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Vinyloxirane

Vinyloxirane structure

Vinyloxirane 

structure
  • CAS No:

    930-22-3

  • Formula:

    C4H6O

  • Chemical Name:

    Vinyloxirane

  • Synonyms:

    Oxirane,2-ethenyl-;1-Butene,3,4-epoxy-;Oxirane,ethenyl-;2-Ethenyloxirane;1,2-Epoxy-3-butene;Butadiene monoxide;Ethenyloxirane;1,2-Oxido-3-butene;3,4-Epoxy-1-butene;Butadiene monoepoxide;1,3-Butadiene oxide;Vinyloxirane;Butene 3,4-epoxide;Butadiene epoxide;1,3-Butadiene monooxide;Butadiene monooxide;2-Vinyloxirane;Vinyl epoxide;1,3-Butadiene monoepoxide;Epoxybutadiene;(±)-Vinyloxirane;NSC 24251;NSC 8023;1,3-Butadiene monoxide;22910-58-3;88416-31-3

  • Categories:

    Organic Chemistry  >  Hydrocarbons and Derivatives

Description

clear colorless to light yellow liquid


1,2-epoxy-3-butene is a clear light yellow liquid. (NTP, 1992)


1,2-epoxy-3-butene is a clear light yellow liquid. (NTP, 1992)

Vinyloxirane Basic Attributes

70.08980

70.09

213-210-4

24251|8023

1993

DTXSID4025240

Liquid

2910900090

Characteristics

12.53000

0.57120

1,2-epoxy-3-butene is a clear light yellow liquid. (NTP, 1992)

0.9006 g/cm3 @ Temp: 25 °C

-135 °C

68 °C

-50ºC

n20/D 1.417(lit.)

soluble in ethanol, ethyl ether, benzene, and organic solvents

2-8ºC

2.4 (AIR= 1)

Highly flammable. Water soluble.

Hydrocarbons, Aliphatic Unsaturated

Highly Flammable

1,2-EPOXY-3-BUTENE may be sensitive to heat. This compound can react with oxidizing materials. (NTP, 1992). Epoxides are highly reactive. They polymerize in the presence of catalysts or when heated. These polymerization reactions can be violent. Compounds in this group react with acids, bases, and oxidizing and reducing agents. They react, possibly violently with water in the presence of acid and other catalysts.

806 °F (NTP, 1992)|806 °F

Safety Information

II

3

UN 1993 3/PG 2

2

R11; R40

S16-S36/37-S45

EM7350000

F; Xn

P210-P305 + P351 + P338

H225-H302-H319

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.

... Can react with oxidizing materials.

This chemical is flammable. (NTP, 1992)|Flammable - 3rd degree, Reactive - 2nd degree

|Danger|H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P264, P270, P280, P301+P312, P303+P361+P353, P305+P351+P338, P330, P337+P313, P370+P378, P403+P235, and P501|Aggregated GHS information provided by 45 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. LARGE SPILL: Consider initial downwind evacuation for at least 300 meters (1000 feet). 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)

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this chemical under freezer conditions, and keep it away from all oxidizing materials. STORE AWAY FROM SOURCES OF IGNITION. (NTP, 1992)

RECOMMENDED RESPIRATOR: When working with this chemical, wear a NIOSH-approved full face chemical cartridge respirator equipped with the appropriate organic vapor cartridges. If that is not available, a half face respirator similarly equipped plus airtight goggles can be substituted. However, please note that half face respirators provide a substantially lower level of protection than do full face respirators. (NTP, 1992)

A very dangerous fire hazard when exposed to heat or flame; can react with oxidizing materials.

To fight fire, use CO2, dry chemical, water spray.

| 2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.| 3 - Liquids and solids that can be ignited under almost all ambient temperature conditions. Materials produce hazardous atmospheres with air under almost all ambient temperatures or, though unaffected by ambient temperatures, are readily ignited under almost all conditions.| 2 - Materials that readily undergo violent chemical changes at elevated temperatures and pressures.|W - No water: Materials that react violently or explosively with water.

Toxicity

CHLORINATED ETHYLENES ARE METABOLIZED TO REACTIVE EPOXIDIC INTERMEDIATES. EPOXIDES ARE DETOXIFIED IN VIVO BY REACTION WITH GLUTATHIONE (GSH) OR BY ENZYMATIC HYDRATION WHICH CAN BE INHIBITED BY COMPETITIVE EPOXIDIC SUBSTRATES. CONTRIBUTION OF THESE 2 PATHWAYS TO DETOXIFICATION OF METABOLITES OF 1,1-DICHLOROETHYLENE (1,1-DCE) WAS STUDIED IN VIVO IN FASTED MALE RATS. PRETREATMENT WITH BUTADIENE MONOXIDE CAUSED VIRTUALLY TOTAL DEPLETION OF HEPATIC-GSH FOR OVER 2 HR, THEREFORE, DECREASING THE 2 HR LC50 OF 1,1-DCE. AS MEASURED BY GAS UPTAKE PROCEDURES, IT INHIBITED THE RATE OF 1,1-DCE METABOLISM.

LD50 Rat ip 168 mg/kg

Drug Information

Chemical agents that increase the rate of genetic mutation by interfering with the function of nucleic acids. A clastogen is a specific mutagen that causes breaks in chromosomes. (See all compounds classified as Mutagens.)

IN RAT LIVER MICROSOMES, 1,3-BUTADIENE WAS METABOLIZED TO BUTADIENE MONOXIDE WHICH WAS SUBSEQUENTLY TRANSFORMED INTO 3-BUTENE-1,2-DIOL BY MICROSOMAL EPOXIDE HYDROLASE. IN METABOLISM OF BUTADIENE OXIDE IN MICROSOMES, 4 METABOLITES WERE DETECTED; 2 STEREOISOMERS OF DL-DIEPOXYBUTANE & 2 STEREOISOMERS OF 3,4-EPOXY-1,2-BUTANEDIOL. NO MESODIEPOXYBUTANE WAS DETECTED.|Butadiene_monoxide has known human metabolites that include diepoxybutane (DEB).

May contain up to 3% methylene chloride.

ACUTE/CHRONIC HAZARDS: This compound emits acrid fumes when heated to decomposition. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: 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. (NTP, 1992)

Basic treatment: Establish a patent airway. 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. 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. Administer activated charcoal ... . /Aliphatic hydrocarbons and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or in respiratory rest. 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 /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 ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Aliphatic hydrocarbons and related compounds/

1,2-EB

Vinyloxirane Use and Manufacturing

Uses

COMONOMER WITH PROPYLENE OXIDE FOR POLYETHERS|REACTIVE DILUENT FOR EPOXY RESINS

Oxirane, 2-ethenyl-: ACTIVE

1,2-EPOXYBUTENE-3 PREPARED FROM RAT LIVER MICROSOMES WAS ANALYZED BY ELECTRON-CAPTURE GAS-LIQUID CHROMATOGRAPHY AFTER ITS DERIVATIZATION WITH PENTAFLUOROPHENLYHYDRAZINE.

Fire Hazards -> Flammable - 3rd degree, Reactive - 2nd degree

Computed Properties

Molecular Weight:70.09
XLogP3:0.5
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:70.041864811
Monoisotopic Mass:70.041864811
Topological Polar Surface Area:12.5
Heavy Atom Count:5
Complexity:49.6
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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