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Home > Encyclopedia > 1-Chloropropane

1-Chloropropane

1-Chloropropane structure

1-Chloropropane 

structure

Description

CLEAR COLOURLESS LIQUID


n-Propyl chloride (also 1-propyl chloride or 1-chloropropane) is a colorless, flammable chemical compound. It has the chemical formula C3H7Cl and is prepared by reacting n-propyl alcohol with phosphorus trichloride in the presence of a zinc chloride catalyst.


1-chloropropane appears as a clear colorless liquid. Boiling point 46.6°C. Flash point below 0°F. Less dense than water and slightly soluble in water. Vapors are heavier than air. Irritant and narcotic.


1-chloropropane appears as a clear colorless liquid. Boiling point 46.6°C. Flash point below 0°F. Less dense than water and slightly soluble in water. Vapors are heavier than air. Irritant and narcotic.

1-Chloropropane Basic Attributes

78.541

78.54

208-749-7

TUV7462NWK

1278

DTXSID3051462

Colorless liquid

2903199000

Characteristics

0

2.03

1-chloropropane appears as a clear colorless liquid. Boiling point 46.6°C. Flash point below 0°F. Less dense than water and slightly soluble in water. Vapors are heavier than air. Irritant and narcotic.

0.8899 g/cm3 @ Temp: 20 °C

-122.8 °C

46.60 °C @ Press: 760 Torr

-31.7±0.0 °C

1.382

2.7 g/L (20 ºC)

Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Recommended storage temperature: 2 - 8 deg C.

5.51 psi ( 20 °C)

2.7 (Air = 1)

LD50 orally in Rabbit: > 2000 mg/kg

Lower flammable limit: 2.6% by volume; Upper flammable limit: 11.1% by volume

EXPLOSIVE LIMITS IN AIR: 2.5-11%

Chloroform-like odor

1.12e-12 cm3/molecule*sec

Percent in saturated air: 44.5|Henry's Law constant = 0.013 atm-cu m/mol at 20 °C /derived from vapor pressure and water solubility/|Hydroxyl radical reaction rate constant = 1.12X10-12 cu cm/molec-sec at 25 °C

Highly flammable. Slightly soluble in water.

Halogenated Organic Compounds

Highly Flammable

1-CHLOROPROPANE presents a dangerous fire risk. May be incompatible with strong oxidizing and reducing agents. Incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.

968 °F (USCG, 1999)|968 °F (520 °C)

Standard state = -483.0 kcal/mol at 25 °C, as a liquid

Lower flammable limit: 2.6% by volume; Upper flammable limit: 11.1% by volume

6.812 kcal/mol at 25 °C

Critical temperature = 230 °C; Critical pressure = 45.18 atm

Safety Information

II

3.1

UN 1278 3/PG 2

3

R11;R20/21/22

S9-S29

TX4400000

F:Flammable;Xn:Harmful;

P210-P280

H225-H302-H312-H332

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. 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 soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

UN 1278

Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as hydrogen chloride and carbon monoxide, may be formed when involved in fire. Behavior in Fire: Vapors can flow along surfaces to distant ignition source and flash back. (USCG, 1999)|Flammable - 3rd degree

|Danger|H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P312, P322, P330, P363, P370+P378, P403+P235, and P501|Aggregated GHS information provided by 107 companies from 4 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, P261, P271, P280, P303+P361+P353, P304+P340, P312, P370+P378, P403+P233, P403+P235, P405, and P501

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]: 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)

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]: 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. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. 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)

Full impervious protective clothing, including boots and gloves. Where splashing is possible wear full face shield or chemical safety goggles. Use approved respirator to protect against vapors. (USCG, 1999)|Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multi-purpose combination (US) or type AXBEK (EN 14387) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU). Hand protection: Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. Full contact Material: Fluorinated rubber (Minimum layer thickness: 0.7 mm Break through time: 480 min). Splash contact Material: Fluorinated rubber (Minimum layer thickness: 0.7 mm Break through time: 480 min). Eye protection: Face shield and safety glasses Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin and body protection: Complete suit protecting against chemicals, Flame retardant antistatic protective clothing, The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.

Flammable in the presence of a source of ignition when the temperature is above the flash point.

EXPLOSIVE LIMITS IN AIR: 2.5-11%

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Special protective equipment for firefighters: Wear self contained breathing apparatus for fire fighting if necessary.|Keep away from heat/sparks/open flame/hot surface. No smoking.|Use water spray to cool unopened containers.

Personal precautions: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Methods and materials for containment and cleaning up: Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations.

Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.|Avoid contact with skin and eyes. Avoid inhalation of vapour or mist. Use explosion-proof equipment. Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic charge.

/GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Fire or Explosion: 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 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.|/GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Health: May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may 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.|/GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ 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 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering.|/GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection.|For more DOT Emergency Guidelines (Complete) data for 1-CHLOROPROPANE (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.

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Propyl chloride is produced, as an intermediate or a final product, by process units covered under this subpart.

| 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.| 0 - Materials that in themselves are normally stable, even under fire conditions.

Landfill leachate which had been treated with chlorine contained 1-chloropropane at unreported concentrations(1).

Chloropropane has been detected in lava gas and fumaroles from volcanoes in Japan and Italy(1).

Toxicity

1-Chloropropane has been detected in lava gas and fumaroles from volcanoes in Japan and Italy(1).

1-Chloropropane's production and use as a chemical intermediate(1) may result in its release to the environment through various waste streams(SRC). Commercial allyl chloride is at least 97.5 wt% pure and contains 1-chloropropane as an impurity(2); therefore, production and use of allyl chloride may result in release of 1-chloropropane to the environment through various waste streams(SRC). 1-Chloropropane is formed through anaerobic biodegradation of 1,2-dichloropropane(3) which may be an environmental source of 1-chloropropane(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a structure estimation method(2), indicates that 1-chloropropane is expected to have very high mobility in soil(SRC). Volatilization of 1-chloropropane from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.013 atm-cu m/mole(SRC) derived from a vapor pressure of 344 mm Hg(3) and water solubility of 2720 mg/L(4). 1-Chloropropane is expected to volatilize from dry soil surfaces based upon its vapor pressure(SRC). Based on limited data, 1-chloropropane may be resistant to aerobic biodegradation in soil; using a sewage inoculum, 1.9% of the theoretical BOD was reached in 24 hours(5). Anaerobic dehalogenation has been shown to occur in anaerobic sediment studies(6). Some abiotic hydrolysis may occur in wet soils based on a measured hydrolysis half-life of 0.8 years in water at 25 °C(7).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a structure estimation method(2), indicates that 1-chloropropane 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 0.013 atm-cu m/mole(SRC), derived from a vapor pressure of 344 mm Hg(4) and water solubility of 2720 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 2.7 hours and 3.5 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 10(SRC), from its log Kow of 2.04(7) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Based on limited data, 1-chloropropane may be resistant to aerobic biodegradation in soil; using a sewage inoculum, 1.9% of the theoretical BOD was reached in 24 hours(8). Anaerobic dehalogenation has been shown to occur in anaerobic sediment studies(9). 1-Chloropropane has a measured hydrolysis half-life of 0.8 years in water at 25 °C(10).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-chloropropane, which has a measured vapor pressure of 344 mm Hg at 25 °C(2), will exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-chloropropane 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 15 days(SRC), calculated from its rate constant of 1.12X10-12 cu cm/molecule-sec at 25 °C(3).

The rate constant for the vapor-phase reaction of 1-chloropropane with photochemically-produced hydroxyl radicals has been measured as 1.12X10-12 cu cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 15 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(2). The neutral aqueous hydrolysis half-life of 1-chloropropane at 25 °C was experimentally determined to be 0.8 years(2); the base-catalyzed half-life at 25 °C was too slow to be measured(3).

An estimated BCF of 10 was calculated in fish for 1-chloropropane(SRC), using a measured log Kow of 2.04(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc of 1-chloropropane can be estimated to be 40(SRC). According to a classification scheme(2), this estimated Koc value suggests that 1-chloropropane is expected to have very high mobility in soil.

The Henry's Law constant for 1-chloropropane is estimated as 0.013 atm-cu m/mole(SRC) derived from its vapor pressure, 344 mm Hg(1), and water solubility, 2720 mg/L(2). This Henry's Law constant indicates that 1-chloropropane is expected to volatilize rapidly 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 2.7 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 3.5 days(SRC). 1-Chloropropane's estimated Henry's Law constant indicates that volatilization from moist soil surfaces is likely to occur(SRC). 1-Chloropropane is expected to volatilize from dry soil surfaces based upon its vapor pressure(SRC).

GROUNDWATER: Chloropropane, isomer not specified, was detected in groundwater samples collected from a contaminated aquifer in Switzerland at unreported concentrations(1).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 173 workers (3 of these are female) are potentially exposed to 1-chloropropane in the USA(1). Occupational exposure may be through inhalation and dermal contact at workplaces where 1-chloropropane is produced or used. The general population may be exposed to 1-chloropropane via inhalation of ambient air and dermal contact with vapors and products containing 1-chloropropane(SRC).

Name Type of Test Exposure Route Species Observed Dose/Duration Toxic Effects Reference
ACUTE TOXICITY DATA LD50 - Lethal dose, 50 percent kill Oral Rodent - rat >2 gm/kg Details of toxic effects not reported other than lethal dose value-- Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 101,321,1982
ACUTE TOXICITY DATA TCLo - Lowest published toxic concentration Inhalation Rodent - rat 133 gm/m3/30M/1W-I Liver--other changes Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 80,139,1944

Drug Information

... Hydroxypropylmercapturic acid /was found/ in the urine of rats injected subcutaneously with a 40% wt/vol solution of 1-chloropropane in arachis oil. ... Hepatic microsomes from phenobarbital induced rats produced a variety of metabolites: propene, 1,2-epoxypropane, 1,2-propandiol, propienic acid, and an unidentified species bound to protein.

Exposure can cause irritation of eyes, nose and throat. May cause nausea, headache, and vomiting. High concentrations may have a narcotic effect. (USCG, 1999)

Get medical attention. INHALATION: Remove to fresh air. If breathing has stopped, give artificial respiration. If breathing is difficult, give oxygen. EYES: Flush with water for at least 15 min., lifting lids occasionally. SKIN: Remove contaminated clothing and shoes. Wash with soap and water. (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 as 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. /Halogenated aliphatic hydrocarbons 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. 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 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. Administer activated charcoal ... . Cover skin burns with sterile dressings after decontamination ... . /Halogenated aliphatic hydrocarbons and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Consider drug therapy for pulmonary edema ... . 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 or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Halogenated aliphatic hydrocarbons and related compounds/

1-chloropropane

1-Chloropropane Use and Manufacturing

Methods of Manufacturing

Prepared from propyl alcohol and PCl3 in the presence of ZnCl2.|By reaction of n-propyl alcohol with hydrochloric acid in the presence of zinc chloride as a catalyst; believed to be a byproduct of the manufacture of other chlorinated C3 hydrocarbons

Uses

Used as an intermediate in the production of the sweetner sodium 2-(4-methoxybenzoyl) benzoate (known as 23/46) for food and beverages, but had limited applicability.|CHEM INT FOR N-PROPYLAMINE (FORMER USE)

Production

(1977) 4.5X10+8 G MIN-PROBABLY AS A BYPRODUCT|(1981) NO EVIDENCE OF COMMERCIAL PRODN IN U.S.|Production volumes for non-confidential chemicals reported under the Inventory Update Rule.[Table#5502]

Propane, 1-chloro-: ACTIVE|1-Chloropropane can be formed as an impurity in the production of allyl chloride and during the chlorination of allyl chloride|Propyl chloride has found little use in industry. It has been studied as an anesthetic and antiparasiticide.

The alternating current plasma detector for gas chromatography is shown to be a useful detector for selective organochlorine detection. ... The relative response factor of the alternating current plasma detector towards 1-chloropropane was 1.21, with n-butylchoride being the internal standard. Detection limits for various organochlorine compounds are approximately 1.0 ng/sec.|AREAL Method 1P-1B. Determination of Volatile Organic Compounds (VOCs) in Indoor Air using Solid Absorbent Tubes. Analysis by capillary GC/MS. Detection Limit=1.7 ng.

Fire Hazards -> Flammable - 3rd degree

Analysis Methods

Name Column Shape Active Phase(℃) Retention index Temperature Control Method Comments Reference
Kovats' RI, non-polar column, isothermal Packed Squalane 524. 80. isothermal N2, Chezasorb AW-HMDS; Column length: 1.2 m Pacáková, V.Vojtechová, H.Coufal, P.Reaction gas chromatography: study of the photodecomposition of halogenated hydrocarbonsChromatographia1988, 25, 7, 621-626.
Kovats' RI, non-polar column, isothermal Packed Apolane 526.9 70. isothermal He, Chromosorb; Column length: 2.4 m Riedo, F.Fritz, D.Tarján, G.Kováts, E.Sz.A tailor-made C87 hydrocarbon as a possible non-polar standard stationary phase for gas chromatographyJ. Chromatogr.1976, 126, 63-83.
Kovats' RI, non-polar column, isothermal Packed Squalane 518. 27. isothermal He, Chromosorb P; Column length: 15. m; Column diameter: 0.25 mm Hively, R.A.Hinton, R.E.Variation of the retention index with temperature on squalane substratesJ. Gas Chromatogr.1968, 6, 4, 203-217.
Kovats' RI, non-polar column, isothermal Packed Squalane 521. 49. isothermal He, Chromosorb P; Column length: 15. m; Column diameter: 0.25 mm Hively, R.A.Hinton, R.E.Variation of the retention index with temperature on squalane substratesJ. Gas Chromatogr.1968, 6, 4, 203-217.
Kovats' RI, non-polar column, isothermal Packed Squalane 522. 67. isothermal He, Chromosorb P; Column length: 15. m; Column diameter: 0.25 mm Hively, R.A.Hinton, R.E.Variation of the retention index with temperature on squalane substratesJ. Gas Chromatogr.1968, 6, 4, 203-217.

Computed Properties

Molecular Weight:78.54
XLogP3:2
Rotatable Bond Count:1
Exact Mass:78.0236279
Monoisotopic Mass:78.0236279
Heavy Atom Count:4
Complexity:7.2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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