n-Butyl carbamate

HCID 11596CAS 592-35-8

Basic information

Standard SMILES
CCCCOC(N)=O
InChIKey
SKKTUOZKZKCGTB-UHFFFAOYSA-N
Molecular formula
C5H11NO2
Average molar mass
117.15 g/mol
Monoisotopic mass
117.07897859

Names & identifiers

Preferred name
n-Butyl carbamate
IUPAC
butyl carbamate
English name
n-Butyl carbamate
Molecular formula
C5H11NO2
Molecular weight
117.15

Names & synonyms

Butyl carbamate592-35-8N-BUTYL CARBAMATECarbamic acid, butyl esterUSAF FO-1USAF EL-101CCRIS 5069HSDB 5498NSC 187EINECS 209-751-0MY8I82AJS5BRN 1744776
Show more names
usaffo-1usafel-101-Butyl carbamateN-BUTYLCARBAMICACIDButyl carbaMate 98%Butyl Carbamate >
AI3-28289NSC-187DTXSID2060462N-BUTYL CARBAMATE [HSDB]RefChem:829363DTXCID7042568209-751-0N-BUTYLCARBAMATE

Database identifiers

CAS
592-35-8
PubChem CID
11596
DTXSID
DTXSID2060462
ChEMBL
CHEMBL3276742
UNII
MY8I82AJS5
EC Number
209-751-0
Nikkaji
J55.507J

Properties

Computed structural properties

XLogP
0.8
Topological polar surface area
52.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
4
Heavy atoms
8

Experimental & physicochemical properties

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

log Kow= 0.85

0.85

Color/FormPRISMS
Solubility · 2 items

Very soluble in ethanol, slightly soluble in chloroform.

In water, 2.58X10+4 mg/l at 37 °C.

Boiling Point204 °C (WITH DECOMP)

Physicochemical properties

Melting point
53 · 53-55 °C (lit.)
Boiling point
204 °C · 204 °C
Density
0.9308 · 0.9308 (estimate)
vapor pressure
2.65 hPa · 2.65hPa at 20℃
refractive index
1.4189 · 1.4189 (estimate)
Flash point
228 °F · 228 °F

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 2.3% (5 of 222) of reports.

Danger

H302 (97.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P354+P338, P317, P318, P321, P330, P333+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 222 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 22-06-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/22604

Butyl carbamate: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards SummaryCorrosive to the eyes; May cause skin sensitization; (based on animal studies); [IUCLID] A severe eye irritant; May cause skin sensitization; [MSDSonline]
Hazard Classes and CategoriesAcute Tox. 4 (97.7%)

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 69(SRC), determined from a measured log Kow of 0.85(2) and a recommended regression-derived equation(3), indicates that n-butyl carbamate is expected to have high mobility in soil(SRC). Volatilization of n-butyl carbamate from moist soil surfaces is not expected to be important(SRC) given an estimated Henry's Law constant of 9.3X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(4).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 69(SRC), determined from a measured log Kow of 0.85(2) and a recommended regression-derived equation(3), indicates that n-butyl carbamate is not expected to adsorb to suspended solids and sediment in water(SRC). n-Butyl carbamate is not expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 9.3X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 2.6(3,SRC), from a measured log Kow(2), suggests that bioconcentration in aquatic organisms is low(SRC). Purely aliphatic carbamates are expected to be resistant to hydrolysis under environmental conditions(6). A base-catalyzed second-order rate constant of 6.6X10-5 L/mol-sec(SRC) was estimated using a structure estimation method(7); this corresponds to half-lives of 3300 and 330 years at pH values of 7 and 8, respectively(7,SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), n-butyl carbamate, which has an estimated vapor pressure of 0.15 mm Hg at 25 °C(2,SRC), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase n-butyl 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 1.5 days(3,SRC).

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Soil Adsorption/Mobility · 1 item

The Koc of n-butyl carbamate was estimated as approximately 69(SRC), using a measured log Kow of 0.85(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that n-butyl carbamate is expected to have high mobility in soil(SRC).

Environmental Bioconcentration · 1 item

An estimated BCF of 2.6 was calculated for n-butyl carbamate(SRC), using a measured log Kow of 0.85(1) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF suggests that bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1 item

The Henry's Law constant for n-butyl carbamate is estimated as 9.3X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that n-butyl carbamate will be essentially nonvolatile from water surfaces(2,SRC). n-Butyl carbamate's Henry's Law constant(1,SRC) indicates that volatilization from moist soil surfaces is not expected to occur(SRC).

Environmental Abiotic Degradation · 1 item

The rate constant for the vapor-phase reaction of isopropyl carbamate with photochemically-produced hydroxyl radicals has been estimated as 1.1X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 1.5 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(3); this corresponds to half-lives of 3300 and 330 years at pH values of 7 and 8, respectively(3,SRC).

Safety data

PPE
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk
1
tsca
TSCA listed
rtecs
EZ0175000
hs_code
29241990
risk_code
22-41-43-36/37/38-10-36-20/21/22

Chemistry & industry

Uses & manufacturing

Uses · 3 items

Used as a research chemical; Not commercially produced in the US; [HSDB] Used to make paints, lacquers, and varnishes; [IUCLID]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

RESEARCH CHEMICAL

U.S. Production(1979) NOT PRODUCED COMMERCIALLY IN USA
Methods of ManufacturingREACTION OF 1-BUTYL ALCOHOL WITH UREA; REACTION OF 1-BUTYL ALCOHOL WITH ISOCYANURIC ACID
General Manufacturing InformationCarbamic acid, butyl ester: ACTIVE

Upstream & downstream products

Upstream raw materials

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Related reactions

18 records

Linked notes

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