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Merck
CN

676713

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24885325
EC Number:
202-479-3
Beilstein/REAXYS Number:
1732077
MDL number:
MFCD00039365
Assay:
97%

Key Documents

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InChI key

WBEJYOJJBDISQU-UHFFFAOYSA-N

InChI

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

SMILES string

ClCC(Br)CBr

assay

97%

refractive index

n/D 1.5542

bp

60-65 °C/7.5 mmHg

density

2.081 g/mL at 25 °C

functional group

bromo, chloro

Quality Level

100

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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

signalword

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

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

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR9284
MKCF2927
MKBG6103V
17124ME

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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)
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
T Bosma et al.
Applied and environmental microbiology, 65(10), 4575-4581 (1999-10-03)
Trihalogenated propanes are toxic and recalcitrant organic compounds. Attempts to obtain pure bacterial cultures able to use these compounds as sole carbon and energy sources were unsuccessful. Both the haloalkane dehalogenase from Xanthobacter autotrophicus GJ10 (DhlA) and that from Rhodococcus
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