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Propyl carbamate

HCID 12306
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
627-12-3
Standard SMILES
CCCOC(N)=O
InChIKey
YNTOKMNHRPSGFU-UHFFFAOYSA-N
Molecular formula
C4H9NO2
Average molar mass
103.12 g/mol
Monoisotopic mass
103.06332853

Overview

N-Propyl carbamate is a carbamate ester.

Names & identifiers

Preferred name
Propyl carbamate
IUPAC
propyl carbamate
English name
N-Propylcarbamate
Molecular formula
C4H9NO2
Molecular weight
103.12

Names & synonyms

PROPYL CARBAMATE627-12-3n-Propyl carbamatePropylcarbamateCarbamic acid, propyl esterCCRIS 538HSDB 2588UNII-TOL3EUA03QNSC 4855PROPYLCARBAMATE, N-EINECS 210-984-5BRN 1743059
Show more names
propylurethanePropyl urethane1-propylcarbamateN-PropylcarbamateTIMTEC-BB SBB000036Carbamic acid propylcarbamicacid,propylesterCARBAMIC ACID-N-PROPYL ESTER
AI3-28287NSC-48554-03-00-00052 (Beilstein Handbook Reference)PROPYL CARBAMATE [HSDB]DTXSID7060833N-PROPYL CARBAMATE [IARC]N-PROPYL CARBAMATE (IARC)RefChem:176482

Database identifiers

CAS
627-12-3
PubChem CID
12306
DTXSID
DTXSID7060833
ChEMBL
CHEMBL3276739
ChEBI
CHEBI:82526
UNII
TOL3EUA03Q
EC Number
210-984-5
Nikkaji
J3.011B

Properties

Computed structural properties

XLogP
0.4
Topological polar surface area
52.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
3
Heavy atoms
7
Formal charge
0
Complexity
62.7

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Carbamic Acid Esters
SpringerMaterials PropertiesBoiling point
LogP · 2 items

log Kow = 0.36

0.36

Color/FormPRISMS
Solubility · 3 items

SOL IN WATER, ETHANOL & DIETHYL ETHER

SOL IN ACETONE

In water, 7.64X10+4 mg/L at 25 °C

Boiling Point196 °C
DecompositionWhen heated to decomposition it emits toxic fumes of NOx.
Melting Point60 °C
Vapor Pressure1 MM HG @ 52.4 °C
Physical DescriptionSolid; [HSDB] Powder; [MSDSonline]

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazards SummaryAn irritant; [MSDSonline]
Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety & protection

Disposal Methods · 1 item

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.

Toxicology

Environmental Fate · 3 items

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).

Chemistry & industry

Pharmacology

Absorption, Distribution and Excretion · 1 item

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...

Uses & manufacturing

Uses · 2 items

Used to make dimethylol propyl carbamate-based resins (durable-press fabric finishes); [HSDB]

Believed to be used as a chemical intermediate in the manufacture of dimethylol propyl carbamate-based resins, which are used in the textile industry as durable-press fabric finishes for polyester/cotton blends.

Consumption PatternsPROBABLY 100% AS A CHEM INT FOR DIMETHYLOL PROPYL CARBAMATE-BASED RESINS FOR DURABLE-PRESS FABRIC FINISHES (1975)
Methods of Manufacturing · 1 item

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).

General Manufacturing InformationCarbamic acid, propyl ester: INACTIVE

Applications

UsesA metabolite of alkyl carbamate (ethyl or propyl).

Upstream & downstream products

Upstream raw materials

1-PropanolUrea

Related reactions

3 records
New reaction record
HRID 1130871 reaction equation
HRID 1130871As reactantTraining data from https://doi.org/10.1039/C8SC04228D (7/10)
HRID 1283795 reaction equation
HRID 1283795As reactantuspto-grants-1976_08
HRID 1534619 reaction equation
HRID 1534619As reactantuspto-grants-1992_02

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes

Physicochemical properties

Melting point
61 · 61-63 °C(lit.)
Boiling point
92 · 92-93 °C/12 mmHg(lit.)
Density
0.9809 · 0.9809 (estimate)
refractive index
1.4228 · 1.4228 (estimate)
storage temp.
Sealed in dry,Room Temperature
solubility
DMSO (Slightly), Methanol (Slightly)
form
Solid
pka
13.54 · 13.54±0.50(Predicted)
color
White to Off-White
Water Solubility
200.1 g/L · 200.1g/L(37 ºC)
Henry's Law Constant
1 · 1.0×102 mol/(m3Pa) at 25℃, HSDB (2015)
EWG's Food Scores
1 · 1
FDA UNII
3 EUA03Q · TOL3EUA03Q
IARC
3 · 3 (Vol. 12, Sup 7) 1987
EPA Substance Registry System
Propyl carbamate (627-12-3)
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H319-H335
Precautionary statements
261 · P261-P305+P351+P338
Hazard Codes
Xn
Risk Statements
22 · 22-36/37/38
Safety Statements
26 · 26-36
RTECS
875000 · FD0875000
TSCA
TSCA listed
HS Code
2924190090 · 2924190090
Hazardous Substances Data
627 · 627-12-3(Hazardous Substances Data)

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).

Soil Adsorption/Mobility · 1 item

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).

Artificial Pollution Sources · 1 item

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).

Environmental BiodegradationPropyl carbamate, present at a concentration of 100 ppm, was not degraded after three days incubation in water from the Mino River and Akashi Beach, Japan(1).
Carcinogen Classification · 5 items

n-Propyl carbamate

Group 3: Not classifiable as to its carcinogenicity to humans

Volume 12: (1976) Some Carbamates, Thiocarbamates and Carbazides

1987

1987

Environmental Bioconcentration · 1 item

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).

Volatilization from Water/Soil · 1 item

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).

Non-Human Toxicity Excerpts · 5 items

NO REVERSE MUTATIONS WERE INDUCED IN BACILLUS SUBTILIS...METABOLIC ACTIVATION SYSTEMS WERE NOT USED IN THIS TEST.

PREGNANT SYRIAN HAMSTERS...INJECTED IP ON DAY 8 OF GESTATION WITH N-PROPYL CARBAMATE... IN FETUSES EXAM ON DAY 13 OF GESTATION...EFFECTS...COMPARED WITH THOSE OF URETHANE; IT WAS FOUND (I)...AS TERATOGENIC, (II) TO HAVE GIVEN SAME KIND OF MALFORMATIONS & (III) TO HAVE RETARDED GROWTH TO SAME EXTENT.

PREGNANT SYRIAN HAMSTERS...INJECTED IP ON DAY 8 OF GESTATION WITH N-PROPYL CARBAMATE...NUMBER OF DEAD FETUSES & RESORPTIONS THAT WERE PRODUCED BY TREATMENT WITH PROPYL & ETHYL CARBAMATES WERE SIMILAR...

...32 10-12-WK OLD STRAIN A MICE...GIVEN 13 WEEKLY IP...0.5 MG/MOUSE COMMERCIAL N-PROPYL CARBAMATE (PURITY UNSPECIFIED) & KILLED 2 WK AFTER END OF TREATMENT, WHEN...6 MO OLD: 19 DEVELOPED LUNG TUMORS... ADDNL...46 MICE RECEIVED SAME TREATMENT...RECRYSTALLIZED N-PROPYL CARBAMATE; LUNG TUMORS DEVELOPED IN 30 ANIMALS...

For more Non-Human Toxicity Excerpts (Complete) data for PROPYL CARBAMATE (10 total), please visit the HSDB record page.

Evidence for CarcinogenicityNo data are available in humans. Limited evidence of carcinogenicity in animals. OVERALL EVALUATION: Group 3: The agent is not classifiable as to its carcinogenicity to humans.
Environmental Abiotic Degradation · 1 item

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).

Probable Routes of Human Exposure · 1 item

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)

Environmental Fate/Exposure Summary · 1 item

Propyl carbamate may be released to the environment in various waste streams from its production and use as an intermediate in the manufacture of dimethylol propyl carbamate-based resins. However it is not known whether propyl carbamate is presently used for this purpose. If released to the atmosphere, propyl carbamate is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vapor pressure of 5.5X10-2 mm Hg at 25 °C. Vapor-phase propyl carbamate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 1.7 days. If released to soil, an estimated Koc of 37 suggests that propyl carbamate is expected to have very high mobility. Volatilization of propyl carbamate from wet and dry soil surfaces is not expected to be an important fate process based on an estimated Henry's Law of 9.8X10-8 atm-cu m/mole and this compound's vapor pressure, respectively. Propyl carbamate may be resistant to biodegradation in soil and water; propyl carbamate was not degraded in river and seawater after a three day period. If released into water, propyl carbamate is not expected to adsorb to suspended solids and sediment in the water column based on its estimated Koc. Volatilization of propyl carbamate from water surfaces is not expected to occur based on the estimated Henry's Law constant of this compound. The potential for bioconcentration in aquatic organisms is low based on an estimated BCF of 1.1. Purely aliphatic carbamates are expected to be resistant to hydrolysis under environmental conditions; hydrolysis half-lives of 3300 and 330 years at pHs 7 and 8, respectively, were estimated for propyl carbamate. Occupational exposure to propyl carbamate 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)

Safety data

tsca
TSCA listed
rtecs
FD0875000
hs_code
2924190090
risk_code
22-36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xn
safety_code
26-36
Hazard statements
H302-H315-H319-H335
Precautionary statements
P261-P305+P351+P338
Hazardous Substances Data
627-12-3(Hazardous Substances Data)

Suppliers37 total

湖北万得化工有限公司15377098680 15377098680 · [email protected]
艾吉析科技(上海)有限公司17717235263 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
毕佳索(上海毕得医药科技股份有限公司)400-6005915 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
梯希爱(上海)化工贸易有限公司021-61109150 · [email protected]
宁波保税区菲立化学有限公司+86 (576) 8169-6106 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
上海寰川实业有限公司021-61478794 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
安阳鸿蒙新材料有限公司19588588067 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
陕西缔都医药化工有限公司029-029-81120477 17792793610 · [email protected]
东阳市求索医药科技有限公司17502510579 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
郑州艾克姆化工有限公司0371-0371-55629727 13323845623 · [email protected]
Shanghai Acmec Biochemical Technology Co., Ltd.+86-18621343501 · [email protected]
Shaanxi Didu New Materials Co. Ltd+86-86-17392712779 +86-13289823923 · [email protected]
江苏艾康生物医药研发有限公司025-58859352 13913916777 · [email protected]
上海皓鸿生物医药科技有限公司400-8210725 400821072 · [email protected]
career henan chemical co+86-0371-86658258 · [email protected]
ATK CHEMICAL COMPANY LIMITED+undefined-21-51877795 · [email protected]
北京沃凯生物科技有限公司010-62971590 18548936886 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
徐州砥研医药科技有限公司0516-0516-88997009 18651776937 · [email protected]
上海蓝乐鸟实业有限公司15021845385 · [email protected]
Aladdin Scientific[email protected]
湖北达豪化工有限公司027-59106191 13986034860 · [email protected]
上海迈瑞尔生化科技有限公司18621169109 · [email protected]
SHANGHAI KEAN TECHNOLOGY CO., LTD.+8613817748580 · [email protected]
上海安谱实验科技股份有限公司18502138905 · [email protected]
上海捷世凯生物科技有限公司021-57520305 13795461237 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-15350571055 · [email protected]
湖北鑫红利化工有限公司027-027-59106151 15172325309 · [email protected]

Additional notes

DefinitionChEBI: N-Propyl carbamate is a carbamate ester.