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676713

Sigma-Aldrich

1,2-Dibromo-3-chloropropane

97%

Synonym(s):

DBCP

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About This Item

Linear Formula:
CH2BrCHBrCH2Cl
CAS Number:
96-12-8
Molecular Weight:
236.33
Beilstein:
1732077
EC Number:
202-479-3
MDL number:
MFCD00039365
UNSPSC Code:
12352100
PubChem Substance ID:
24885325
NACRES:
NA.22

Quality Level

100

Assay

97%

refractive index

n/D 1.5542

bp

60-65 °C/7.5 mmHg

density

2.081 g/mL at 25 °C

SMILES string

ClCC(Br)CBr

InChI

1S/C3H5Br2Cl/c4-1-3(5)2-6/h3H,1-2H2

InChI key

WBEJYOJJBDISQU-UHFFFAOYSA-N

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Application

1,2-Dibromo-3-chloropropane can be used to prepare:
  • Tritium radiolabeled dibromochloropropane.
  • L-Glutathione conjugates, which are used to alkylate the DNA to yield N7-guanyl adducts.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 3 - Carc. 1B - Muta. 1B - Repr. 1A - STOT RE 2 Oral

Target Organs

Testes

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

170.1 °F

Flash Point(C)

76.7 °C

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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An improved synthesis of labelled dibromochloropropane
Buchman O, et al.
Journal of Labelled Compounds & Radiopharmaceuticals, 18(12), 1713-1719 (1981)
Isolation and characterization of N7-guanyl adducts derived from 1, 2-dibromo-3-chloropropane
Humphreys WG, et al.
Chemical Research in Toxicology, 4(4), 445-453 (1991)
S Teramoto et al.
Mutation research, 221(1), 1-9 (1989-07-01)
1,2-Dibromo-3-chloropropane (DBCP) is a nematocide, which has been used extensively as a soil fumigant in agriculture. Since sterility was found among male workers involved in the manufacture of DBCP, great concern has been focused on the genetic hazards of DBCP.
Heather A Clark et al.
Journal of environmental science and health. Part C, Environmental carcinogenesis & ecotoxicology reviews, 23(2), 215-260 (2005-11-18)
Dibromochloropropane (1,2-dibromo-3-chloropropane, DBCP), a pesticide used widely for over 20 years to control nematodes on crops, turf and in nurseries, was banned by the United States Environmental Protection Agency (US EPA) in 1977 because of evidence of infertility in men
Jae-Chun Ryu et al.
Mutagenesis, 17(4), 301-307 (2002-07-12)
1,2-Dibromo-3-chloropropane (DBCP), a soil fumigant against nematodes, has been extensively studied for genotoxicity, carcinogenicity and damage to male reproduction-related organs, as a possible endocrine disruptor. However, the precise mechanisms involved in DBCP-induced mutagenesis and carcinogenesis are as yet unknown. Thus
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