n20/D 1.518 (lit.)

bp

48-50 °C/10 mmHg (lit.)

density

2.061 g/mL at 25 °C (lit.)

SMILES string

CC(Br)C(Br)=O

InChI

1S/C3H4Br2O/c1-2(4)3(5)6/h2H,1H3

InChI key

ILLHORFDXDLILE-UHFFFAOYSA-N

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Application

2-Bromopropionyl bromide has been used in the synthesis of:
  • cellulose macroinitiator via direct acylation of cellulose in ionic liquid 1-allyl-3-methylimidazolium chloride
  • 3-(2-bromopropionyl)-2-oxazolidone derivatives
  • bromoester terminated poly(3-hexylthiophene), used as macroinitiator for atom transfer radical polymerization of acrylates.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

249785-5G:
249785-100G:
249785-VAR:
249785-500G:
249785-BULK:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A highly stereoselective synthesis of a key intermediate of 1?-methylcarbapenems employing the reformatsky reaction of 3-(2-bromopropionyl)-2-oxazolidone derivatives.
Ito Y and Terashima S.
Tetrahedron Letters, 28(52), 6625-6628 (1987)
Regioregular poly (3-alkylthiophene) conducting block copolymers.
Iovu MC, et al.
Polymer, 46(19), 8582-8586 (2005)
Xiaofeng Sui et al.
Biomacromolecules, 9(10), 2615-2620 (2008-09-09)
Cellulose-graft-poly(N,N-dimethylamino-2-ethyl methacrylate) (cellulose-g-PDMAEMA) copolymers were prepared by homogeneous atom transfer radical polymerization (ATRP) under mild conditions. Cellulose macroinitiator was successfully synthesized by direct acylation of cellulose with 2-bromopropionyl bromide in a room temperature ionic liquid (RTIL), 1-allyl-3-methylimidazolium chloride. Copolymers were
Yanfei Hu et al.
International journal of pharmaceutics, 491(1-2), 152-161 (2015-06-23)
Thermo-responsive brush-like amphiphilic poly[2-(2-methoxyethoxy) ethyl methacrylate-co-oligo(ethylene glycol) methacrylate]-b-poly(l-lactide)-b-poly[2-(2-methoxyethoxy) ethyl methacrylate-co-oligo(ethylene glycol) methacrylate] [P(MEO2MA-co-OEGMA)-b-PLLA-b-P(MEO2MA-co-OEGMA)] triblock copolymers were synthesized by atom transfer radical polymerization of MEO2MA and OEGMA co-monomers using a α,ω-Bromopropionyl poly(l-lactide) (Br-PLLA-Br) macroinitiator. The resulting copolymers with MEO2MA/OEGMA molar ratio

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