Chloroethane

Base Information

• Chemical Name: Chloroethane
• CAS No.: 75-00-3
• Deprecated CAS: 68583-57-3,68909-11-5
• Molecular Formula: C2H5Cl
• Molecular Weight: 64.5147
• Hs Code.: 2903110000
• European Community (EC) Number: 200-830-5,270-142-8
• ICSC Number: 0132
• UN Number: 1037
• UNII: 46U771ERWK
• DSSTox Substance ID: DTXSID1020302
• Nikkaji Number: J2.386H
• Wikipedia: Chloroethane,Chloryl
• Wikidata: Q409133
• NCI Thesaurus Code: C75067
• Metabolomics Workbench ID: 52464
• ChEMBL ID: CHEMBL46058
• Mol file: 75-00-3.mol

Synonyms:Chemirosa, Cloretilo;Chloraethyl Dr. Henning;Chloride, Ethyl;Chloroethane;Cloretilo Chemirosa;Ethyl Chloride;Gebauer Ethyl Chloride;Gebauer's Ethyl Chloride;Gebauers Ethyl Chloride;WariActiv

Chemical Property of Chloroethane

Chemical Property:

• Appearance/Colour: colourless gas
• Vapor Pressure: 32.29 psi ( 55 °C)
• Melting Point: -139 °C(lit.)
• Refractive Index: 1.3676
• Boiling Point: 12.7 °C at 760 mmHg
• Flash Point: <-30 °F
• PSA: 0.00000
• Density: 0.884 g/cm³
• LogP: 1.24510
• Storage Temp.: 2-8°C
• Solubility.: Soluble in ethanol, ether (U.S. EPA, 1985); miscible with chlorinated hydrocarbons such as chloroform, carbon tetrachloride, and tetrachloroethane.
• Water Solubility.: 6710 mg/L at 25℃
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 64.0079779
• Heavy Atom Count: 3
• Complexity: 2.8
• Transport DOT Label: Flammable Gas

Purity/Quality:

99.9% ^*data from raw suppliers

Chloroethane (ca. 15% in Tetrahydrofuran, ca. 2.0mol/L) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F+,Xn,T,F
• Hazard Codes: F+,Xn,T,F
• Statements: 45-11-20/21/22-36/37/38-52/53-40-12-39/23/24/25-23/24/25-67-66-22-19-38
• Safety Statements: 9-16-33-36/37-61-45-7-29-36/37/39-26-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Chlorinated Aliphatics
• Canonical SMILES: CCCl
• Recent ClinicalTrials: Comparison of Effectiveness of Pre-cooling With Ethyl Chloride Versus Honey
• Recent EU Clinical Trials: CLINICAL TRIAL FOR THE TREATMENT OF PAIN IN HEMODIALYSIS PUNCTURE WITH LIDOCAINE / PRILOCAINE, VERSUS CHLOROETHYL, CROSSOVER RANDOMIZED STUDY
• Inhalation Risk: A harmful concentration of this gas in the air will be reached very quickly on loss of containment.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes, skin and respiratory tract. Rapid evaporation of the liquid may cause frostbite. The substance may cause effects on the central nervous system. Exposure far above the OEL could cause unconsciousness, cardiac dysrhythmia and death.
• Physical properties: Clear, colorless gas or liquid with a pungent or faint, sweetish ether-like odor. When spilled, ethyl chloride evaporates quickly. Odor threshold concentration is 4.2 ppm (quoted, Amoore and Hautala, 1983).
• Uses: Ethyl chloride is used as a refrigerant, as asolvent, in the manufacture of tetraethyl lead,and as an alkylating agent. It is also used asa topical anesthetic. Ethyl chloride is used as synthetic gums and thickeners in the lacquer and plastics industries. Ethyl chloride is also used in the Friedel-Crafts alkylation of benzene and other aromatics. Additional uses include solvent, refrigerant, heat-transfer medium, aerosol propellant and anesthetic. Chloroethane is a useful reactant in organic synthesis. Refrigerant, solvent, alkylating agent, starting point in the manufacture of tetraethyl lead: US 1907701 (1933).
• Indications: Chlorethane (ethyl chloride) is a highly flammable liquid that acts as a topical vapocoolant to control pain associated with minor surgical procedures.When applied as a spray, the product produces freezing of superficial tissues to ?20?C, which results in insensitivity of peripheral nerve endings and local anesthesia that is maintained up to 1 minute. Other coolant sprays can be used with the same effect.

Technology Process of Chloroethane

There total 769 articles about Chloroethane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

2-ethoxy-ethanol (110-80-5) + 3-chloro-3-phenyl-3H-diazirine (4460-46-2) → benzylidene dichloride (98-87-3) + 2-phenyl-1,3-dioxolane (936-51-6) + chloroethane (75-00-3) + benzaldehyde (100-52-7)

Guidance literature:

at 80 ℃; for 6h;

Reference yield: 60.0%

chloro-trimethyl-silane (75-77-4) + orthoformic acid triethyl ester (122-51-0) + triethyl phosphite (122-52-1) → chloroethane (75-00-3) + ethyl trimethylsilyl ether (1825-62-3) + diethyl(diethoxymethyl)phosphonate (17997-33-0)

Guidance literature:

With also with acetic anhydride instead Me₃SiCl (90 -100 deg C, 5 h); Product distribution;

DOI:10.1007/BF00959238

Reference yield: 48.0%

N-chlorodiethylamine (5775-33-7) + ethyl N,N'-tetraethyldiamidophosphite (2632-88-4) → hexaethylphosphorous triamide (2622-07-3) + tetraethyldiamidochlorophosphate (1794-24-7) + chloroethane (75-00-3)

Guidance literature:

In Petroleum ether; Ambient temperature;

upstream raw materials:

pyridine

ethyl phosphodichloridite

tetrachloromethane

ethanol

Downstream raw materials:

4-Chloro-1-butanol

1-ethoxy-4-nitrobenzene

2-(4-methyl-[2]thienyl)-ethanol

2-ethylnaphthalene

Refernces

• 1、 Giraitis. "-". . p. 57,59. Retrieved 1956.
• 2、 Holmes, John L.,Burgers, Peter C.,Terlouw, Johan K.,Schwarz, Helmut,Ciommer, Bernhard,Halim, Herman. "Stable C2H5X(1+). (X=Cl, Br) Radical Cations of Structure : Their Energetics and Dissociation Characteristics". . p. 208 - 211. Retrieved 1983.
• 3、 Chen, De,Chen, Qingjun,Fuglerud, Terje,Ma, Guoyan,Ma, Hongfei,Qi, Yanying,Rout, Kumar R.,Wang, Yalan. "Nitrogen-Doped Carbon-Assisted One-pot Tandem Reaction for Vinyl Chloride Production via Ethylene Oxychlorination". supporting information. p. 22080 - 22085. Retrieved 2020/10/02.
• 4、 Ruan, Wenqing,Shi, Chuan,Sung, Herman H.Y.,Williams, Ian D.,Jia, Guochen. "Synthesis and reactivity of platinum vinylcarbene complexes prepared from activation of propargyl alcohols". . p. 7 - 14. Retrieved 2018/11/06.