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
Show more names
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
- Formal charge
- 0
- Complexity
- 40
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.)
- FEMA
- 2676 · 2676 | METHYL ACETATE
- FLAVIS Number
- 9.023 · 09.023 | Methyl acetate
- Flash point
- 3.2 °F · 3.2 °F
- storage temp.
- no restrictions.
- solubility
- 250 g/l · 250g/l
- form
- Solution
- color
- Clear colorless to slightly pale yellow
- Relative polarity
- 0.253 · 0.253
- PH
- 7 · 7
- Odor
- Slightly acrid, sweet; fragrant.
- biological source
- synthetic
- Odor Threshold
- 1.7 ppm · 1.7ppm
- Odor Type
- ethereal
- explosive limit
- 3.1 · 3.1-16%(V)
- Water Solubility
- 250 g/L · 250 g/L (20 ºC)
- Thermal Conductivity
- 0.15 W/ · 0.15 W/(m·K) at 25 ℃
- Specific Heat Capacity
- 1.92 J/ · Cp(liquid): 1.92 J/(g·K); Cp(gas): 1.16 J/(g·K), at 25℃
- λmax
- 255 nm · λ: 255 nm Amax: 1.0λ: 275 nm Amax: 0.1λ: 300 nm Amax: 0.01
- JECFA Number
- 125 · 125
- Merck
- 14 · 14,6008
- BRN
- 1736662 · 1736662
- Henry's Law Constant
- 0.9 at · 0.90 at 20.00 °C, 1.56 at 30.00 °C (headspace-GC, Hovorka et al., 2002)
- Dielectric constant
- 7.3 · 7.3(20℃)
- Exposure limits
- 200 ppm · ACGIH:TLV-TWA 200 ppm (606 mg/m3); TLV-STEL of 250 ppm (757 mg/m3)OSHA:PEL-TWA 200 ppm (610 mg/m3)NIOSH:REL-TWA 200 ppm; REL-STEL 250 ppm
- Stability
- Stable. Extremely flammable - readily forms explosive mixtures with air. Note low flash point and wide explosion limits. Incompatible with strong oxidizing agents, strong bases, strong acids, nitrates. May be moisture sensitive.
- Major Application
- cleaning productscosmeticsenvironmentalflavors and fragrancesfood and beveragespersonal care
- Cosmetics Ingredients Functions
- PERFUMINGSOLVENT
- Cosmetic Ingredient Review (CIR)
- Methyl acetate (79-20-9)
- InChI
- 1S/C3H6O2/c1-3(4)5-2/h1-2H3
- InChIKey
- KXKVLQRXCPHEJC-UHFFFAOYSA-N
- SMILES
- COC(C)=O
- LogP
- 0.18 at · 0.18 at 20℃
- Surface tension
- 25.4 mN/m · 25.4mN/m at 298.15K
- CAS DataBase Reference
- 79 · 79-20-9(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- METHYL ACETATE
- FDA 21 CFR
- 175.105 · 175.105
- EWG's Food Scores
- 2 · 2
- FDA UNII
- 684 QT396F · W684QT396F
- NIST Chemistry Reference
- Acetic acid, methyl ester(79-20-9)
- EPA Substance Registry System
- Methyl acetate (79-20-9)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 2 · GHS02,GHS07,GHS08
- Signal word
- Danger
- Hazard statements
- 319 · H319-H370-H335-H336-H225
- Precautionary statements
- 501 · P501-P260-P270-P240-P210-P233-P243-P241-P242-P271-P264-P280-P370+P378-P337+P313-P305+P351+P338-P308+P311-P303+P361+P353-P304+P340+P312-P403+P233-P403+P235-P405
- target organs
- Central nervous system
- PPE
- Eyeshields, Faceshields, Gloves
- Hazard Codes
- F,Xi
- Risk Statements
- 11 · 11-36-66-67
- Safety Statements
- 16 · 16-26-29-33
- OEB
- A
- OEL
- 200 ppm · TWA: 200 ppm (610 mg/m3), STEL: 250 ppm (760 mg/m3)
- RIDADR
- 1231 · UN 1231
- WGK Germany
- 1 · 1
- RTECS
- 9100000 · AI9100000
- Autoignition Temperature
- 936 °F · 936 °F
- TSCA
- TSCA listed
- HS Code
- 2915 · 2915 39 00
- HazardClass
- 3 · 3
- PackingGroup
- II
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 2 Flam · Eye Irrit. 2Flam. Liq. 2STOT SE 3
- Hazardous Substances Data
- 79 · 79-20-9(Hazardous Substances Data)
- Toxicity
- 50 orally · LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rat > 2000 mg/kg
- IDLA
- 3 · 3,100 ppm [10% LEL]
- REACH Registrations
- Active
- Limited Quantities
- 1 L · 1.0 L (0.3 gallon) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
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
- rtecs
- AI9100000
- ridadr
- UN 1231
- hs_code
- 2915 39 00
- Toxicity
- LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rat > 2000 mg/kg
- risk_code
- 11-36-66-67
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07,GHS08
- hazard_code
- F,Xi
- safety_code
- 16-26-29-33
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- II
- target organs
- Central nervous system
- Hazard statements
- H319-H370-H335-H336-H225
- Limited Quantities
- 1.0 L (0.3 gallon) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
- REACH Registrations
- Active
- Hazard Classifications
- Eye Irrit. 2Flam. Liq. 2STOT SE 3
- Autoignition Temperature
- 936 °F
- Precautionary statements
- P501-P260-P270-P240-P210-P233-P243-P241-P242-P271-P264-P280-P370+P378-P337+P313-P305+P351+P338-P308+P311-P303+P361+P353-P304+P340+P312-P403+P233-P403+P235-P405
- Hazardous Substances Data
- 79-20-9(Hazardous Substances Data)
Chemistry & industry
Applications
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
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Additional notes
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
Compound notes
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