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300373

Sigma-Aldrich

2,3-Dibromopropionyl chloride

97%

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About This Item

Linear Formula:
BrCH2CHBrCOCl
CAS Number:
18791-02-1
Molecular Weight:
250.32
Beilstein:
1749801
EC Number:
242-575-2
MDL number:
MFCD00000712
UNSPSC Code:
12352100
PubChem Substance ID:
24858090

Assay

97%

form

liquid

refractive index

n20/D 1.542 (lit.)

bp

191-193 °C (lit.)

density

2.181 g/mL at 25 °C (lit.)

SMILES string

ClC(=O)C(Br)CBr

InChI

1S/C3H3Br2ClO/c4-1-2(5)3(6)7/h2H,1H2

InChI key

HWKWYDXHMQQDQJ-UHFFFAOYSA-N

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Application

2,3-Dibromopropionyl chloride was used in synthesis of:
  • series of 2,3-diaminopropionanilides
  • enantiomers of 1,4-dideoxy-1,4-iminolyxitol and 1,4-dideoxy-1,4-iminoribitol
  • acromelic acid A

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

150.8 °F - closed cup

Flash Point(C)

66 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Chiral synthesis of both enantiomers of 1, 4-dideoxy-1, 4-immolyxitol and 1, 4-dideoxy-1, 4-iminoribitol.
Takano S, et al.
Tetrahedron Asymmetry, 3(6), 681-684 (1992)
P A Tenthorey et al.
Journal of medicinal chemistry, 24(9), 1059-1063 (1981-09-01)
A series of 2,3-diaminopropionanilides was synthesized by acylation of mono- and disubstituted aniline derivatives with 2,3-dibromopropionyl chloride and subsequent amination with the appropriate secondary amines. The target compounds were evaluated in mice for antiarrhythmic efficacy against chloroform-induced tachycardia and for
Concise enantioselective synthesis of acromelic acid A.
Takano S, et al.
Journal of the American Chemical Society, 109(18), 5523-5524 (1987)

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