Cyclobutane
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Cyclobutane
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CAS No:
287-23-0
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Formula:
C4H8
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Chemical Name:
Cyclobutane
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Synonyms:
Cyclobutane;Tetramethylene
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CAS No:
Description
Cyclobutane is a colorless, flammable, explosive gas.
Gas that condenses to a liquid at 55°F. Insoluble in water. Soluble in alcohol, acetone and ether. Under prolonged exposure to fire or intense heat the containers may rupture violently and rocket.
Gas that condenses to a liquid at 55°F. Insoluble in water. Soluble in alcohol, acetone and ether. Under prolonged exposure to fire or intense heat the containers may rupture violently and rocket.|Cyclobutane is a cycloalkane and a member of cyclobutanes.
Cyclobutane Basic Attributes
56.108
56.11
206-014-5
5X619RB2CY
2601
DTXSID2059772
Colorless gas
2902199090
Characteristics
0
1.56040
Gas that condenses to a liquid at 55°F. Insoluble in water. Soluble in alcohol, acetone and ether. Under prolonged exposure to fire or intense heat the containers may rupture violently and rocket.
0.7125 g/cm3 @ Temp: 5 °C
-80 °C
13.08 °C @ Press: 741 Torr
BELOW 50 DEG F Closed Cup
1.432
Sol in ethanol, ether, and acetone
1.18X10+3 mm Hg @ 25 deg C
1.93 (AIR= 1)
lel: 1.8%
1.50e-12 cm3/molecule*sec
BURNS WITH LUMINOUS FLAME|2.3 MG/CU M= 1 PPM|Hydroxyl radical rate contant = 1.2X10-12 cm3/molc sec @ 25 °C
Highly flammable. Insoluble in water.
Hydrocarbons, Aliphatic Saturated
Highly Flammable
CYCLOBUTANE may be incompatible with strong oxidizing agents like nitric acid. Charring may occur followed by ignition of unreacted material and other nearby combustibles. In other settings, mostly unreactive. Not affected by aqueous solutions of acids, alkalis, most oxidizing agents, and most reducing agents.
Safety Information
2.1
UN 2601
P210, P377, P381, P403, P41, P403
H220
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 115 [Gases - Flammable (Including Refrigerated Liquids)]: EXTREMELY FLAMMABLE. Will be easily ignited by heat, sparks or flames. Will form explosive mixtures with air. Vapors from liquefied gas are initially heavier than air and spread along ground. CAUTION: Hydrogen (UN1049), Deuterium (UN1957), Hydrogen, refrigerated liquid (UN1966) and Methane (UN1971) are lighter than air and will rise. Hydrogen and Deuterium fires are difficult to detect since they burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.) 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. (ERG, 2016)|Flammable - 4th degree
Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]: 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. In fires involving Liquefied Petroleum Gases (LPG) (UN1075); Butane, (UN1011); Butylene, (UN1012); Isobutylene, (UN1055); Propylene, (UN1077); Isobutane, (UN1969); and Propane, (UN1978), also refer to BLEVE - SAFETY PRECAUTIONS (ERG page 368). (ERG, 2016)
Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]: 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. If possible, turn leaking containers so that gas escapes rather than liquid. Use water spray to reduce vapors or divert vapor cloud drift. Avoid allowing water runoff to contact spilled material. Do not direct water at spill or source of leak. Prevent spreading of vapors through sewers, ventilation systems and confined areas. Isolate area until gas has dispersed. CAUTION: When in contact with refrigerated/cryogenic liquids, many materials become brittle and are likely to break without warning. (ERG, 2016)
Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. Always wear thermal protective clothing when handling refrigerated/cryogenic liquids. (ERG, 2016)
VERY DANGEROUS, WHEN EXPOSED TO HEAT OR FLAME; CAN REACT WITH OXIDIZING MATERIALS.
EXPLOSIVE GAS|lel: 1.8%
STOP FLOW OF GAS; CARBON DIOXIDE, DRY CHEMICAL, OR WATER SPRAY.
/GUIDE 115: GASES - FLAMMABLE (Including Refrigerated Liquids)/ Fire or Explosion: EXTREMELY FLAMMABLE. Will be easily ignited by heat, sparks or flames. Will form explosive mixtures with air. Vapors from liquefied gas are initially heavier than air and spread along ground. CAUTION: Hydrogen (UN1049), Deuterium (UN1957), Hydrogen, refrigerated liquid (UN1966) and Methane (UN1971) are lighter than air and will rise. Hydrogen and Deuterium fires are difficult to detect since they burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.) 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.|/GUIDE 115: GASES - FLAMMABLE (Including Refrigerated Liquids)/ Health: Vapors may cause dizziness or asphyxiation without warning. Some may be irritating 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.|/GUIDE 115: GASES - FLAMMABLE (Including Refrigerated Liquids)/ 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. Many gases are heavier than air and will spread along ground and collect in low or confined areas (sewers, basements, tanks). Keep out of low areas.|/GUIDE 115: GASES - FLAMMABLE (Including Refrigerated Liquids)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. Always wear thermal protective clothing when handling refrigerated/cryogenic liquids.|For more DOT Emergency Guidelines (Complete) data for CYCLOBUTANE (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.|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.
| 1 - Materials that, under emergency conditions, can cause significant irritation.| 4 - Materials that rapidly or completely vaporize at atmospheric pressure and normal ambient temperature or that are readily dispersed in air and burn readily.| 0 - Materials that in themselves are normally stable, even under fire conditions.
Cyclobutane was found to be an emission from commercial natural gas, but not from gasoline or vehicle exhausts(1).
Toxicity
Cyclobutane's production and use in organic synthesis(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 49(SRC), determined from a structure estimation method(2), indicates that cyclobutane is expected to have very high mobility in soil(SRC). Volatilization of cyclobutane from moist soil surfaces is expected to be important(SRC) given an estimated Henry's Law constant of 0.14 atm-cu m/mole(3). The potential for volatilization of cyclobutane from dry soil surfaces may exist(SRC) based on a vapor pressure of 1.18X10+3 mm Hg(4). Activated sludge tests suggest that biodegradation of cyclobutane is expected to be slow in soil(5).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 49(SRC), determined from a structure estimation method(2), indicates that cyclobutane is not expected to adsorb to suspended solids and sediment in water(SRC). Cyclobutane is expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 0.14 atm-cu m/mole(4). Estimated volatilization half-lives for a model river and model lake are 2 hrs and 3 days, respectively(3,SRC). According to a classification scheme(5), an estimated BCF of 10(3,SRC), from an estimated log Kow(2,SRC), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Cyclobutane is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3). Activated sludge tests suggest that biodegradation of cyclobutane is expected to be slow in water(6).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), cyclobutane, which has a vapor pressure of 1.18X10+3 mm Hg at 25 °C(2,SRC), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase cyclobutane is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 10 days(3,SRC). Cyclobutane is not expected to undergo direct photolysis due to the lack of absorption in the environmental spectrum(4).
The rate constant for the vapor-phase reaction of cyclobutane with photochemically-produced hydroxyl radicals of 1.20X10-12 cu cm/molecule-sec at 25 °C(1) corresponds to an atmospheric half-life of about 10 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(2,SRC). Cyclobutane is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3) nor to directly photolyze due to the lack of absorption in the environmental spectrum.
An estimated BCF of 10 was calculated for cyclobutane(1,SRC), using an estimated log Kow of 2.19(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), 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 for cyclobutane can be estimated to be about 49(SRC). According to a classification scheme(2), this estimated Koc value suggests that cyclobutane is expected to have very high mobility in soil(SRC).
The Henry's Law constant for cyclobutane is estimated as 0.14 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that cyclobutane is expected to volatilize rapidly from water surfaces(2,SRC). Based on this Henry's Law constant, the estimated volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is approximately 2 hours(2,SRC). The estimated volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is approximately 3 days(2,SRC). Cyclobutane's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of cyclobutane from dry soil surfaces may exist(SRC) based on a vapor pressure of 1.18X10+3 mm Hg(3).
SURFACE WATER: Cyclobutane was detected in 1 of 8 Rhine River water samples, 1989, at a concn of 0.027 ug/l(1).
INDUSTRIALLY...NOT EXPECTED TO BE HEALTH HAZARD.|Occupational exposure to cyclobutane may occur through inhalation and dermal contact with this compound at workplaces where cyclobutane is produced or used. (SRC)
Drug Information
Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]: Vapors may cause dizziness or asphyxiation without warning. Some may be irritating 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. (ERG, 2016)
Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]: Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. Clothing frozen to the skin should be thawed before being removed. In case of contact with liquefied gas, thaw frosted parts with lukewarm water. In case of burns, immediately cool affected skin for as long as possible with cold water. Do not remove clothing if adhering to skin. Keep victim calm and warm. (ERG, 2016)
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. Anticipate seizures and treat if necessary ... . Use rapid rewarming techniques if frostbite occurs ... . /Simple asphyxiants and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or in respiratory arrest. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start an IV with D5W TKO /SRP: "To keep open", minimal flow rate/. Treat seizures with diazepam (Valium) ... . /Simple asphyxiants and related compounds/
MAY BE SIMPLE ASPHYXIANT.
Cyclobutane Use and Manufacturing
DISTILLATION OF PETROLEUM|PREPD BY HYDROGENATION OF CYCLOBUTENE IN PRESENCE OF NICKEL @ 100 °C. BY PYROLYSIS OF ETHER, ALONG WITH OTHER PRODUCTS. IN 39% YIELD FROM CYCLOBUTANECARBOXYLIC ACID.|Catalytic hydrogenation of cyclobutene
Cyclobutane: ACTIVE|THE GAS.../SRP: HAS BEEN/ USED AS AN ANESTHETIC, BUT IT IS A WEAK CARDIAC SENSITIZER, AND A SIMPLE ASPHYXIANT.
Fire Hazards -> Flammable - 4th degree
Computed Properties
Molecular Weight:56.11
XLogP3:2.5
Exact Mass:56.062600255
Monoisotopic Mass:56.062600255
Heavy Atom Count:4
Complexity:8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Recommended Suppliers of Cyclobutane
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