Cyclopropane
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75-19-4C1CC1LVZWSLJZHVFIQJ-UHFFFAOYSA-NCyclopropane is a colorless gas with a petroleum-like odor. It is shipped as a liquid at 4-6 atms. It is easily ignited. The vapors are heavier than air. Contact with the liquid may cause frostbite. It can asphyxiate by the displacement of air and has a narcotic effect in high concentration (formerly used as an anesthetic gas). Under prolonged exposure to fire or intense heat the containers may rupture violently and rocket.
75-19-4DTXSID4058786CHEMBL1796999CHEBI:30365Toxic Gases & Vapors -> Simple Asphyxiants
Flammable agents - 4th degree
RESEMBLES THAT OF PETROLEUM ETHER
Mild, sweet
Odorless
Characteristic odor resembling that of solvent naphtha
0.676 at -27.4 °F (USCG, 1999) - Less dense than water; will float
1.879 G/L AT 0 °C & 1 ATM
1.879 @ 0°C
OSTWALD SOLUBILITY COEFFICIENT (37 °C) IN H2O: 0.20; IN BLOOD: 0.42 AND IN OIL: 11.9
FREELY SOL IN ALCOHOL, ETHER; SOL IN FIXED OILS, CONCN SULFURIC ACID; 1 VOL DISSOLVES IN ABOUT 2.7 VOL OF WATER AT 15 °C
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Danger
H220: Extremely flammable gas [Danger Flammable gases]
P203, P210, P222, P280, P377, P381, and P403 (click each P-code to see the statement)
Danger
H220 (100%): Extremely flammable gas [Danger Flammable gases]
P203, P210, P222, P280, P318, P377, P381, P403, P405, P410+P403, and P501 (click each P-code to see the statement)
Chemical: Cyclopropane
Cyclopropane: HSNO Approval: HSR000992 Approved with controls
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:
· EXTREMELY FLAMMABLE.
VERY DANGEROUS FIRE HAZARD WHEN EXPOSED TO HEAT OR FLAME; CAN REACT WITH OXIDIZING MATERIALS.
Flashback along vapor trail may occur.
Inhalation causes some analgesia, anesthesia, pupil dilation, shallow depth of respirations, decreasing muscle tone. Contact with liquid may cause frostbite. (USCG, 1999)
· Vapors may cause dizziness or asphyxiation without warning, especially when in closed or confined areas.
Highly flammable; Mixtures with air or oxygen are flammable and explosive; Inhalation of high concentrations can cause CNS depression; [Hawley] Evaporating liquid can cause frostbite; In confined space spill, may displace air and act as simple asphyxiant; [CAMEO] Evaporating liquid can cause frostbite; [CHEMINFO]
The effect of several inhalation and iv anesthetics, alone or in combination, on brain electric activity during evoked cortical response was studied in rats. All of the anesthetics affect the evoked sensory response in a manner which suggests a common site of anesthetic action, namely, the perturbation of normal modulation exerted upon the ventrobasal thalamus by the thalamic reticular nucleus which is remarkably susceptible to the action of these agents.
...A SMALL AMT (ROUGHLY 0.5%) IS METABOLIZED IN THE BODY AND EXCRETED AS CARBON DIOXIDE AND WATER...
NON-STEADY STATE METABOLISM OF INHALATION ANESTHETICS DURING ANESTHESIA & RECOVERY WAS SIMULATED WITH LINEAR & NON-LINEAR WHOLE BODY COMPARTMENTAL MODEL. THESE TWO MODELS WERE STUDIED FOR NINE ANESTHETICS DURING 1 MINUTE ALVEOLAR CONCN ANESTHESIA LASTING 1, 4 AND 8 HR AND RECOVERY FROM 5 TO 10 DAYS. BOTH MODELS DEMONSTRATED SIGNIFICANT METABOLISM FOR SEVERAL DAYS FOLLOWING ANESTHESIA. FOR THE LINEAR MODEL, BOTH THE PERCENTAGE AND THE MOLAR QUANTITY OF ANESTHETIC METABOLIZED INCREASED WITH INCREASED DURATION OF ANESTHESIA, INCREASED ANESTHETIC FAT SOLUBILITY AND INCREASED ASSUMED RATE OF HEPATIC METABOLISM. FOR THE NON-LINEAR MODEL, THE DURATION OF ANESTHESIA HAD LITTLE EFFECT ON THE PERCENTAGE METABOLIZED BUT DEMONSTRATED INCREASED MOLAR QUANTITIES OF ANESTHETIC METABOLIZED WITH INCREASED DURATION OF ANESTHESIA AND INCREASED FAT SOLUBILITY.
Agents capable of inducing a total or partial loss of sensation, especially tactile sensation and pain. They may act to induce general ANESTHESIA, in which an unconscious state is achieved, or may act locally to induce numbness or lack of sensation at a targeted site.
Wird geladen…
Soluble in benzene; very soluble in ethanol, ether.
3.81X10+2 mg/l water at 35 °C
-27.2 °F at 760 mmHg (USCG, 1999)
-32.8 °C @ 760 MM HG
-33.5 °C @760 [mm Hg]
-197.3 °F (USCG, 1999)
-127.4 °C
-126.6 °C
CYCLOPROPANE is incompatible with strong oxidizing agents such as nitric acid. Boiling of the liquid and charring may occur followed by ignition of remaining material and other nearby combustibles. Adsorbed readily by concentrated sulfuric acid [Merck]. In other settings, mostly unreactive. Not affected by aqueous solutions of acids, alkalis, most oxidizing agents, and most reducing agents. When heated sufficiently or when ignited in the presence of air, oxygen or strong oxidizing agents, burns exothermically to produce carbon dioxide and water. Mixtures with oxygen or air may explode [Merck]. Contact of the cold liquefied gas with water may result in vigorous or violent boiling and extremely rapid vaporization due to the large temperature differences involved. If the water is hot, a liquid "superheat" explosion may occur. Pressures may build to dangerous levels if the liquid contacts water in a closed container, [Handling Chemicals Safely, 1980. p. 250].
/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 CYCLOPROPANE (8 total), please visit the HSDB record page.
· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
INHALATION: remove promptly to fresh air; if symptoms of asphyxia- tion persist, administer artificial respiration and oxygen; treat symptomatically thereafter.
General First Aid:
STOP FLOW OF GAS, THEN USE CARBON DIOXIDE, DRY CHEMICAL, OR WATER SPRAY.
Cool exposed containers and protect men effecting shutoff with water.
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.
SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.
Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:
Immediate precautionary measure
150 [mg/m3]
1600 [mg/m3]
9600 [mg/m3]
Self-contained breathing apparatus for high concentrations of vapor; safety goggles or face shield. (USCG, 1999)
Self-contained breathing apparatus for high concn of vapor; safety goggles or face shield.
ONE SERIOUS DRUG INTERACTION INVOLVES SENSITIZATION OF MYOCARDIUM TO CATECHOLAMINES BY CYCLOPROPANE & SOME HALOGENATED HYDROCARBONS... IN PRESENCE OF THESE, ADMIN OF EPINEPHRINE, ISOPROTERENOL, OR LEVARTERENOL MARKEDLY INCREASES INCIDENCE OF CARDIAC ARRHYTHMIAS.
VENTILATION IS PROGRESSIVELY DEPRESSED AS ANESTHESIA IS DEEPENED, PARTICULARLY IF A NARCOTIC ANALGESIC HAS BEEN USED FOR PREMEDICATION...
THE DOSE OF NONDEPOLARIZING NEUROMUSCULAR BLOCKING AGENTS (TUBOCURARINE, METOCURINE, PANCURONIUM, & GALLAMINE) SHOULD BE REDUCED WHEN USED WITH CYCLOPROPANE...BECAUSE THESE ANESTHETICS POTENTIATE MUSCLE RELAXANT EFFECTS OF NEUROMUSCULAR BLOCKING DRUGS.
ANTICHOLINERGIC DRUGS EG ATROPINE, SCOPOLAMINE, & GLYCOPYRROLATE...ARE...USED TO PROTECT AGAINST BRADYCARDIA, HYPOTENSION, & EVEN CARDIAC ARREST INDUCED BY...CYCLOPROPANE...
TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 210(SRC), determined from an experimental log Kow of 1.72(2,SRC) and a recommended regression-derived equation(3), indicates that cyclopropane is expected to have moderate mobility in soil(SRC). Volatilization of cyclopropane from moist soil surfaces is expected to occur(SRC) given an estimated Henry's Law constant of 0.79 atm-cu m/mole(SRC), determined from experimental values for vapor pressure, 5.4X10+3 mm Hg(4) and water solubility, 380 mg/l(5). The potential for volatilization of cyclopropane from dry soil surfaces may exist based on a measured vapor pressure of 5.4X10+3 mm Hg(4,SRC).
AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 210(SRC), determined from an experimental log Kow of 1.72(2,SRC) and a recommended regression-derived equation(3), indicates that cyclopropane is expected to adsorb to suspended solids and sediment in water(SRC). Cyclopropane is expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 0.79 atm-cu m/mole(4,5,SRC). Estimated half-lives for a model river and model lake are 1.9 hours and 2.6 days, respectively(3,SRC). According to a classification scheme(5), an estimated BCF value of 12(3,SRC), from an experimental log Kow of 1.72(2,SRC), suggests that bioconcentration in aquatic organisms is low(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), cyclopropane, which has an experimental vapor pressure of 5.4X10+3 mm Hg at 25 °C(2,SRC), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase cyclopropane is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the estimated half-life for this reaction in air is about 230 days(3,SRC).
The Koc of cyclopropane is estimated as approximately 210(SRC), using an experimental log Kow of 1.72(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that cyclopropane is expected to have moderate mobility in soil(SRC).
CYCLOPROPANE INCR IRRITABILITY OF PACEMAKER & CONDUCTION TISSUES & VENTRICULAR ARRHYTHMIAS CAN OCCUR, ESPECIALLY IF ANESTHESIA IS DEEP OR VENTILATION IS INADEQUATE & HYPERCAPNIA DEVELOPS.
CYCLOPROPANE IS MINIMALLY IRRITATING TO THE RESPIRATORY TRACT, AND THEREFORE, RESPIRATORY ALTERATIONS SUCH AS BREATH-HOLDING, TACHYPNEA AND COUGHING ARE LESS FREQUENT... LARYNGO-SPASM MAY DEVELOP DURING INDUCTION... DELIRIUM DURING INDUCTION IS NOT UNCOMMON.
A VARIETY OF ARRHYTHMIAS MAY OCCUR DURING THE ADMINISTRATION OF CYCLOPROPANE, INCLUDING SINUS BRADYCARDIA, ATRIAL EXTRASYSTOLES, ATRIAL FIBRILLATION, A-V NODAL RHYTHMS, VENTRICULAR EXTRASYSTOLES, AND BIGEMINAL RHYTHM.
THERE IS NO EVIDENCE THAT CYCLOPROPANE IS HEPATOTOXIC...
For more Human Toxicity Excerpts (Complete) data for CYCLOPROPANE (8 total), please visit the HSDB record page.
An estimated BCF value of 12 was calculated for cyclopropane(SRC), using an experimental log Kow of 1.72(1) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is low(SRC).
The Henry's Law constant for cyclopropane is estimated as 0.79 atm-cu m/mole(SRC) from its experimental values for vapor pressure, 5.4X10+3 mm Hg(1), and water solubility, 380 mg/l(2). This value indicates that cyclopropane will volatilize rapidly from water surfaces(3,SRC). 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) is estimated as approximately 1.9 hours(3,SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 2.6 days(3,SRC). Cyclopropane is expected to volatilize from moist soil surfaces given an estimated Henry's Law constant of 0.79 atm-cu m/mole(1,2,SRC). The potential for volatilization of cyclopropane from dry soil surfaces may exist(SRC) based on a measured vapor pressure of 5.4X10+3 mm Hg(1).
POST-ANESTHETIC VOMITING OFTEN FOLLOWS THE USE OF CYCLOPROPANE IN SMALL ANIMALS.
CYCLOPROPANE ASSESSED IN VITRO BY MICROBIAL ASSAY EMPLOYING 2 HISTIDINE-DEPENDENT STRAINS OF SALMONELLA TYPHIMURIUM, TA1535 & TA100. CYCLOPROPANE WAS NOT MUTAGENIC.
Cyclopropane acts rapidly in the dog and serves as a model for predicting anesthetic concentrations for human application. In chickens, exposure for 6 hr produced embryonic abnormalities at 10 to 20% and death at 20 to 30% in 12 hr exposures.
CYCLOPROPANE LOWERED THE ARTERIAL PRESSURE OF THE PITHED RAT. HEART RATE WAS UNCHANGED. CYCLOPROPANE DECR THE PRESSOR RESPONSES TO SYMPATHETIC NERVE STIMULATION AND REDUCED MOTOR RESPONSES OF SMOOTH MUSCLE OF THE COLON TO PARASYMPATHETIC STIMULATION.
The experimental rate constant for the vapor-phase reaction of cyclopropane with photochemically-produced hydroxyl radicals is 0.07X10-12 cu cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 230 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). Cyclopropane is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groups to hydrolyze(2,SRC) or its lack of ability to absorb light in the environmental spectrum(SRC).
Cyclopropane
1
10000
Flammable chemical that can be released at a facility.
Used in organic synthesis; as anesthetic; [Hawley]
ORGANIC SYNTHESIS
MEDICATION (VET)
MEDICATION
Cyclopropane is a sweet-smelling, flammable gas that has little or no laboratory, commercial, or industrial use.
(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS
(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS
REACTION OF 1,3-DIBROMOPROPANE WITH ZINC IN ALCOHOL
BY REDUCTION OF 1,2-DIBROMOCYCLOPROPANE WITH ZINC AND ALCOHOL. FROM 1,3-DIBROMOPROPANE WITH ZINC AND ALCOHOL IN ABSENCE OF WATER. BY ACTION OF SODIUM VAPOR ON 1,3-DIBROMOPROPANE. FROM 1,3-DICHLOROPROPANE HEATED WITH EXCESS ZINC DUST, IODINE AND ETHANOL IN 80% YIELD. FROM 1,3-DICHLOROPROPANE WITH ZINC IN PRESENCE OF SODIUM IODIDE. FROM ETHYLENE BY THE REACTION WITH METHYLENE IODIDE AND A ZINC-COPPER COUPLE IN 29% YIELD.
Cyclopropane: ACTIVE
... Cyclopropane was perhaps the most widely used general anesthetic ... However, with the increasing risk of explosion in the operating room brought about by the use of electronic equipment, the need for a safe,nonflammable anesthetic increased ... .
MAJOR ARGUMENTS SUPPORTING RETENTION OF OPTION TO USE INFLAMMABLE ANESTHETICS SUCH AS CYCLOPROPANE ARE PRESENTED AS WELL AS THE PRINCIPAL GROUNDS FOR A BAN ON USE OF SUCH AGENTS.
BeschreibungCyclopropane (molecular formula: C3H6) is a kind of cycloalkane molecule. Cyclopropane and propene are isomers of each other. It can be used as a kind of anaesthetic. However, due to its side effect of causing a sudden decrease in blood pressure and potentially causing cardiac dysrhythmia, it has not been available for clinical use since mid-1980 as more. Its mechanism of action is through acting as the NMDA receptor antagonist as well as inhibiting the AMPA receptor, inhibiting the nicotine acetylcholine receptor, and activates certain K2P channels.
VerwendenCyclopropane was initially investigated because it was thought to be the toxic element in ethylene. Instead, it turned out to be an excellent anesthetic with very rapid onset and recovery while maintaining stable hemodynamics. Its use was ultimately limited because it was highly explosive. Cyclopropane is a sweet-smelling, flammable gas that has little or no laboratory, commercial, or industrial use.
DefinitionChEBI: Cyclopropane is a cycloalkane composed of three carbon atoms to form a ring. It has a role as an inhalation anaesthetic. It is a cycloalkane and a member of cyclopropanes.