甲酸甲酯

Methyl formate

HCID 7865CAS 107-31-3

基本信息

标准SMILES
COC=O
InChIKey
TZIHFWKZFHZASV-UHFFFAOYSA-N
分子式
C2H4O2
平均分子量
60.05 g/mol
单同位素质量
60.02112937

概述

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

名称与标识

首选名称
Methyl formate
IUPAC
methyl formate
中文名
甲酸甲酯
英文名
Methyl formate
分子式
C2H4O2
分子量
60.05

名称与别名

METHYL FORMATE107-31-3Formic acid, methyl esterMethyl methanoateFormic acid methyl esterMethylformiatFormiate de methyleMethylformiaatMravencan methylnatymethanoic acid methyl esterDTXSID5025609Methylester kyseliny mravenci
展开更多名称
蚁酸甲酯甲酸甲酯甲基甲酸酯甲酸甲酯CP甲酸甲酯 纯甲酸甲酯-GCS甲酸甲酯 蚁酸甲酯甲酸甲酯(标准品)二硫化碳中甲酸甲酯甲酸甲酯/超干溶剂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

数据库标识

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

性质

结构计算性质

XLogP
0
极性表面积
26.3 Ų
氢键供体
0
氢键受体
2
可旋转键
1
重原子
4

实验与物化性质

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

log Kow = 0.03

-0.21

Odor · 2 条

Agreeable

Pleasant odor.

Density · 6 条

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

物理化学性质

熔点
-100 °C · -100 °C (lit.)
沸点
32 · 32-34 °C (lit.)
密度
0.974 g/mL · 0.974 g/mL at 20 °C (lit.)
蒸气密度
2.1 · 2.1 (vs air)
蒸气压
32.91 psi · 32.91 psi ( 55 °C)
折射率
20 · n20/D 1.343(lit.)

化学性质

无色液体,易挥发,有香味。 在水中的溶解度30.4g/100ml(20℃)。与乙醇混溶,溶于乙醚、甲醇。

安全与法规

GHS分类

GHS Classification · 6 条

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]

危害信息

Regulatory Information · 6 条

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 条

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 条

Flammable liquid.

Mixes with water. Flammable, irritating vapor is produced.

Very dangerous fire hazard when exposed to heat or flame.

Health Hazards · 2 条

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.

安全与防护

Fire Fighting · 2 条

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 条

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 条

· 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 条

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.

毒理信息

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

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 条

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 条

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 条

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

法规信息

TSCA Requirements · 2 条

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 条

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 条

Methyl formate

1

10000

Flammable chemical that can be released at a facility.

安全数据

wgk
1
tsca
TSCA listed
毒性
LD50 orally in Rabbit: 1500 mg/kg LD50 dermal Rat > 4000 mg/kg
RTECS号
LQ8925000
包装类别
I
危险等级
3

毒性防护

急性毒性口服- 大鼠 LD50: 475 毫克 / 公斤; 口服-小鼠 LD50: 675 毫克/公斤

职业标准TWA 250 毫克/ 立方米; STEL 375 毫克/ 立方米

包装储运 · 4 条

爆炸物危险特性与空气混合可爆

可燃性危险特性遇明火、高温、氧化剂易燃; 燃烧产生刺激烟雾

储运特性库房通风低温干燥; 与氧化剂分开存放

灭火剂干粉、二氧化碳、泡沫、1211灭火剂

化学与工业

药理信息

Metabolism/Metabolites · 3 条

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 条

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.

用途与制造

Uses · 6 条

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 条

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 条

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
应用领域 · 5 条

用途用作醋酸纤维、DMF的原料,农药多菌灵杀虫剂的溶剂,在酚醛树脂中用作固化剂,用于水果、各类烟草的熏蒸剂

用途用作有机合成的原料,可制甲酸、甲酰胺、二甲基甲酰胺、乙二醇、氯甲酸三氯甲酯、乙二酸酯、醋酐、醋酸等。还用于杀虫剂、军用毒气及溶剂等产品的生产;甲酸甲酯也用作硝酸纤维素和醋酸纤维素的溶剂、医药制造的中间体以及熏蒸杀菌剂。

用途用作色谱分析标准物质及乙酸纤维的溶剂,也用于有机合成

用途气相色谱标准物质,溶剂,有机合成,杀菌剂,杀虫剂,烟熏剂。

用途用作醋酸纤维、DMF的原料,农药多菌灵杀虫剂的溶剂,在酚醛树脂中用作固化剂,用于水果、各类烟草的薰蒸剂

制备方法

生产方法1.直接酯化法 由甲酸与甲醇进行酯化而得。将无水氯化钙和甲酸混合,搅拌冷却。慢慢加入甲醇。回流2.5h,蒸馏即得成品。反应时也可以不加氯化钙将甲酸与甲醇加热回流,蒸馏收集相对密为0.947的馏出液,得甲酸甲酯,收率为90%。原料消耗定额:甲酸845kg/t、甲醇600kg/t。2.二氧化碳法在三氟化硼的甲醇溶液中,以铱络合物作催化剂,通入二氧化碳和氢气,在100℃,5.88MPa下反应生成甲酸甲酯。3.甲醇羰基化法。4.甲醇脱氢法。5.甲醇氧化脱氢法。6.合成气一步合成法。

试剂价格

F0057 · 25ML
甲酸甲酯Methyl Formate — 185元
S0299 · 5ML
甲酸甲酯[标准物质]Methyl Formate [Standard Material for GC] — 490元

供应商50 家

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]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]
山东利尔邦新材料有限公司15253390963 15853386234 · [email protected]

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