Methylformiat

Methyl formate

HCID 7865CAS 107-31-3

Grundinformationen

Standard-SMILES
COC=O
InChIKey
TZIHFWKZFHZASV-UHFFFAOYSA-N
Summenformel
C2H4O2
Durchschnittliche Molmasse
60,05 g/mol
Monoisotopische Masse
60,02112937

Überblick

Methyl formate appears as a clear colorless liquid with an agreeable odor. Flash point -27 °F. Less dense than water Vapors heavier than air.

Namen und Bezeichner

Bevorzugter Name
Methyl formate
IUPAC
methyl formate
Lokaler Name
Methylformiat
Englischer Name
Methyl formate
Summenformel
C2H4O2
Molmasse
60.05

Namen und Synonyme

METHYL FORMATE107-31-3Formic acid, methyl esterMethyl methanoateFormic acid methyl esterMethylformiatFormiate de methyleMethylformiaatMravencan methylnatymethanoic acid methyl esterDTXSID5025609Methylester kyseliny mravenci
Weitere Namen anzeigen
HCOOCH3Methyl formate analytical standardMetilformiatedemethyleformiatedemethyle(french)Methyl forMate (C1:0) SolutionMETHYL FORMATE FOR SYNTHESIS 1 LMETHYL FORMATE FOR SYNTHESIS 100 MLacid-Me
Metil (formiato di)Methyle (formiate de)Methyl ester of formic acid1MPH591FTGDTXCID305609CHEBI:77699RefChem:6021203-481-7

Datenbank-Bezeichner

CAS
107-31-3
PubChem CID
7865
DTXSID
DTXSID5025609
ChEMBL
CHEMBL295026
ChEBI
CHEBI:77699
UNII
1MPH591FTG
EC Number
203-481-7
Nikkaji
J4.064I

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0
Polarare Oberfläche (TPSA)
26,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
1
Schwere Atome
4

Experimentelle und physikochemische Eigenschaften

Chemical ClassesFlammable agents - 4th degree
SolventsSolvents -> Esters (<C12)
SpringerMaterials PropertiesCoriolis coupling
LogP · 2 Einträge

log Kow = 0.03

-0.21

Odor · 2 Einträge

Agreeable

Pleasant odor.

Density · 6 Einträge

0.977 at 68 °F (USCG, 1999) - Less dense than water; will float

0.987 at 15 °C/15 °C

DENSITY OF SATURATED AIR: 1.83 (AIR= 1)

Relative density (water = 1): 0.97

0.98

0.975 @ 20°C

Physikochemische Eigenschaften

Schmelzpunkt
-100 °C · -100 °C (lit.)
Siedepunkt
32 · 32-34 °C (lit.)
Dichte
0.974 g/mL · 0.974 g/mL at 20 °C (lit.)
Dampfdichte
2.1 · 2.1 (vs air)
Dampfdruck
32.91 psi · 32.91 psi ( 55 °C)
Brechungsindex
20 · n20/D 1.343(lit.)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H224: Extremely flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P303+P361+P353, P304+P340, P305+P351+P338, P317, P319, P330, P337+P317, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 1.4% (11 of 764) of reports.

Danger

H224 (98.6%): Extremely flammable liquid and vapor [Danger Flammable liquids]

Gefahrenhinweise

Regulatory Information · 6 Einträge

Chemical: Formic acid, methyl ester

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Formic acid, methyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Formic acid, methyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 07-04-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/2054

Formic acid, methyl ester: HSNO Approval: HSR001192 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - Formic acid, methyl ester: Environment tier I assessment
DOT LabelFlammable Liquid
Fire Hazards · 3 Einträge

Behavior in Fire: Vapor is heavier than air and may travel considerable distance to a source of ignition and flash back. (USCG, 1999)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Extremely flammable. Vapour/air mixtures are explosive. Heating will cause rise in pressure with risk of bursting. Risk of fire and explosion on contact with strong oxidants.

Fire Potential · 3 Einträge

Flammable liquid.

Mixes with water. Flammable, irritating vapor is produced.

Very dangerous fire hazard when exposed to heat or flame.

Health Hazards · 2 Einträge

Inhalation causes irritation of mucous membranes. Prolonged inhalation can produce narcosis and central nervous symptoms, including some temporary visual disturbance. Contact with liquid irritates eyes and may irritate skin if allowed to remain. Ingestion causes irritation of mouth and stomach and central nervous system depression, including visual disturbances. (USCG, 1999)

· May cause toxic effects if inhaled or absorbed through skin.

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

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

Use powder, alcohol-resistant foam, water spray, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 Einträge

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Rest. Refer for medical attention .

Accidental Release Measures · 2 Einträge

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 3 Einträge

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.

General First Aid:

(General first aid procedures)

Safe StorageFireproof. Separated from strong oxidants. Cool.
Firefighting HazardsVapors are heavier than air (vapor density, 2.07) and may travel to a source of ignition and flash back.

Toxikologische Informationen

Target OrgansEyes, respiratory system, central nervous system
Ecotoxicity Values · 5 Einträge

LC50 Leuciscus idus (Ide) about 120 mg/L/96 hr; static /97.7% pure/

EC50 Daphnia magna (Water flea; immobilization) >500 mg/L/24 hr /Conditions of bioassay not specified in source examined/

EC50 Scenedesmus subspicatus (Green algae; cell multiplication inhibition) 240 mg/L/72 hr /Conditions of bioassay not specified in source examined/

EC50 Scenedesmus subspicatus (Green algae; cell multiplication inhibition) 190 mg/L/96 hr /Conditions of bioassay not specified in source examined/

EC50 Pseudomonas putida (aquatic bacteria; cell multiplication inhibition) >10,000 mg/L/17 hr /Conditions of bioassay not specified in source examined/

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 25(SRC), determined from a log Kow of 0.03(2) and a regression-derived equation(3), indicates that methyl formate is expected to have very high mobility in soil(SRC). Volatilization of methyl formate from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 2.2X10-4 atm-cu m/mole(4). Methyl formate is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 5.9X10+2 mm Hg(5). Methyl formate is expected to undergo hydrolysis in moist soil. A base-catalyzed second-order hydrolysis rate constant of 16 L/mole-sec(SRC) was estimated using a structure estimation method(6); this corresponds to half-lives of 5.1 and 12 days at pH values of 7 and 8, respectively(6).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 25(SRC), determined from a log Kow of 0.03(2) and a regression-derived equation(3), indicates that methyl formate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 2.2X10-4 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 5.3 hours and 4.0 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 3.2(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Hydrolysis is expected to be an important fate process for methyl formate. A base-catalyzed second-order hydrolysis rate constant of 16 L/mole-sec(SRC) was estimated using a structure estimation method(7); this corresponds to half-lives of 5.1 and 12 days at pH values of 7 and 8, respectively(7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), methyl formate, which has a vapor pressure of 5.9X10+2 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase methyl formate 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 71 days(SRC), calculated from its rate constant of 2.3X10-13 cu cm/molecule-sec at 25 °C(3). Methyl formate did not undergo direct photolysis when irradiated with UV light >300 nm(4).

Food Survey Values · 1 Eintrag

Methyl formate was detected in the volatiles of chicken, beef, and pork flavor(1). Methyl formate was identified as a volatile constituent in brewed, roasted, and dried coffee(2). It has also been detected as an aroma substance in apples(3).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure Routes · 2 Einträge

The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.

inhalation, skin absorption, ingestion, skin and/or eye contact

Regulatorische Informationen

TSCA Requirements · 2 Einträge

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Methyl formate is included on this list.

Atmospheric Standards · 1 Eintrag

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. Methyl formate is produced, as an intermediate or final product, by process units covered under this subpart.

DHS Chemicals of Interest (COI) · 4 Einträge

Methyl formate

1

10000

Flammable chemical that can be released at a facility.

Sicherheitsdaten

OEB
A
OEL
TWA: 100 ppm (250 mg/m3), STEL: 150 ppm (375 mg/m3)
wgk
1
IDLA
4,500 ppm
tsca
TSCA listed
ridadr
UN 1243

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 3 Einträge

The products of hydrolysis have been found in significant quantity upon incubation of methyl formate with body fluids. Oxidation of the formic acid fraction may be carried out by the liver and striated muscle but not the kidney. No further metabolism of the methanol fraction has been observed in tissue slices.

...Methyl formate may be formed, under the action of alcohol dehydrogenase, in the bodies of animals exposed to formaldehyde and methanol.

Methyl formate is biotransformed via hydrolysis in the body to yield methanol and formic acid.

Absorption, Distribution and Excretion · 2 Einträge

This ester can be absorbed into body through respiratory and digestive systems and it may also penetrate skin.

Small quantities of the parent compound have been found in the blood of animals killed by methyl formate vapor.

Verwendung und Herstellung

Uses · 6 Einträge

Used as a solvent (cellulose acetate and quick drying finishes), fumigant and larvicide (food and tobacco crops), and chemical intermediate; Also used as a refrigeration solvent, blowing agent for foam insulation, and binding agent in mold cores in iron foundries; [ACGIH]

Molding and Core Making [Category: Foundry]

Smoking cigarettes [Category: Food & Drugs]

For Methyl formate (USEPA/OPP Pesticide Code: 053701) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

High-boiling refrigerant for house appliances /SRP: Formerly/

Solvent; intermediate for dimethylformamide

U.S. Production · 6 Einträge

2023: 100,000,000 - <500,000,000 lb

Formic acid, methyl ester is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1986) > 10 million - 50 million pounds

(1990) > 1 million - 10 million pounds

For more U.S. Production (Complete) data for METHYL FORMATE (8 total), please visit the HSDB record page.

Consumer UsesIntermediate
Industry UsesProcessing aids not otherwise specified
Methods of Manufacturing · 3 Einträge

Reaction of methanol, carbon monoxide, and steam, over a charcoal or sodium methoxide catalyst at 200 degrees C and 200 atmospheres of pressure.

Methyl formate is produced by base-catalyzed carbonylation of methanol.

By heating methanol with sodium formate and hydrochloric acid with subsequent distillation.

Formulations/PreparationsGrade: Technical, refined, FCC
Anwendungen · 2 Einträge

BeschreibungMethyl Formate, also known as methyl methanoate, is the methyl ester of formic acid. The simplest example of an ester, it is a clear liquid with an ethereal odour, high vapor pressure, and low surface tension. It is an aromatic compound found in apples (Neubeller and Buchloh, 1986), and was identified as a volatile constituent in brewed, roasted, and dried coffee (Lovell et al., 1980); Methyl formate is used primarily to manufacture formamide, dimethylformamide, and formic acid. It is also used as a solvent for quick-drying finishes such as lacquers and in organic synthesis.

VerwendenMethyl formate is used as a fumigant, as alarvicide for food crops, and as a solvent forcellulose acetate.

Anbieter50 Anbieter

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Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: Methyl formate is a formate ester resulting from the formal condensation of formic acid with methanol. A low-boiling (31.5 ℃) colourless, flammable liquid, it has been used as a fumigant and larvicide for tobacco and food crops. It has a role as a polar aprotic solvent, a fumigant, an insecticide and a refrigerant. It is a formate ester, a methyl ester and a volatile organic compound. It is functionally related to a methanol.

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