Basic information
- Standard SMILES
COC(=O)c1ccccc1- InChIKey
QPJVMBTYPHYUOC-UHFFFAOYSA-N- Molecular formula
- C8H8O2
- Average molar mass
- 136.15 g/mol
- Monoisotopic mass
- 136.05242949
Names & identifiers
- Preferred name
- Methyl Benzoate
- IUPAC
- methyl benzoate
- English name
- Methyl benzoate
- Molecular formula
- C8H8O2
- Molecular weight
- 136.15
Names & synonyms
Show more names
Database identifiers
- CAS
93-58-3- PubChem CID
- 7150
- DTXSID
DTXSID5025572- ChEMBL
CHEMBL16435- ChEBI
CHEBI:72775- UNII
- 6618K1VJ9T
- EC Number
- 202-259-7
- Nikkaji
- J9.149I
Properties
Computed structural properties
- XLogP
- 2.1
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 114
Physicochemical properties
- Melting point
- -12 °C · -12 °C (lit.)
- Boiling point
- 198 · 198-199 °C (lit.)
- Density
- 1.088 g/mL · 1.088 g/mL at 20 °C (lit.)
- vapor density
- 4.68 · 4.68 (vs air)
- vapor pressure
- 1 mm · <1 mm Hg ( 20 °C)
- refractive index
- 20 · n20/D 1.516(lit.)
- FEMA
- 2683 · 2683 | METHYL BENZOATE
- FLAVIS Number
- 9.725 · 09.725 | Methyl benzoate
- Flash point
- 181 °F · 181 °F
- storage temp.
- 5 °C · Store at +5°C to +30°C.
- solubility
- 60 %, · ethanol: soluble60%, clear (1mL/4ml)
- form
- Liquid
- pka
- 20 · 20(Solvent: Water)
- color
- Clear colorless to pale yellow
- Specific Gravity
- 1.087 · 1.087~1.095 (20℃)
- Odor
- 1 % · at 1.00 % in dipropylene glycol. phenolic wintergreen almond floral cananga
- Odor Type
- phenolic
- biological source
- synthetic
- explosive limit
- 8.6 · 8.6-20%(V)
- Water Solubility
- 0.1 g/100 · <0.1 g/100 mL at 22.5 ºC
- Thermal Conductivity
- 0.137 W/ · 0.137 W/(m·K) at 50 ℃
- Specific Heat Capacity
- 1.63 J/ · Cp(liquid): 1.63 J/(g·K), at 25℃
- JECFA Number
- 851 · 851
- Merck
- 14 · 14,6024
- BRN
- 1072099 · 1072099
- Henry's Law Constant
- 2.9 · 2.9×10-1 mol/(m3Pa) at 25℃, Brockbank (2013)
- Dielectric constant
- 6.6 · 6.6(20℃)
- Stability
- Stable. Combustible. Incompatible with strong oxidizing agents, strong acids, strong bases.
- Major Application
- cleaning productscosmeticsflavors and fragrancesfood and beveragespersonal care
- Cosmetics Ingredients Functions
- SKIN CONDITIONING - EMOLLIENTSOLVENTPRESERVATIVEFRAGRANCE
- Cosmetic Ingredient Review (CIR)
- Methyl benzoate (93-58-3)
- InChI
- 1S/C8H8O2/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H3
- InChIKey
- QPJVMBTYPHYUOC-UHFFFAOYSA-N
- SMILES
- COC(=O)c1ccccc1
- LogP
- 2.12 · 2.12-2.2 at 20℃
- CAS DataBase Reference
- 93 · 93-58-3(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- METHYL BENZOATE
- FDA 21 CFR
- 172.515 · 172.515
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 6618 K1VJ9T · 6618K1VJ9T
- NIST Chemistry Reference
- Benzoic acid, methyl ester(93-58-3)
- EPA Substance Registry System
- Methyl benzoate (93-58-3)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07,GHS08
- Signal word
- Danger
- Hazard statements
- 302 · H302-H319-H304-H227
- Precautionary statements
- 501 · P501-P270-P210-P264-P280-P370+P378-P331-P337+P313-P305+P351+P338-P301+P310-P403+P235-P405
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22
- Safety Statements
- 36 · 36
- RIDADR
- 2938 · UN 2938
- WGK Germany
- 1 · 1
- RTECS
- 3850000 · DH3850000
- Autoignition Temperature
- 510 °C · 510 °C
- TSCA
- TSCA listed
- HS Code
- 29163100 · 29163100
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 4 OralRepr · Acute Tox. 4 OralRepr. 2
- Hazardous Substances Data
- 93 · 93-58-3(Hazardous Substances Data)
- Toxicity
- 50 orally · LD50 orally in rats: 3.43 g/kg (Smyth)
- REACH Registrations
- Active
Safety & regulation
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- DH3850000
- ridadr
- UN 2938
- hs_code
- 29163100
- Toxicity
- LD50 orally in rats: 3.43 g/kg (Smyth)
- risk_code
- 22
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xn
- safety_code
- 36
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H302-H319-H304-H227
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 OralRepr. 2
- Autoignition Temperature
- 510 °C
- Precautionary statements
- P501-P270-P210-P264-P280-P370+P378-P331-P337+P313-P305+P351+P338-P301+P310-P403+P235-P405
- Hazardous Substances Data
- 93-58-3(Hazardous Substances Data)
Chemistry & industry
Applications
DescriptionMethyl benzoate is an organic compound. It is an ester with the chemical formula C6H5CO2CH3. It is a colorless liquid that is poorly soluble in water, but miscible with organic solvents. Methyl benzoate has a pleasant smell, strongly reminiscent of the fruit of the feijoa tree, and it is used in perfumery. It also finds use as a solvent and as a pesticide used to attract insects such as orchid bees.
OccurrenceMethyl benzoate can be isolated from the freshwater fern Salvinia molesta. It is one of many compounds that is attractive to males of various species of orchid bees, which apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study. Cocaine hydrochloride hydrolyzes in moist air to give methyl benzoate; drug - sniffing dogs are thus trained to detect the smell of methyl benzoate.
UsesMethyl benzoate is used in perfumery. It also finds use as a solvent. It acts as an intermediate and odor agents. Further, it is used to attract insects such as orchid bees. It is also used for cellulose esters, cellulose ethers, synthetic resin and rubber solvent and polyester fibers to assist in the preparation of flavor.
General DescriptionA crystalline solid or a solid dissolved in a liquid. Denser than water. Contact may slightly irritate skin, eyes and mucous membranes. May be slightly toxic by ingestion. Used to make other chemicals.
Preparation methods
PreparationMethyl benzoate is manufactured by heating benzoic acid and dimethyl sulfate to high temperature, or by exchange between ethyl benzoate and methanol in KOH solution. It may also be produced by the alcoholysis of benzonitrile. It is a by-product of ozonolysis of water.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: Methyl benzoate is a benzoate ester obtained by condensation of benzoic acid and methanol. It has a role as a metabolite and an insect attractant. It is a benzoate ester and a methyl ester.
Related reactions
Linked notes
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