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Home > Encyclopedia > Methacryloyl chloride

Methacryloyl chloride

Methacryloyl chloride structure

Methacryloyl chloride 

structure
  • CAS No:

    920-46-7

  • Formula:

    C4H5ClO

  • Chemical Name:

    Methacryloyl chloride

  • Synonyms:

    2-Propenoyl chloride,2-methyl-;Methacryloyl chloride;2-Methyl-2-propenoyl chloride;Methacrylyl chloride;Methacrylic acid chloride;Methacrylic chloride;α-Methylacryloyl chloride;2-Methylpropenoic acid chloride;2-Methylacryloyl chloride

  • Categories:

    Chemical Reagents  >  Organic Reagents

Description

clear slightly colored liquid


Methacryloyl chloride appears as a liquid of density 1.07 g / cm3, boiling point 95-96°C, and flash point 55°F. Highly toxic. Supplied in technical grades of varying purity.


Methacryloyl chloride appears as a liquid of density 1.07 g / cm3, boiling point 95-96°C, and flash point 55°F. Highly toxic. Supplied in technical grades of varying purity.

Methacryloyl chloride Basic Attributes

104.53

104.53

878175

213-058-9

L76O6653IO

3286

DTXSID6061280

29161900

Characteristics

17.1

1.61

Clear to slightly colored Liquid

1.0871 g/cm3 @ Temp: 20 °C

-60 °C

96 °C

57 °F

1.425

Miscible with alcohols, ethers and organic solvents. Slightly miscible with water.Sol in ether, acetone, chloroform

2-8°C

Hydrolyzed by water

Highly flammable. Reacts with water to produce gaseous hydrogen chloride (corrosive and toxic).

Acyl Halides, Sulfonyl Halides, and Chloroformates

Polymerizable

METHACRYLOYL CHLORIDE is incompatible with strong oxidizing agents, alcohols, bases (including amines). Can polymerize violently; but the polymerization reaction can be inhibited by the addition of phenolthiazine. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

Safety Information

I

6.1

UN 3383 6.1/PG 1

3

11-26/27/28-34-26-22-43-52/53

26-28-36/37/39-45-27-16-33-29

OZ5791000

F,T+,Xi

Irritant

Stable at room temperature in closed containers under normal storage.

P210-P260-P280-P303 + P361 + P353-P304 + P340 + P310-P305 + P351 + P338-P403 + P233

H225-H302-H314-H317-H330-H413

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion and poison hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. (ERG, 2016)|Corrosives, Flammable - 3rd degree, Reactive - 1st degree

|Danger|H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P272, P273, P280, P284, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P320, P321, P330, P333+P313, P363, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 52 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H225: Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P271, P280, P284, P303+P361+P353, P304+P340, P310, P320, P370+P378, P403+P233, P403+P235, P405, and P501

Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]: CAUTION: All these products have a very low flash point: Use of water spray when fighting fire may be inefficient. SMALL FIRE: Dry chemical, CO2, water spray or alcohol-resistant foam. LARGE FIRE: Water spray, fog or alcohol-resistant foam. Move containers from fire area if you can do it without risk. Dike fire-control water for later disposal; do not scatter the material. Use water spray or fog; do not use straight streams. FIRE INVOLVING TANKS OR CAR/TRAILER LOADS: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. For massive fire, use unmanned hose holders or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2016)

Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]: Fully encapsulating, vapor-protective clothing should be worn for spills and leaks with no fire. ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. SMALL SPILL: Absorb with earth, sand or other non-combustible material and transfer to containers for later disposal. Use clean, non-sparking tools to collect absorbed material. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2016)

For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)

Strong irritant to skin. /Methacrylic acid/

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Methacryloyl chloride is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 100 lbs.

Toxicity

LC50 Rat ihl 60 mg/cu m/4 hr|LC50 Mouse ihl 115 mg/cu m/2 hr

Drug Information

Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]: TOXIC; may be fatal if inhaled, ingested or absorbed through skin. Inhalation or contact with some of these materials will irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. (ERG, 2016)

Note: No information on specific clinical effects of acute exposure to methacryloyl chloride was found. Signs and Symptoms of Methacryloyl Chloride Exposure: Acute exposure to methacryloyl chloride may result in headache, dizziness, weakness, and nausea. Other effects may include respiratory tract irritation, esophageal or gastrointestinal tract irritation or burns, and allergic dermatitis. Emergency Life-Support Procedures: Acute exposure to methacryloyl chloride may require decontamination and life support for the victims. Emergency personnel should wear protective clothing appropriate to the type and degree of contamination. Air-purifying or supplied-air respiratory equipment should also be worn, as necessary. Rescue vehicles should carry supplies such as plastic sheeting and disposable plastic bags to assist in preventing spread of contamination. Inhalation Exposure: 1. Move victim to fresh air. Emergency personnel should avoid self-exposure to methacryloyl chloride. 2. Evaluate vital signs including pulse and respiratory rate and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support. 3. Obtain authorization and/or further instructions from the local hospital for performance of other invasive procedures. 4. Transport to a health care facility. Dermal/Eye Exposure: 1. Remove victims from exposure. Emergency personnel should avoid self-exposure to methacryloyl chloride. 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support. 3. Remove and isolate contaminated clothing as soon as possible. 4. If eye exposure has occurred, eyes must be flushed with lukewarm water for at least 15 minutes. 5. Wash exposed skin areas thoroughly with soap and water. 6. Obtain authorization and/or further instructions from the local hospital for performance of other invasive procedures. 7. Transport to a health care facility. Ingestion Exposure: 1. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or respiratory support. 2. DO NOT induce vomiting or attempt to neutralize. 3. Obtain authorization and/or further instructions from the local hospital for performance of other invasive procedures. 4. Give the victims water or milk: children up to 1 year old, 125 mL (4 oz or 1/2 cup); children 1 to 12 years old, 200 mL (6 oz or 3/4 cup); adults, 250 mL (8 oz or 1 cup). Water or milk should be given only if victims are conscious and alert. 5. Transport to a health care facility. (EPA, 1998)

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . 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 normal saline 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 ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W TKO /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

Concn of up to 113 ppm were found in a plant handling the material. Medical reports of acute exposures revealed no resp symptoms, but skin toxicity and a severe corneal burn. /Methacrylic acid/

methacryloyl chloride

Methacryloyl chloride Use and Manufacturing

Uses

Methacryloyl Chloride is widely used in the manufacture of polymers.

Available forms: Technical 90% stabilized with phenothiazine

2-Propenoyl chloride, 2-methyl-: ACTIVE

Fire Hazards -> Corrosives, Flammable - 3rd degree, Reactive - 1st degree

Computed Properties

Molecular Weight:104.53
XLogP3:1.7
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:104.0028925
Monoisotopic Mass:104.0028925
Topological Polar Surface Area:17.1
Heavy Atom Count:6
Complexity:85.5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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