Propyl carbamate
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Propyl carbamate
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CAS No:
627-12-3
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Formula:
C4H9NO2
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Chemical Name:
Propyl carbamate
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Synonyms:
Carbamic acid,propyl ester;Propyl carbamate;n-Propyl carbamate;NSC 4855
- Categories:
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CAS No:
Propyl carbamate Basic Attributes
103.12
103.12
210-984-5
TOL3EUA03Q
4855
DTXSID7060833
PRISMS
2924199090
Characteristics
52.3
0.4
1.013g/cm3
60 °C
196 °C
95.6ºC
1.422
In water, 7.64X10+4 mg/L at 25 deg C
1 MM HG @ 52.4 DEG C
Safety Information
22-36/37/38
26-36
FD0875000
Xn
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
H302
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.
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Toxicity
Propyl carbamate's production and use as an intermediate in the manufacture of dimethylol propyl carbamate-based resins which are used as durable press fabric finishes for cotton/polyester fabrics(1) may result in its release to the environment through various waste streams. However it is not known whether propyl carbamate is presently used for this purpose(SRC).
TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 37(SRC), determined from a measured log Kow of 0.36(2) and a recommended regression-derived equation(3), indicates that propyl carbamate is expected to have very high mobility in soil(SRC). Volatilization of propyl carbamate from moist soil surfaces is not expected to be important(SRC) given an estimated Henry's Law constant of 9.8X10-8 atm-cu m/mole(SRC), from its extrapolated vapor pressure, 5.5X10-2 mm Hg(4), and measured water solubility, 7.6X10+4 mg/l(5). Propyl carbamate is not expected to volatilize from dry soil surfaces based on its extrapolated vapor pressure(4). Propyl carbamate may be resistant to biodegradation in soil(SRC), given its resistance to biodegradation in water(6).|AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 37(SRC), determined from a measured log Kow of 0.36(2) and a recommended regression-derived equation(3), indicates that propyl carbamate is not expected to adsorb to suspended solids and sediment in water(SRC). Propyl carbamate is not expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 9.8X10-8 atm-cu m/mole(SRC), from its extrapolated vapor pressure, 5.5X10-2 mm Hg(4), and measured water solubility, 7.6X10+4 mg/l(5). According to a classification scheme(6), an estimated BCF value of 1.1(3,SRC), from a measured log Kow(2), suggests that bioconcentration in aquatic organisms is low(SRC). Propyl carbamate, present at a concentration of 100 ppm, was not degraded after three days cultivation in water from the Mino River and Akashi Beach, Japan(7). Purely aliphatic carbamates are expected to be resistant to hydrolysis under environmental conditions(8); hydrolysis half-lives of 3300 and 330 years at pH values of 7 and 8, respectively, were estimated for propyl carbamate(9,SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), propyl carbamate, which has an extrapolated vapor pressure of 5.5X10-2 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase propyl carbamate 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 about 1.7 days(3,SRC).
The rate constant for the vapor-phase reaction of propyl carbamate with photochemically-produced hydroxyl radicals has been estimated as 9.5X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 1.7 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). Purely aliphatic carbamates are expected to be resistant to hydrolysis under environmental conditions(2). A base-catalyzed second-order rate constant of 6.6X10-5 L/mol-sec (SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 3300 and 330 years at pH values of 7 and 8, respectively(2,SRC).
An estimated BCF value of 1.1 was calculated for propyl carbamate(SRC), using a measured log Kow of 0.36(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 Koc of propyl carbamate is estimated as approximately 37(SRC), using a measured log Kow of 0.36(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that propyl carbamate is expected to have very high mobility in soil(SRC).
The Henry's Law constant for propyl carbamate is estimated as 9.8X10-8 atm-cu m/mole(SRC) from its extrapolated vapor pressure, 5.5X10-2 mm Hg(1), and measured water solubility, 7.6X10+4 mg/l(2). This value indicates that propyl carbamate will be essentially nonvolatile from water surfaces(3,SRC). Propyl carbamate's Henry's Law constant(1,2,SRC) indicates that volatilization from moist soil surfaces is not expected to occur(SRC). Propyl carbamate is not expected to volatilize from dry soil surfaces(SRC) based on an extrapolated vapor pressure of 5.5X10-2 mm Hg(1).
Occupational exposure may occur through inhalation and dermal contact with this compound at workplaces where propyl carbamate is produced or used. The general population may be exposed to propyl carbamate via inhalation of ambient air. (SRC)
Drug Information
RATS INJECTED IP WITH N-PROPYL CARBAMATE OR CORRESPONDING N-HYDROXYCARBAMATE EXCRETE BOTH CARBAMATE & N-HYDROXYCARBAMATE IN URINE... BINDING OF ((14)C-PROPYL)-N-PROPYL CARBAMATE TO DNA OF MOUSE LIVER WAS VERY LOW COMPARED WITH THAT OF ((14)C-ETHYL)-ETHYL CARBAMATE...
For immediate first aid: Ensure that adequate decontamination has been carried out. If victim is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask as trained. Perform CPR if 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 victim quiet and maintain normal body temperature. Obtain medical attention. /Esters and related compounds/|For 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 pulmonary edema and treat if necessary ... Monitor for shock 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 ... . /Esters and related compounds/
Propyl carbamate Use and Manufacturing
N-PROPYL CARBAMATE WAS FIRST SYNTHESIZED BY HEATING UREA WITH EXCESS PROPYL ALC BY CAHOURS IN 1873... IT CAN BE PREPARED BY TREATING N-PROPYL ALC WITH CYANOGEN CHLORIDE IN PRESENCE OF HYDROCHLORIC ACID (FUKS, R & HARTEMINK, MA, BULL SOC CHIM BELG, 82, 23-30, 1973).
A metabolite of alkyl carbamate
(1972) 4.5X10+7 GRAMS (EST)|(1976) GREATER THAN 4.54X10+5 GRAMS (EST)
PROBABLY 100% AS A CHEM INT FOR DIMETHYLOL PROPYL CARBAMATE-BASED RESINS FOR DURABLE-PRESS FABRIC FINISHES (1975)
Carbamic acid, propyl ester: INACTIVE
METHODS FOR CHROMATOGRAPHIC ANALYSIS OF CARBAMATES, INCL ALKYL CARBAMATES HAVE BEEN REVIEWED (FISHBEIN & ZIELINSKI, CHROMAT REV, 9, 37-101, 1967). GAS CHROMATOGRAPHIC METHOD...FOR DETECTION OF UG AMT OF N-PROPYL CARBAMATE IN MIXT OF ALKYL CARBAMATES...(NERY, R, ANALYST, 94, 130-135 (1969).|THIN-LAYER CHROMATOGRAPHIC METHOD FOR SEPN OF SHORT-CHAIN ALKYL CARBAMATES ON SILICA GEL WITH COMPLEX SOLVENT SYSTEM...(KNAPPE & ROHDEWALD, Z ANALYT CHEM, 217, 110-113, 1966). SEPARATED MATERIALS...IDENTIFIED BY HYDROLYSIS & CONVERSION TO 3,5-DINITROBENZOATE DERIV (VALK & SCHLIEFER, TEXTILINDUSTRIE, 69, 783-786, 1967)
Computed Properties
Molecular Weight:103.12
XLogP3:0.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:103.063328530
Monoisotopic Mass:103.063328530
Topological Polar Surface Area:52.3
Heavy Atom Count:7
Complexity:62.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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