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1,2-Dichloroethane

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Name

1,2-Dichloroethane

EINECS 203-458-1
CAS No. 107-06-2 Density 1.173 g/cm3
Solubility Melting Point -35 °C
Formula C2H4Cl2 Boiling Point 83.5 °C at 760 mmHg
Molecular Weight 98.96 Flash Point 15.6 °C
Transport Information UN 1184 3/PG 2 Appearance clear liquid
Safety 53-45-24-16-7 Risk Codes 45-11-22-36/37/38-23/25
Molecular Structure Molecular Structure of 107-06-2 (1,2-Dichloroethane) Hazard Symbols FlammableF,ToxicT
Synonyms

1,2-Bichloroethane;1,2-Dichlorethane;1,2-Ethylene dichloride;Brocide;DCE;Dichlor-Mulsion;Dutch liquid;EDC;EDC (halocarbon);Ethylene chloride;Ethylene dichloride;Glycol dichloride;HCC 150;sym-Dichloroethane;a,b-Dichloroethane;1,2-Dichloroethane;

 

1,2-Dichloroethane History

In 1794, a group of four Dutch friends under the name of Gezelschap der Hollandsche Scheikundigen consisted of physician Jan Rudolph Deiman, merchant Adriaan Paets van Troostwijk, chemist Anthoni Lauwerenburg and botanist Nicolaas Bondt. They were the first to produce 1,2-dichloroethane(107-06-2) from olefiant gas and chlorine gas. Although the Gezelschap in practice didn't do much in-depth scientific research, they and their publications were highly regarded. Part of that acknowledgement is that 1,2-dichloroethane(107-06-2) has been called Dutch oil in old chemistry.

1,2-Dichloroethane Specification

The 1,2-Dichloroethane is an organic compound with the formula C2H4Cl2. The IUPAC name of this chemical is 1,2-dichloroethane. With the CAS registry number 107-06-2, it is also named as 1,2-Ethylidene dichloride. The product's categories are Refrigerants; Organics; alpha,omega-Bifunctional Alkanes; alpha,omega-Dichloroalkanes; Analytical Chemistry; Monofunctional & alpha,omega-Bifunctional Alkanes; Solvents for HPLC & Spectrophotometry; Solvents for Spectrophotometry; Alpha Sort; D; DAlphabetic; DIA - DIC; Volatiles/Semivolatiles. Besides, it is clear liquid, which should be stored in a cool and well-ventilated place.

Physical properties about 1,2-Dichloroethane are:
(1)ACD/LogP: 1.41; (2)ACD/LogD (pH 5.5): 1.41; (3)ACD/LogD (pH 7.4): 1.41; (4)ACD/BCF (pH 5.5): 6.99; (5)ACD/BCF (pH 7.4): 6.99; (6)ACD/KOC (pH 5.5): 139.95; (7)ACD/KOC (pH 7.4): 139.95; (8)#Freely Rotating Bonds: 1; (9)Index of Refraction: 1.412; (10)Molar Refractivity: 21.01 cm3; (11)Molar Volume: 84.3 cm3; (12)Polarizability: 8.33×10-24cm3; (13)Surface Tension: 25 dyne/cm; (14)Density: 1.173 g/cm3; (15)Flash Point: 15.6 °C; (16)Enthalpy of Vaporization: 31.98 kJ/mol; (17)Boiling Point: 83.5 °C at 760 mmHg; (18)Vapour Pressure: 83.9 mmHg at 25°C.

Preparation of 1,2-Dichloroethane:
Production is primarily achieved through the iron(III) chloride-catalysed reaction of ethene (ethylene) and chlorine.
H2C=CH2 + Cl2 → ClCH2-CH2Cl
1,2-dichloroethane is also generated by the copper(II) chloride-catalysed "oxychlorination" of ethylene:
H2C=CH2 + 2 HCl + ½ O2 → ClCH2-CH2Cl + H2O
In principle, it can be prepared by the chlorination of ethane and, less directly, from ethanol.

Uses of 1,2-Dichloroethane:
 with approximately 80% of the world's consumption of 1,2-dichloroethane, the major use of 1,2-dichloroethane is in the production of vinyl chloride monomer (VCM, chloroethene) with hydrogen chloride as a byproduct. VCM is the precursor to polyvinyl chloride.
Cl-CH2-CH2-Cl → H2C=CH-Cl + HCl
The hydrogen chloride can be re-used in the production of more 1,2-dichloroethane via the oxychlorination route described above.

When you are using 1,2-Dichloroethane, please be cautious about it as the following:
It is highly flammable and harmful if swallowed. It is toxic by inhalation and if swallowed. Please keep container tightly closed and keep away from sources of ignition - No smoking. Besides, this chemical is irritating to eyes, respiratory system and skin and may cause cancer. When you are using it, do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C(CCl)Cl
(2)InChI: InChI=1S/C2H4Cl2/c3-1-2-4/h1-2H2
(3)InChIKey: WSLDOOZREJYCGB-UHFFFAOYSA-N

The toxicity data of 1,2-Dichloroethane is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LC inhalation > 3000ppm/7H (3000ppm)   Journal of Pharmacology and Experimental Therapeutics. Vol. 84, Pg. 53, 1945.
dog LD50 oral 5700mg/kg (5700mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: ATAXIA
FAO Nutrition Meetings Report Series. Vol. 48A, Pg. 91, 1970.
dog LDLo intravenous 175mg/kg (175mg/kg)   Quarterly Journal of Pharmacy & Pharmacology. Vol. 7, Pg. 205, 1934.
guinea pig LCLo inhalation 1500ppm/7H (1500ppm) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 84, Pg. 53, 1945.
guinea pig LDLo intraperitoneal 600mg/kg (600mg/kg)   American Industrial Hygiene Association Journal. Vol. 35, Pg. 21, 1974.
human LDLo oral 286mg/kg (286mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH

GASTROINTESTINAL: NAUSEA OR VOMITING

LIVER: FATTY LIVER DEGERATION
Casopis Lekaru Ceskych. Journal of Czech Physicians. Vol. 86, Pg. 203, 1947.
human TDLo oral 428mg/kg (428mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: COUGH

GASTROINTESTINAL: NAUSEA OR VOMITING
Sovetskaia Meditsina. Vol. 22(10), Pg. 132, 1958.
mammal (species unspecified) LC inhalation > 3000ppm/7H (3000ppm)   Journal of Pharmacology and Experimental Therapeutics. Vol. 84, Pg. 53, 1945.
man LDLo oral 714mg/kg (714mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

CARDIAC: CHANGE IN RATE

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Klinische Wochenscrift. Vol. 48, Pg. 822, 1970.
man TCLo inhalation 4000ppm/1H (4000ppm) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: COMA

GASTROINTESTINAL: NAUSEA OR VOMITING
Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 500, 1966.
man TDLo oral 892mg/kg (892mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

GASTROINTESTINAL: NAUSEA OR VOMITING

LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"
Wiadomosci Lekarskie. Medical News. Vol. 28, Pg. 983, 1975.
monkey LC50 inhalation 3000ppm/7H (3000ppm)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 93, 1986.
mouse LCLo inhalation 5gm/m3/2H (5000mg/m3)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 141, Pg. 19, 1929.
mouse LD50 intraperitoneal 470mg/kg (470mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 902, 1961.
mouse LD50 oral 413mg/kg (413mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LIVER: OTHER CHANGES
EHP, Environmental Health Perspectives. Vol. 43, Pg. 41, 1982.
mouse LDLo subcutaneous 380mg/kg (380mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 84, Pg. 53, 1945.
pig LCLo inhalation 3000ppm/7H (3000ppm) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Journal of Pharmacology and Experimental Therapeutics. Vol. 84, Pg. 53, 1945.
rabbit LCLo inhalation 3000ppm/7H (3000ppm) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Journal of Pharmacology and Experimental Therapeutics. Vol. 84, Pg. 53, 1945.
rabbit LD50 oral 860mg/kg (860mg/kg)   Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 264, 1973.
rabbit LD50 skin 2800mg/kg (2800mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: ATAXIA

BEHAVIORAL: GENERAL ANESTHETIC
FAO Nutrition Meetings Report Series. Vol. 48A, Pg. 91, 1970.
rabbit LDLo subcutaneous 1200mg/kg (1200mg/kg)   Quarterly Journal of Pharmacy & Pharmacology. Vol. 7, Pg. 205, 1934.
rat LC50 inhalation 1000ppm/7H (1000ppm) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 482, 1951.
rat LD50 intraperitoneal 807mg/kg (807mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 26(4), Pg. 26, 1982.
rat LD50 oral 670mg/kg (670mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C130, 1991.
rat LD50 subcutaneous 1gm/kg (1000mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: ATAXIA
FAO Nutrition Meetings Report Series. Vol. 48A, Pg. 91, 1970.
rat LDLo intratracheal 120mg/kg (120mg/kg)   National Technical Information Service. Vol. OTS0520615,

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