1-chloro-4-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene

• ChemBase ID: 108635
• Molecular Formular: C14H10Cl4
• Molecular Mass: 320.0412
• Monoisotopic Mass: 317.95366104
• SMILES: ClC(Cl)C(c1ccc(Cl)cc1)c1ccc(Cl)cc1
• Canonical SMILES: ClC(C(c1ccc(cc1)Cl)c1ccc(cc1)Cl)Cl
• InChI: InChI=1S/C14H10Cl4/c15-11-5-1-9(2-6-11)13(14(17)18)10-3-7-12(16)8-4-10/h1-8,13-14H
• InChIKey: AHJKRLASYNVKDZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-chloro-4-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene
• IUPAC Traditional name: DDD; dichlorodiphenyldichloroethane
• Synonyms: 1,1-Dichloro-2,2-bis(4-chlorophenyl)ethane; 4,4′-DDD; 2,2-bis(p-CHLOROPHENYL)-1,1-DICHLOROETHANE; 4,4′-DDD; TDE; 1,1-Dichloro-2,2-bis(4-chlorophenyl)ethane; Dichlorodiphenyldichloroethane; 1,1-Bis(4-chlorophenyl)-2,2-dichloroethane; 4,4'-DDD; 4,4'-TDE; Dilene; ME 1700; NSC 8941; Rhothane; p,p'-DDD; 4,4'-1,1-Dichloro-2,2-bis(p-chlorophenyl)ethane; p,p'-Dichlorodiphenyldichloroethane; p,p'-Dichlorodiphenylethylene Dichloride; 2,2-Bis(4-chlorophenyl)-1,1-dichloroethane; p,p'-TDE; 2,2-Di(p-chlorophenyl)-1,1-dichloroethane; 4,4'-Dichlorodiphenyldichloroethane; 4,4′-DDD solution; 1,1-二氯-2,2-双(4-氯苯基)乙烷; 1,1-二氯-2,2-双(4-氯苯基)乙烷; 4,4′-DDD 溶液

Database IDs

• CAS Number: 72-54-8
• EC Number: 200-783-0
• MDL Number: MFCD00000851
• Beilstein Number: 4-05-00-01884; 1914072
• PubChem SID: 24872212; 162094603; 24861831; 24864968; 24872524; 24891742; 24891743
• PubChem CID: 6294
• CHEBI ID: 27841
• CHEMBL: 196590
• Chemspider ID: 6057
• KEGG ID: C06636
• MeSH Name: DDD
• Wikipedia Title: Dichlorodiphenyldichloroethane

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 6.110365
• LogD (pH = 7.4): 6.110365
• Log P: 6.110365
• Molar Refractivity: 79.9654 cm^3
• Polarizability: 30.932915 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 0.09 mg/L in water
• Apperance: Colorless and crystalline
• Melting Point: 109.5 °C (229.1°F); 109-110°C; 109-111 °C; 94-96 °C
• Boiling Point: 193°C; 350 °C (662°F)
• Flash Point: 11 °C; 51.8 °F
• Vapor Pressure: 1.35×10^-6 mm Hg
• Partition Coefficient: 6.02 (octanol-water)
• Henry Constant: 6.6×10^-6 atm ? m3/mol
• Atmospheric OH Rate Constant: 4.34×10^-12 cm3/molecule ? s

Safety Information

• RTECS: KI0700000
• European Hazard Symbols: Flammable (F); Nature polluting (N); Toxic (T)
• UN Number: 1230; 2811
• German water hazard class: 1; 2; 3
• Hazard Class: 3; 6.1
• Packing Group: 2; 3
• Risk Statements: 11-23/24/25-39/23/24/25; 11-23/24/25-39/23/24/25-50/53; 21-25-40-50/53; R:25-27
• Safety Statements: 16-36/37-45-61; 36/37-45-60-61; 7-16-36/37-45; R; S:28-29-36/37/39-45
• GHS Pictograms: GHS02; GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H301 + H311 + H331-H370-H410; H225-H301-H311-H331-H370; H301-H312-H351-H410
• GHS Precautionary statements: P210-P260-P273-P280-P301 + P310-P311; P210-P260-P280-P301 + P310-P311; P273-P280-P301 + P310-P501
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1230 3/PG 2; UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Half Life: 4 days in air; 160 days in anaerobic soil; when in water (hydrolysis), depends on various factors (one or more decades in rivers and lakes, 190 years at 27 °C and pH 3–5)
• Gene Information: mouse ... Esr1(13982)rat ... Ar(24208)

Product Information

• Purity: 97%
• Concentration: 20 μg/mL in methanol; 5000 μg/mL in methanol
• Grade: analytical standard; PESTANAL®, analytical standard; technical grade
• Packaging: ampule of 1 mL; ampule of 1000 mg
• Linear Formula: (ClC6H4)2CHCHCl2

DETAILS

MP Biomedicals - 05208146

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 35486

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - D434185

4,4'-Dichlorodiphenyldichloroethane is a synthetic organochlorine insecticide. 4,4'-Dichlorodiphenyldichloroethane is a metabolite of 4,4'-Dichlorodiphenyltrichloroethane (D434195). 4,4'-Dichlorodiphenyldichloroethane is a probable carcinogen (Group B2).

REFERENCES

• Tao, S. et al.: Environ. Sci. Technol., 39, 2494 (2005)
• Zhou, Q. et al.: J. Chrom. A, 1216, 6680 (2005)
• Weiderpass, E. et al.: Cancer Epidemiol. Biomark. Prev,., 9, 487 (2005)