2-Chloroethyl vinyl ether Chemical Properties

Melting point:

-70 °C

Boiling point:

109 °C (lit.)

Density 

1.048 g/mL at 25 °C (lit.)

vapor pressure 

760 mm Hg ( 109 °C)

refractive index 

n20/D 1.438(lit.)

Flash point:

61 °F

storage temp. 

2-8°C

solubility 

Soluble in ethanol and ether (Weast, 1986)

form 

Liquid

color 

Clear colorless to light yellow

Water Solubility 

Slightly soluble in water

Merck 

14,2139

BRN 

773787

Henry's Law Constant

2.5 (x 10^-4 atm?m³/mol)(Pankow and Rosen, 1988)

Exposure limits

No exposure limit is set for this compound.

CAS DataBase Reference

110-75-8(CAS DataBase Reference)

NIST Chemistry Reference

Ethene, (2-chloroethoxy)-(110-75-8)

EPA Substance Registry System

2-Chloroethyl vinyl ether (110-75-8)

Safety Information

Hazard Codes 

F,Xn,T

Risk Statements 

11-22-36/37/38-39/23/24/25-23/24/25-41-20/22

Safety Statements 

26-36-45-36/37-16-7-37/39

RIDADR 

UN 1992 3/PG 2

WGK Germany 

3

RTECS 

KN6300000

HazardClass 

3.2

PackingGroup 

III

HS Code 

29091990

Hazardous Substances Data

110-75-8(Hazardous Substances Data)

Toxicity

Acute oral LD₅₀ for rats 250 mg/kg (quoted, RTECS, 1985).

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

2-Chloroethyl vinyl ether Usage And Synthesis

Description

2-Chloroethyl vinyl ether is a highly flammable, colorless liquid. Molecular weight =106.55; Boilingpoint =108.7℃; Freezing/Melting point =70℃; Flashpoint =27℃. Hazard Identification (based on NFPA 704 MRating System): Health 2, Flammability 3, Reactivity 2.Slightly soluble in water

Chemical Properties

CLEAR COLORLESS TO LIGHT YELLOW LIQUID

Chemical Properties

2-Chloroethyl vinyl ether is a highly flammable, colorless liquid.

Uses

2-Chloroethyl vinyl ether is used to producesedatives, anesthetics, and cellulose ethers.

Uses

Manufacture of cellulose ethers.

General Description

Liquid boiling at 209°C. Density 1.048 g / cm3 and insoluble in water. Hence sinks in water. Flash point 142°F. Toxic.

Air & Water Reactions

Flammable. Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick, 1979 p.151-154, 164]. Insoluble in water.

Reactivity Profile

2-Chloroethyl vinyl ether forms salts with strong acids and addition complexes with Lewis acids. May react violently with strong oxidizing agents. Typically stabilized against polyermizable by addition of triethanolamine.

Hazard

Moderate fire risk. Combustible.

Health Hazard

2-Chloroethyl vinyl ether is moderately toxicto humans by inhalation and ingestion. Expo sure to its vapors can produce irritation of theeyes, nose, and lungs. Rats exposed to itsvapors at 250 ppm concentration in air died4 hours after exposure. Pure liquid is an irri tant to the skin. The liquid may be absorbedthrough the skin. The dermal toxicity, how ever, is very low
LD50 value, oral (rats): 250 mg/kg
The carcinogenicity of this compoundis not documented. However, drawing a similarity with other low aliphatic haloethers,this compound at high dosage may exhibitcarcinogenicity to animals.

Health Hazard

ACUTE/CHRONIC HAZARDS: Dangerous when exposed to heat, flame, or oxidizers. Moderately toxic by ingestion and inhalation. DO NOT INDUCE VOMITING. Volatile chemicals have a high risk of being aspirated into the victim's lungs during vomiting which increases the medical problems. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital.

Fire Hazard

Highly flammable.

Safety Profile

Poison by ingestion. Moderately toxic by inhalation and skin contact. A severe eye and skin irritant. See also ETHERS. Dangerous fire hazard when exposed to heat, flame, or oxidizers. Potentially explosive. May form dangerous peroxides on exposure to air. To fight fire, use alcohol foam, dry chemical. When heated to decomposition it emits toxic fumes of Cl-. See also CHLORIDES and ETHERS.

Potential Exposure

2-Chloroethyl vinyl ether is used in the manufacture of anesthetics, sedatives, and cellulose ethers. The number of potentially exposed individuals is greatest for the following areas: fabricated metal products; wholesale trade; leather, rubber and plastic; and chemical products.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medincluding resuscitation mask) if breathing has stopped andCPR if heart action has stopped. Transfer promptly to amedical facility. When this chemical has been swallowed,get medical attention. Give large quantities of water andinduce vomiting. Do not make an unconscious personvomit.ical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions,If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions,

Environmental Fate

Biological. When 2-chloroethyl vinyl ether was statically incubated in the dark at 25 °C with yeast extract and settled domestic wastewater inoculum, significant biodegradation with rapid adaptation was observed. At concentrations of 5 and 10 mg/L, complete degradation was observed after 21 d (Tabak et al., 1981).
Chemical/Physical. Chlorination of 2-chloroethyl vinyl ether to α-chloroethyl ethyl ether or β-chloroethyl ethyl ether may occur in water treatment facilities. The alpha compound is very unstable in water and decomposes almost as fast as it is formed (Summers, 1955). Although stable in NaOH solutions, in dilute acid solutions hydrolysis yields acetaldehyde and chlorohydrin (Windholz et al., 1983). At pH 7 and 25 °C, the hydrolysis half-life is 175 d (Jones and Wood, 1964).
At influent concentrations of 10.0, 1.0, 0.1, and 0.01 mg/L, the GAC adsorption capacities at pH 5.4 were 25, 3.9, 0.6, and 0.1 mg/g, respectively (Dobbs and Cohen, 1980).

storage

Color Code—Red: Flammability Hazard: Store ina flammable liquid storage area or approved cabinet awayfrom ignition sources and corrosive and reactive materials.Prior to working with this chemical you should be trainedon its proper handling and storage. Before entering confinedspace where 2-chloroethyl vinyl ether may be present,check to make sure that an explosive concentration does notexist. Store in tightly closed containers in a cool, well-ventilated area. Metal containers involving the transfer of thischemical should be grounded and bonded. Where possible,automatically pump liquid from drums or other storage containers to process containers. Drums must be equipped withself-closing valves, pressure vacuum bungs, and flamearresters. Use only nonsparking tools and equipment, especially when opening and closing containers of this chemical. Sources of ignition, such as smoking and open flames,are prohibited where this chemical is used, handled, orstored in a manner that could create a potential fire orexplosion hazard.

Shipping

UN1992 Flammable liquids, toxic, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid, 6.1-Poisonous materials, Technical Name Required.

Purification Methods

Wash the ether repeatedly with equal volumes of water made slightly alkaline with KOH, dry with sodium, and distil it under vacuum. Stabilise it with ~0.01% of triethanolamine. [Beilstein 1 IV 2051.] TOXIC.

Incompatibilities

Peroxidizable Compound; may form unstable peroxides that can cause explosive polymerization. Stabilizer: 300 ppm triethanolamine and 50 ppm MEHQ (monomethyl ether of hydroquinone). 2-Chloroethyl vinyl ether forms explosive mixture with air. May accumulate static electrical charges, and may cause ignition of its vapors. Contact with oxidizing materials may cause fire or explosion hazard. Stabilizer: 300 ppm triethanolamine & 50 ppm MEHQ (monomethyl ether of hydroquinone).

Waste Disposal

Residues may be packaged in epoxy-lined drums and disposed of by high temperature incineration with HCl scrubbing of effluent gases.

2-Chloroethyl vinyl ether(110-75-8)Related Product Information

• Vinyl ether
• 2-Methoxyethyl chloride
• Bis(2,3,3,3-tetrachloropropyl) ether
• DIETHYLALUMINUM CHLORIDE
• Ethylbenzene
• Benzyl chloromethyl ether
• 2-Butoxyethanol
• Ethyl vinyl ether
• Phenethyl chloride
• CHLORODIMETHYLVINYLSILANE
• Dimethyl ether
• Vinyl chloroacetate
• Diethyl ether
• Epichlorohydrin rubber
• formocortal
• Vinyl trichloroacetate
• Cicortonide
• Permethrin