Methyl vinyl ether

58.079

58.08

203-475-4

G2OHX46576

137646

1087

DTXSID4026761

Colorless, compressed gas or colorless liquid|Colorless, liquified gas

2909199090

9.23000

0.51

Vinyl methyl ether appears as a colorless gas with a sweet odor. Shipped as a liquefied gas under own vapor pressure. Contact with the liquid may cause frostbite. Easily ignited. Vapors are heavier than air. Leaks may either be liquid or vapor. May asphyxiate by the displacement of air. Under prolonged exposure to fire or intense heat containers may rupture violently and rocket.

0.7725 g/cm³ @ Temp: 0 °C

-122 °C

12 °C

-56.2±10.8 °C

1.357

Soluble in oxygenated solvents

1316 mm Hg @ 25 deg C

2.0 (AIR= 1)

2.6%-39% (IN AIR) /VINYL METHYL ETHER, INHIBITED/

Explosive in the form of vapor when exposed to heat or flame.

Sweet, pleasant

3.35e-11 cm3/molecule*sec

Henry's Law constant = 3.9X10-3 atm-cu m/mole at 25 °C (est)

Easily polymerized|Reacts slowly /with water/ to form acetaldehyde; reaction is not hazardous unless water is hot or acids are present; can polymerize in presence of acids|Hydroxyl radical rate constant = 3.35X10-11 cu cm/molecule-sec @ 26 °C

Highly flammable. Reacts slowly with water to form acetaldehyde, reaction is not hazardous unless water is hot or acids are present. Form dangerous peroxides when exposed to air.

Ethers

Highly Flammable

VINYL METHYL ETHER reacts vigorously with oxidizing materials. Explosive in the form of vapor when exposed to heat, flame or strong oxidizing agents. Reacts, possibly explosively with halogens (bromine, chlorine) or hydrogen halides (hydrogen bromide, hydrogen chloride) [Baker, 1980, p. 487]. On contact with dilute acids or even mildly acidic solids (calcium chloride, ceramics) undergoes rapid, exothermic homopolymerization, which cannot be prevented by antioxidants. Must be stored in the presence of base [MVE Brochure, Billingham, ICI, 1962].

Methyl vinyl ether|D*: Other compounds that may form peroxides|Bretherick's|Any form of acid contamination can initiate exothermic polymerization. See Bretherick's.|Braker, 1980, 487

549 °F (USCG, 1999)|549 °F (287 °C)

Heat of combustion: (est) -14,200 btu/lb = -7,900 cal/g = -330x10+5 joule/kg

Lower: 2.6% by volume, Upper: 39% by volume

Latent heat of vaporization: (est) 180 btu/lb = 100 cal/g = 4.2X10+5 joule/kg

2.1

UN 1087

R12

S9-S16-S33

F+: Highly flammable;

P210, P377, P381, P403

H220

SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.|This compound should be susceptible to removal from waste water by air stripping. /Bis(2-chloroethyl)ether/

Can react vigorously with oxidizing materials.|Potentially explosive reaction with halogens (e.g., bromine, chlorine) or hydrogen halides (e.g., hydrogen bromide, hydrogen chloride). Reaction with acids forms acetaldehyde. Weak acids catalyze the exothermic polymerization of the ether. The unstabilized ether can form dangerous peroxides.|... Rapidly hydrolyzed by contact with dilute acids to produce acetaldehyde, which is more reactive and has wider flammability limits than the ether.|Additional reactions with bromine, chlorine, hydrogen bromide or chloride are very vigorous and may be explosive if uncontrolled.

Behavior in Fire: Containers may explode. Vapor is heavier than air and may travel a considerable distance to a source of ignition and flash back. (USCG, 1999)|Flammable - 4th degree, Reactive - 2nd degree

|Danger|H220: Extremely flammable gas [Danger Flammable gases]|P210, P377, P381, and P403|H220 (100%): Extremely flammable gas [Danger Flammable gases]|P210, P377, P381, P403, and P410+P403|Aggregated GHS information provided by 385 companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P210, P261, P271, P304+P340, P312, P377, P381, P403, P403+P233, P405, P410+P403, and P501

Excerpt from ERG Guide 116P [Gases - Flammable (Unstable)]: As an immediate precautionary measure, isolate spill or leak area for at least 100 meters (330 feet) in all directions. LARGE SPILL: Consider initial downwind evacuation for at least 800 meters (1/2 mile). FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 1600 meters (1 mile) in all directions; also, consider initial evacuation for 1600 meters (1 mile) in all directions. (ERG, 2016)

Excerpt from ERG Guide 116P [Gases - Flammable (Unstable)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). All equipment used when handling the product must be grounded. Stop leak if you can do it without risk. Do not touch or walk through spilled material. Do not direct water at spill or source of leak. Use water spray to reduce vapors or divert vapor cloud drift. Avoid allowing water runoff to contact spilled material. If possible, turn leaking containers so that gas escapes rather than liquid. Prevent entry into waterways, sewers, basements or confined areas. Isolate area until gas has dispersed. (ERG, 2016)

Organic-vapor mask; plastic or rubber gloves; safety glasses (USCG, 1999)

A very dangerous fire hazard when exposed to heat, flame, or oxidizers.

Explosive in the form of vapor when exposed to heat or flame.

To fight fire, stop flow of gas.

/GUIDE 116P GASES - FLAMMABLE (Unstable)/ Fire or Explosion: EXTREMELY FLAMMABLE. Will be easily ignited by heat, sparks or flames. Will form explosive mixtures with air. Silane (UN2203) will ignite spontaneously in air. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Vapors from liquefied gas are initially heavier than air and spread along ground. Vapors may travel to source of ignition and flash back. Cylinders exposed to fire may vent and release flammable gas through pressure relief devices. Containers may explode when heated. Ruptured cylinders may rocket. /Vinyl methyl ether, stabilized/|/GUIDE 116P GASES - FLAMMABLE (Unstable)/ Health: Vapors may cause dizziness or asphyxiation without warning. Some may be toxic if inhaled at high concentrations. Contact with gas or liquefied gas may cause burns, severe injury and/or frostbite. Fire may produce irritating and/or toxic gases. /Vinyl methyl ether, stabilized/|/GUIDE 116P GASES - FLAMMABLE (Unstable)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area for at least 100 meters (330 feet) in all directions. Keep unauthorized personnel away. Stay upwind, uphill and/or upstream. Many gases are heavier than air and will spread along ground and collect in low or confined areas (sewers, basements, tanks). /Vinyl methyl ether, stabilized/|/GUIDE 116P GASES - FLAMMABLE (Unstable)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. /Vinyl methyl ether, stabilized/|For more DOT Emergency Guidelines (Complete) data for Vinyl methyl ether (8 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials. Vinyl methyl ether, stabilized is included on the dangerous goods list. /Vinyl methyl ether, stabilized/|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article. Vinyl methyl ether, stabilized is included on the dangerous goods list. /Vinyl methyl ether, stabilized/

| 2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.| 4 - Materials that rapidly or completely vaporize at atmospheric pressure and normal ambient temperature or that are readily dispersed in air and burn readily.| 2 - Materials that readily undergo violent chemical changes at elevated temperatures and pressures.|W - No water: Materials that react violently or explosively with water.

IDENTIFICATION AND USE: Vinyl methyl ether is a colorless compressed gas or colorless liquid. Copolymers are used in coatings and lacquers, as a modifier for alkyl, polystyrene and ionomer resins, and as a plasticizer for nitrocellulose and adhesives. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: Vinyl methyl ether does not produce inflammatory changes in either the skin or eyes of rabbits. Rats tolerate repeated inhalation of 2000 ppm. In two 28-day inhalation studies in rats restlessness, reduction in body weight gain and an increase in relative weight of the liver were observed at 25,000 ppm. In the male rats, an increase in prothrombin time and a reduction in total protein occured at higher concentrations. In the 28-day inhalation study, 1500 ppm was the no effect level for male rats and 3500 ppm for female rats. Methyl vinyl ether was not mutagenic on Salmonella typhimurium TA98, TA100, TA1535 and TA1537, and Escherichia` coli WP2 uvrA with or without metabolic activation. In the micronucleus test in mice, vinyl methyl ether did not produce a clastogenic effect following 5 exposures of 25,000 ppm.

LD50 Rat dermal >2 mL/kg|LD50 Rat oral 4900 mg/kg|LC50 Rat inhalation >64,000 ppm (152 mg/L)/4 hr

Vinyl methyl ether's production and use in copolymers for coatings and lacquers, in polystyrene and ionomer resins, in plasticizers for nitrocellulose, and in adhesives(1) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 5(SRC), determined from a structure estimation method(2), indicates that vinyl methyl ether is expected to have very high mobility in soil(SRC). Volatilization of vinyl methyl ether from moist soil surfaces is expected(SRC) given an estimated Henry's Law constant of 3.9X10-3 atm-cu m/mole(SRC) based upon its vapor pressure, 1316 mm Hg(3), and water solubility, 15,000 mg/L(4). Vinyl methyl ether is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Biodegradation data in soil were not available(SRC, 2018).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 5(SRC), determined from a structure estimation method(2), indicates that vinyl methyl ether is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 3.9X10-3 atm-cu m/mole(SRC) derived from its vapor pressure, 1316 mm Hg(4), and water solubility, 15,000 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2 hours and 3 days, respectively(SRC). Vinyl methyl ether is expected to undergo hydrolysis in the environment based on hydrolysis half-lives of 9.5 hours, 40 days and 10.9 years at pH 5, 6 and 9, respectively, in structurally similar butyl vinyl ether(6). According to a classification scheme(7), an estimated BCF of 3(SRC), from an estimated log Kow of 0.42(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low. Biodegradation data in water were not available(SRC, 2018).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), vinyl methyl ether, which has a vapor pressure of 1316 mm Hg at 25 °C(2), is expected to exist solely as a gas in the ambient atmosphere. Gas-phase vinyl methyl ether is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and ozone(SRC); the half-lives for these reactions in air are estimated to be 11 hours and 1.3 days(SRC), calculated from its respective rate constants of 3.35X10-11(3) and 8.8X10-16(4) cu cm/molecule-sec. Vinyl methyl ether does not absorb at wavelengths >290 nm(5) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of vinyl methyl ether with photochemically-produced hydroxyl radicals has been reported as 3.35X10-11 cu cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 11 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of vinyl methyl ether with ozone has been estimated as 8.7X10-16 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(2). This corresponds to an atmospheric half-life of about 1.3 days at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(3). Vinyl methyl ether may undergo hydrolysis in the environment based on hydrolysis half-lives of 9.5 hours, 40 days and 10.9 years at pH 5, 7 and 9, respectively, for structurally similar butyl vinyl ether(4). Vinyl methyl ether does not absorb at wavelengths >290 nm(5) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 3 was calculated in fish for vinyl methyl ether(SRC), using an estimated log Kow of 0.42(1) and a regression-derived equation(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

Using a structure estimation method based on molecular connectivity indices(1), the Koc of vinyl methyl ether can be estimated to be 5(SRC). According to a classification scheme(2), this estimated Koc value suggests that vinyl methyl ether is expected to have very high mobility in soil.

The Henry's Law constant for vinyl methyl ether is estimated as 3.9X10-3 atm-cu m/mole(SRC) derived from its vapor pressure, 1316 mm Hg(1), and water solubility, 15,000 mg/L(2). This Henry's Law constant indicates that vinyl methyl ether is expected to volatilize from water surfaces(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 2 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 3 days(SRC). Vinyl methyl ether's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Vinyl methyl ether is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

According to the 2016 TSCA Inventory Update Reporting data, 2 reporting facilities estimate the number of persons reasonably likely to be exposed in the manufacturing, processing, or use of vinyl methyl ether in the United States may be as low as 25-49 workers up to the range of 100-499 workers per plant; the data may be greatly underestimated due to confidential business information (CBI) or unknown values(1).|NIOSH (NOHS Survey 1972-1974) has statistically estimated that 23,702 workers are exposed to vinyl methyl ether in the USA(1).

Vinyl methyl ether is absorbed rapidly along the inhalation pathway.

Inhalation causes intoxication, blurring of vision, headache, dizziness, excitation, loss of consciousness. Liquid or concentrated vapor irritates eyes and causes frostbite of skin. Aspiration of the liquid will cause chemical pneumonitis. (USCG, 1999)

INHALATION: remove victim to fresh air; if breathing is difficult, administer oxygen; call physician. EYES: wash with copious quantities of water; consult an eye specialist. SKIN: wash with copious quantities of water; treat frostbite by use of warm water or blankets. INGESTION: do NOT induce vomiting, get medical attention. (USCG, 1999)

Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Ethers and related compounds/|Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Provide a low-stimulus environment. Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Treat frostbite by rapid rewarming ... . /Ethers and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or is in severe respiratory distress. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) or lorazepam (Ativan) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Ethers and related compounds/

poly(vinyl methyl ether)

Grades: technical (95% min), pure. ... Commercial material contains a small proportion of polymerization inhibitor.

All other basic organic chemical manufacturing|Ethene, methoxy-: ACTIVE

NIOSH Method 1610: A gas chromatographic method for the analysis of ethyl ether, consists of a stainless steel column, 1.2 m x 6 mm OD, packed with Porapak Q (50/80 mesh), with hydrogen-air flame ionization detection, and nitrogen as the carrier gas at a flow rate of 30 mL/min, is a NIOSH approved method. A sample injection volume of 5 uL is suggested, the column temperature is 175 °C, the injection temperature is 195 °C, and the detection temperature is 250 °C. This method has a estimated detection limit of 0.01 mg/sample, and a relative standard deviation of 0.024 at 1.8 to 7.1 mg/sample over a working range of 100 to 2500 mg/sample. /Diethyl ether/|EPA Method 1624: An isotope dilution gas chromatography/ mass spectrometry method for the determination of volatile organic compounds in municipal and industrial discharges is described. This method is designed to meet the survey requirements of Effluent Guidelines Division (EGD) and the National Pollution Discharge Elimination System (NPDES). Under the prescribed conditions, unlabeled diethyl ether has a minimum level of 50 ug/L and a mean retention time of 820 sec. The labeled compound has a minimum level of 50 ug/L, a mean retention time of 804 sec, and a characteristic primary m/z of 74/84. /Diethyl ether/|EPA Method 8015: Nonhalogenated Volatile Organics. For the analysis of solid waste, a representative sample (solid or liquid) is collected in a standard 40 ml glass screw-cap VOA vial equipped with a Teflon-faced silicone septum. Sample agitation, as well as contamination of the collected sample with air, must be avoided. Two VOA vials are filled per sample location, then placed in separate plastic bags for shipment and storage. Samples can be analyzed by direct injection or purge-and trap gas chromatography. A temperature program is used in the gas chromatograph to separate the organic compounds. Column 1 is an 8-ft by 0.1-in I.D. stainless steel or glass column packed with 1% SP-1000 on Carbopack-B 60/80 mesh or equivalent. Column 2 is a 6-ft by 0.1-in I.D. stainless steel or glass column packed with n-octane on Porasil-C 100/120 mesh (Durapak) or equivalent. Detection is achieved by a flame ionization detector (FID). Under the prescribed conditions, diethyl ether can be detected using this method. No statistical analysis was determined; specific method performance information will be provided as it becomes available. /Diethyl ether/|AOAC 928.10. Ether in drugs is analyzed using a dichromate oxidation method. /Diethyl ether/|EPA Method 5030: Purge and Trap: An inert gas is bubbled through the solution at ambient temperature, and the volatile components are efficiently transferred from the aqueous phase to the vapor phase. After purging is complete, the sorbent column is heated and backflushed with inert gas to desorb the components onto a GC column. Water samples can be analyzed directly, while preparation is necessary for water-miscible liquids, solids, and wastes and soil/sediments. /Diethyl ether/

Ether in blood or urine is analyzed by direct injection of the specimen into a gas chromatograph equipped with a flame-ionization detector and a molecular sieve column. This method has a sensitivity of 10 mg/L, linearity of 10-200 mg/L, cv of 3-5% within-run, and a relative recovery of 96-100%. /Diethyl ether/

Fire Hazards -> Flammable - 4th degree, Reactive - 2nd degree|Cosmetics -> Antistatic; Binding; Film forming