Carbamic acid, N-methyl-, ethyl ester (HCID 7752)

Overview

N-methylcarbamic acid, ethyl ester is a clear colorless liquid. (NTP, 1992)

Names & identifiers

Preferred name: Carbamic acid, N-methyl-, ethyl ester
IUPAC: ethyl N-methylcarbamate
English name: N-Methylurethane
Molecular formula: C4H9NO2
Molecular weight: 103.12

Names & synonyms

105-40-8ETHYL N-METHYLCARBAMATEN-MethylurethanEthyl-N-methylcarbamateCarbamic acid, methyl-, ethyl esterN-Methyl urethanMethylcarbamic acid, ethyl esterEthylester kyseliny methylkarbaminove1W34GCF5CSNSC-8836Carbamic acid, N-methyl-, ethyl esterDTXSID2031746

Show more names

MethylurethaeMETHYLURETHANN-Methyl uretanethyl methylcarateEthylN-methylcarbama+eethylmethylaminoformate

RefChem:1080970DTXCID0011746203-295-6Ethyl methylcarbamateN-MethylurethaneN-Methylcarbamic acid, ethyl esterMFCD00041924METHYL-CARBAMIC ACID ETHYL ESTER

Database identifiers

CAS: 105-40-8
PubChem CID: 7752
DTXSID: DTXSID2031746
ChEMBL: CHEMBL1232511
UNII: 1W34GCF5CS
EC Number: 203-295-6
Nikkaji: J55.518E

Properties

Computed structural properties

XLogP: 0.3
Topological polar surface area: 38.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 7
Formal charge: 0
Complexity: 62.7

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Carbamic Acid Esters

DrugsPharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesBoiling point

LogP0.34

Density · 2 items

1.011 at 66.9 °F (NTP, 1992) - Denser than water; will sink

1.0115 @ 20 °C/4 °C

Solubility · 2 items

greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)

VERY SOL IN WATER; SOLUBLE IN ALCOHOL

Physicochemical properties

Boiling point: 170 °C · 170 °C
Density: 1.01 · 1.01
refractive index: 1.418 · 1.418-1.42
Flash point: 61 °C · 61 °C
storage temp.: Store at room temperature
form: clear liquid
pka: 13.02 · 13.02±0.46(Predicted)
color: Colorless to Almost colorless
Water Solubility: 410 g/L · 410g/L(temperature not stated)
EWG's Food Scores: 1 · 1
FDA UNII: 1 W34GCF5CS · 1W34GCF5CS
EPA Substance Registry System: Ethyl methylcarbamate (105-40-8)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 227 · H227
Precautionary statements: 501 · P501-P210-P280-P370+P378-P403+P235
Hazard Codes: Xn
Risk Statements: 40 · 40
Safety Statements: 36 · 36/37
RTECS: 2625000 · FC2625000
TSCA: TSCA listed
HS Code: 29161900 · 29161900
Hazardous Substances Data: 105 · 105-40-8(Hazardous Substances Data)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Fire HazardsThis chemical is combustible. (NTP, 1992)

Health HazardsACUTE/CHRONIC HAZARDS: This compound may be narcotic in high concentrations. When heated to decomposition it emits toxic fumes. (NTP, 1992)

Hazards SummaryA mutagen, tumorigen, and reproductive effector; Causes somnolence in subcutaneous, lethal-dose studies of mice; [RTECS] Inhalation of high concentrations may cause narcotic effects; [CAMEO] May cause irritation; [MSDSonline]

Reactive GroupCarbamates

Reactivity Profile · 1 item

N-METHYLCARBAMIC ACID, ETHYL ESTER is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.

Air and Water ReactionsWater soluble.

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxicology

InteractionsIN MICE GIVEN FIXED TUMOR-INITIATING 25 G DOSE OF URETHANE, SIMULTANEOUS SUBCUTANEOUS INJECTION OF ETHYL N-METHYLCARBAMATE DID NOT INFLUENCE YIELD OF TUMORS IN SKIN, LUNGS, OR LIVER.

Adverse EffectsNeurotoxin - Other CNS neurotoxin

Non-Human Toxicity Excerpts · 4 items

A SINGLE INTRAPERITONEAL DOSE WAS GIVEN TO PREGNANT HAMSTERS ON DAY 8 OF GESTATION & PRODUCED TERATOGENESIS BY DAY 13 OF GESTATION. TERATOGENIC EFFECTS IN HAMSTERS CORRELATED STRIKINGLY WITH SKIN TUMOR INITIATION & LUNG ADENOMAS IN MICE.

WHEN STUDIED IN THE METHIODINE-DEPENDENT STRAIN MET4-, D19, H- OF SCHIZOSACCHAROMYCES POMBE, N-METHYLURETHAN WAS NOT MUTAGENIC.

INTRAPERITONEAL INJECTIONS OF 2000 MUG/G INTO 10-DAY-OLD MICE CAUSED LYMPHOMAS.

METHYLURETHAN, A NONCARCINOGENIC ANALOGUE OF NITROSOMETHYLURETHAN, HAD NO EFFECT ON BIOSYNTHESIS OF C2 AND C4 COMPONENTS OF COMPLEMENT IN NORMAL GUINEA PIG PERITONEAL EXUDATE CELLS OR BY SPLEEN AND LIVER FRAGMENTS.

Safety data

tsca: TSCA listed
rtecs: FC2625000
hs_code: 29161900
risk_code: 40
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 36/37
Hazard statements: H227
Precautionary statements: P501-P210-P280-P370+P378-P403+P235
Hazardous Substances Data: 105-40-8(Hazardous Substances Data)

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 2 items

METHYLUREA WAS RAPIDLY NITROSATED WHEN O.005 MOLAR METHYLUREA & 0.01 MOLAR NITRITE WERE REACTED AT PH 2. NITROSATION OF N-METHYLURETHAN PROCEEDED MORE SLOWLY THAN METHYLUREA. RATE OF REACTION INCR NEARLY 10-FOLD FOR EACH 1 UNIT DROP IN PH.

UNDER CONDITIONS SIMILAR TO THOSE PREVALENT IN THE STOMACH, NITROSIFICATION OF METHYLURETHANE TO N,N-NITROMETHYLURETHANE DID OCCUR, BUT WAS MORE DIFFICULT THAN THAT OF OTHER NITROSAMINES.

Uses & manufacturing

Uses · 2 items

Used as research chemical; No known commercial production in the US; [HSDB]

RESEARCH CHEMICAL

U.S. Exports · 2 items

(1979) No Data

(1981) No Data

U.S. Imports · 2 items

(1979) No Data

(1981) No Data

U.S. Production · 2 items

(1979) NOT PRODUCED COMMERCIALLY IN U.S.

(1981) NOT PRODUCED COMMERCIALLY IN U.S.

Methods of ManufacturingREACTION OF ETHYL CHLOROFORMATE WITH METHYLAMINE

General Manufacturing InformationCarbamic acid, N-methyl-, ethyl ester: ACTIVE

Applications

UsesN-Methylurethan is a byproduct in the synthesis of 3,5-Dimethyl-4-(methylthio)phenol (D474810), which is used as an insecticide and used the synthesis of methiocarb.

General DescriptionClear colorless liquid.