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2-Chloroethyl ethyl sulfide

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Name

2-Chloroethyl ethyl sulfide

EINECS 211-742-1
CAS No. 693-07-2 Density 1.07
PSA 25.30000 LogP 1.97830
Solubility insoluble Melting Point N/A
Formula C4H9ClS Boiling Point 156-157 ºC
Molecular Weight 124.634 Flash Point 52 ºC
Transport Information UN 1992 Appearance clear colourless to light yellow liquid
Safety Poison by ingestion and subcutaneous routes. Mutation data reported. A severe skin and eye irritant. See also ETHERS and SULFIDES. When heated to decomposition it emits very toxic fumes of Cl and SOx. Risk Codes R10;R22;R36/37/38;R40   
Molecular Structure Molecular Structure of 693-07-2 (2-Chloroethyl ethyl sulfide) Hazard Symbols
Synonyms

Sulfide,2-chloroethyl ethyl (6CI,7CI,8CI);1-Chloro-2-(ethylsulfanyl)ethane;1-Chloro-2-(ethylthio)ethane;2-(Ethylthio)chloroethane;2-Chlorodiethylsulfide;2-Chloroethyl ethyl sulfide;2-Chloroethyl ethyl thioether;2-Ethylthioethyl chloride;Ethyl 2-chloroethyl sulfide;H-MG;Half-sulfurmustard;NSC 10977;

Article Data 16

2-Chloroethyl ethyl sulfide Synthetic route

107-06-2

1,2-dichloro-ethane

75-08-1

ethanethiol

A

5395-75-5

1,2-bis(ethylthio)ethane

B

693-07-2

2-Chloroethyl ethyl sulfide

Conditions
ConditionsYield
Stage #1: ethanethiol With potassium hydroxide; hydrazine hydrate for 1h;
Stage #2: 1,2-dichloro-ethane at 50℃; for 2h;
A 68%
B 6%
74-85-1

ethene

1496-75-9

Ethanesulfenyl chloride

693-07-2

2-Chloroethyl ethyl sulfide

Conditions
ConditionsYield
at -10 - -5℃;
110-77-0

2-(ethylsulfanyl)ethanol

693-07-2

2-Chloroethyl ethyl sulfide

Conditions
ConditionsYield
With hydrogenchloride
With thionyl chloride; chloroform
With phosphorus trichloride
With thionyl chloride In chloroform Heating;
With thionyl chloride
860213-87-2

1-ethylsulfanyl-2-butoxy-ethane

693-07-2

2-Chloroethyl ethyl sulfide

Conditions
ConditionsYield
With 1,4-dioxane; hydrogenchloride
107-06-2

1,2-dichloro-ethane

811-51-8

sodium thioethylate

693-07-2

2-Chloroethyl ethyl sulfide

Conditions
ConditionsYield
With methanol

Ethyl-(2-ethylsulfanyl-ethyl)-(2-hydroxy-ethyl)-sulfonium

A

5395-75-5

1,2-bis(ethylthio)ethane

B

75-00-3

chloroethane

C

110-77-0

2-(ethylsulfanyl)ethanol

D

5648-30-6

6-oxa-3,9-dithiaundecane

E

693-07-2

2-Chloroethyl ethyl sulfide

Conditions
ConditionsYield
With hydrogenchloride In water at 90℃; for 1h; Product distribution; Mechanism;A 2.4 % Chromat.
B 2.3 % Chromat.
C 44.9 % Chromat.
D 2.9 % Chromat.
E 44.9 % Chromat.
7719-09-7

thionyl chloride

57830-41-8

3,6-dithiaoctan-1-ol

A

505-29-3

1,4-Dithiane

B

693-07-2

2-Chloroethyl ethyl sulfide

Conditions
ConditionsYield
at 100℃;
7719-09-7

thionyl chloride

57830-41-8

3,6-dithiaoctan-1-ol

A

505-29-3

1,4-Dithiane

B

92569-22-7

1-chloro-3,6-dithiaoctane

C

693-07-2

2-Chloroethyl ethyl sulfide

Conditions
ConditionsYield
at 35℃;
693-07-2

2-Chloroethyl ethyl sulfide

627-50-9

vinyl ethylsulfide

Conditions
ConditionsYield
With potassium hydroxide; triisopropylsilanol In N,N-dimethyl-formamide Ambient temperature;100%
With potassium tert-butylate Kinetics;
With potassium hydroxide; triisopropylsilanol In N,N-dimethyl-formamide at 25℃;100 % Chromat.
693-07-2

2-Chloroethyl ethyl sulfide

27998-62-5

2-chloroethyl ethyl sulfoxide

Conditions
ConditionsYield
With methanesulfonic acid; urea hydrogen peroxide adduct In methanol Flow reactor;98%
With N-(tert-butyl)-N-chloro-cyanamide In water; acetonitrile97%
With 1,8-diazabicyclo[5.4.0]undec-7-ene hydrobromide-perbromide In water; acetonitrile at 20℃; for 0.0166667h;94%

2-Chloroethyl ethyl sulfide Specification

  The IUPAC name of 2-Chloroethyl ethyl sulfide is 1-Chloro-2-ethylsulfanylethane , with the CAS registry number 693-07-2, it is also named as 1-Chloro-2-(ethylthio)ethane ; 2-(Ethylthio)chloroethane ; 2-Chloroethyl ethyl sulfide ; 2-Chloroethyl ethyl thioether ; 2-Chloroethyl(ethyl)sulfide ; 2-Ethylthioethyl chloride ; Chlordiethylsulfid ; Ethane, 1-chloro-2-(ethylthio)- . It belongs to the following product categories, such as Organic Building Blocks. This product must store at 0-6 °C. 2-Chloroethyl ethyl sulfide is clear colourless to light yellow liquid and is insoluble in water.

  2-Chloroethyl ethyl sulfide is harmful by inhalation, in contact with skin and if swallowed so we should rinse immediately with plenty of water and seek medical advice if contact with eyes. We must keep away from sources of ignition and no smoking because it is flammable. 2-Chloroethyl ethyl sulfide is also irritating to eyes, respiratory system and skin so we must wear suitable protective clothing, gloves and eye/face protection when contect with it .

Toxicity of 2-Chloroethyl ethyl sulfide is following:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo subcutaneous 25mg/kg (25mg/kg)   National Technical Information Service. Vol. PB158-507,
rat LD50 oral 252mg/kg (252mg/kg)   "Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku," Marhold, J.V., Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha, Czechoslovakia, 1972Vol. -, Pg. 170, 1972.

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