Methyl Acetate

HCID 6584

Basic information

CAS
79-20-9
Standard SMILES
COC(C)=O
InChIKey
KXKVLQRXCPHEJC-UHFFFAOYSA-N
Molecular formula
C3H6O2
Average molar mass
74.08 g/mol
Monoisotopic mass
74.03677943

Names & identifiers

Preferred name
Methyl Acetate
IUPAC
methyl acetate
English name
Methyl acetate
Molecular formula
C3H6O2
Molecular weight
74.08

Names & synonyms

METHYL ACETATE79-20-9DevotonTeretonMethyl ethanoateAcetic acid, methyl esterAcetic acid methyl esterMethylacetatMethylacetaatAcetate de methyleMethyl acetic esterOctan metylu
Show more names
CH3COOCH3methylethanoateFEMA 2676methyle(acetatede)Metile
Metile (acetato di)Methyle (acetate de)Methylester kiseliny octoveEthyl ester of monoacetic acidFEMA No. 2676DTXSID4021767Methyl ester of acetic acidW684QT396F

Database identifiers

CAS
79-20-9
PubChem CID
6584
DTXSID
DTXSID4021767
ChEMBL
CHEMBL14079
ChEBI
CHEBI:77700
UNII
W684QT396F
EC Number
201-185-2
Nikkaji
J1.965H

Properties

Computed structural properties

XLogP
0.2
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
5

Physicochemical properties

Melting point
-98 °C · -98 °C (lit.)
Boiling point
57 · 57-58 °C (lit.)
Density
0.934 g/mL · 0.934 g/mL at 25 °C
vapor density
2.55 · 2.55 (vs air)
vapor pressure
165 mm · 165 mm Hg ( 20 °C)
refractive index
20 · n20/D 1.361(lit.)

Safety & regulation

Safety data

OEB
A
OEL
TWA: 200 ppm (610 mg/m3), STEL: 250 ppm (760 mg/m3)
PPE
Eyeshields, Faceshields, Gloves
wgk
1
IDLA
3,100 ppm [10% LEL]
tsca
TSCA listed

Chemistry & industry

Applications · 4 items

DescriptionMethyl acetate, also known as MeOAc , acetic acid methyl ester or methyl ethanoate, is a carboxylate ester with the formula CH3COOCH3. It is a flammable liquid with a characteristically pleasant smell reminiscent of some glues and nail polish removers. Methyl acetate is occasionally used as a solvent, being weakly polar and lipophilic, but its close relative ethyl acetate is a more common solvent being less toxic and less soluble in water. Methyl acetate has a solubility of 25% in water at room temperature. At elevated temperature its solubility in water is much higher. Methyl acetate is not stable in the presence of strong aqueous bases or aqueous acids. Methyl acetate is VOC exempt.

OccurrenceReported found in apple, banana, sweet and sour cherry, tangerine juice, black currants, guava, grapes, melon, peach, pear, pineapple, strawberry, cabbage, tomato, clove bud, peppermint oil, vinegar, bread, cheeses, butter, yogurt, beef, beer, cognac, rum, whiskies, cider, sherry, grape wines, cocoa, coffee, filbert, peanut, honey, soybean, olive, passion fruit, fruit brandies, fig, gin, kiwifruit, clary sage, arrack and nectarine.

UsesMethyl acetate is used as a solvent forlacquers, resins, oils, and nitrocellulose; inpaint removers; as a flavoring agent; and inthe manufacture of artificial leather.

General DescriptionMethyl acetate appears as a clear colorless liquid with a fragrant odor. Moderately toxic. Flash point 14 °F. Vapors heavier than air.

Preparation methods · 1 item

PreparationMethyl acetate is produced industrially via the carbonylation of methanol as a byproduct of the production of acetic acid.Methyl acetate also arises by esterification of acetic acid with methanol in the presence of strong acids such as sulfuric acid, this production process is famous because of Eastman Kodak's intensified process using a reactive distillation. 2–1-Reactions In the presence of strong bases such as sodium hydroxide or strong acids such as hydrochloric acid or sulfuric acid it is hydrolyzed back into methanol and acetic acid, especially at elevated temperature. The conversion of methyl acetate back into its components, by an acid , is a first-order reaction with respect to the ester. The reaction of methyl acetate and a base, for example sodium hydroxide, is a second-order reaction with respect to both reactants. 3-Applications A major use of methyl acetate is as a volatile low toxicity solvent in glues, paints, and nail polish removers. Acetic anhydride is produced by carbonylation of methyl acetate in a process that was inspired by the Monsanto acetic acid synthesis.

Suppliers100 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]
上海犇特化工有限公司13761726461 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东鑫亿达化工科技有限公司15806621738 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Methyl acetate is an acetate ester resulting from the formal condensation of acetic acid with methanol. A low-boiling (57°C) colourless, flammable liquid, it is used as a solvent for many resins and oils. It has a role as a polar aprotic solvent, a fragrance and an EC 3.4.19.3 (pyroglutamyl-peptidase I) inhibitor. It is an acetate ester, a methyl ester and a volatile organic compound.

Related reactions

345 records

Compound notes

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