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123897

Sigma-Aldrich

1,1-Dichloro-2,2-bis(4-chlorophenyl)ethene

99%

Synonym(s):

4,4′-DDE

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About This Item

Linear Formula:
(ClC6H4)2C=CCl2
CAS Number:
72-55-9
Molecular Weight:
318.03
Beilstein:
1913355
EC Number:
200-784-6
MDL number:
MFCD00000837
UNSPSC Code:
12352100
PubChem Substance ID:
24847587
NACRES:
NA.22

Assay

99%

form

solid

mp

88-90 °C (lit.)

solubility

ethanol: soluble

functional group

chloro

SMILES string

Clc1ccc(cc1)\C(=C(/Cl)Cl)c2ccc(Cl)cc2

InChI

1S/C14H8Cl4/c15-11-5-1-9(2-6-11)13(14(17)18)10-3-7-12(16)8-4-10/h1-8H

InChI key

UCNVFOCBFJOQAL-UHFFFAOYSA-N

Gene Information

mouse ... Esr1(13982)
rat ... Ar(24208)

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Application

1,1-Dichloro-2,2-bis(4-chlorophenyl)ethane(DDE) has been used to study the ability of Pseudomonas acidovorans M3GY to transform DDE and its unchlorinated analog, 1,1-diphenylethylene (DPE).It has been used to investigate the role of incubation time, solvent type, yeast inoculum growth stage and concentration on the results of yeast assay for estrogenic compounds.

Signal Word

Danger

Hazard Statements

H301,H351,H372,H410

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - STOT RE 1 Oral

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
11923EO
13125HR
09020KU
10230AZ
06214DP

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Willem Dhooge et al.
Analytical and bioanalytical chemistry, 386(5), 1419-1428 (2006-08-10)
In vitro assays are considered as the first step in a tiered approach to compound screening for hormonal activity. Although many new assays have been developed in recent years, little attention has been paid towards assay validation. Our objective was
A G Hay et al.
Applied and environmental microbiology, 64(6), 2141-2146 (1998-06-03)
1,1-Dichloro-2,2-bis(4-chlorophenyl)ethylene (DDE), a toxic breakdown product of 1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane (DDT), has traditionally been viewed as a dead-end metabolite: there are no published reports detailing enzymatic ring fission of DDE by bacteria in either soil or pure culture. In this study, we
Fraser W Gaspar et al.
Environment international, 85, 163-167 (2015-09-24)
Although approximately 123 million people may be exposed to high levels of insecticides through the use of indoor residual spraying (IRS) for malaria control, few studies exist on indoor insecticide contamination due to IRS and its relationship with human exposure.
Luisa Torres-Sánchez et al.
Environmental health perspectives, 121(2), 263-268 (2012-11-16)
The results of previous studies suggest that prenatal exposure to bis[p-chlorophenyl]-1,1,1-trichloroethane (DDT) and to its main metabolite, 2,2-bis(p-chlorophenyl)-1,1-dichloroethylene (DDE), impairs psychomotor development during the first year of life. However, information about the persistence of this association at later ages is
Juan P Arrebola et al.
Environmental research, 122, 31-37 (2013-01-08)
There is increasing evidence that environmental factors play an important role in the development of type 2 diabetes. Several persistent organic pollutants are suspected to contribute to the increasing prevalence and risk of type 2 diabetes. The aim of this
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