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Methyl phenylacetate

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Methyl phenylacetate Basic information
Methyl phenylacetate Chemical Properties
Safety Information
  • Hazard Codes Xn
  • Risk Statements 21-R21
  • Safety Statements 23-24/25
  • WGK Germany 2
  • RTECS AJ3175000
  • TSCA Yes
  • HS Code 29163500
  • ToxicityThe acute oral LD50 in rats was reported as 2.55 g/kg (1.67-3.43 g/kg) and the acute dermal LD50 in rabbits as 2.4 g/kg (0.15-4.7 g/kg) (Moreno, 1974).
MSDS
Methyl phenylacetate Usage And Synthesis
  • DescriptionMethyl phenylacetate belongs to an ester compound form between the methanol and phenylacetate. It chemical formula is C6H5CH2COOCH3. It is generally found in brandy, capsicum, honey, pepper, some wine, coca and coca products. It is mainly used as a flavouring agent, and is also supplemented into perfumes to enhance honey scents. It is also applied for the partition coefficient measurement experiments. It can also be used as the precursor for the manufacture of synthetic perfumes. In addition, as an acylating agent, it can participate in the enantioselective acylation reaction of beta-lactam intermediate catalyzed by the penicillin G amidase.
  • Referenceshttps://www.alfa.com/en/catalog/A15537/
    https://en.wikipedia.org/wiki/Methyl_phenylacetate
    https://pubchem.ncbi.nlm.nih.gov/compound/methyl_phenylacetate#section=Cellular-Locations
  • DescriptionMethyl phenyl acetate is an organic compound that is the ester formed from methanol and phenyl acetic acid, with the structural formula C6H5CH2COOCH3. It is a clear colorless liquid that is only slightly soluble in water, but very soluble in most organic solvents.
    Methyl phenyl acetate has a strong odor similar to honey. The odor is so strong that recommended smelling is of a solution with 10% or less methyl phenyl acetate. This compound also naturally occurs in brandy, capsicum, coffee, honey, pepper and some wine.
    Methyl phenyl acetate is used in the flavor industry and in perfumes to impart honey scents.
  • Chemical PropertiesMethyl phenylacetate has an intense odor suggestive of honey and jasmine with a sweet, honey-like flavor. May be prepared by methanolic esterification of the corresponding acid or nitrile; by reacting HCL over a solution of benzyl nitrile in methanol.
  • Chemical PropertiesMethyl phenylacetate has an intense odor suggestive of honey and jasmine. It has a sweet, honey-like flavor.
  • Chemical Propertiescolourless liquid
  • OccurrenceReported found in cocoa, coffee, strawberry, pineapple, pepper, hop oil, cognac, peanut, honey, starfruit, Bourbon vanilla, mountain papaya, roasted chicory root and rooibus tea (Aspalathus linearis).
  • UsesPerfumery, flavors for tobacco, flavoring.
  • PreparationBy methanolic esterification of the corresponding acid or nitrile; by reacting HCl over a solution of benzyl nitrile in methanol
  • Aroma threshold valuesDetection: 25 ppb
  • Taste threshold valuesTaste characteristics at 30 ppm: floral, fruity, honey, spice, waxy and sweet
  • Synthesis Reference(s)Journal of the American Chemical Society, 93, p. 4919, 1971 DOI: 10.1021/ja00748a051
    Tetrahedron Letters, 30, p. 2945, 1989 DOI: 10.1016/S0040-4039(00)99165-2
  • Safety ProfileModerately toxic by ingestion and skin contact. A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.
Methyl phenylacetate Preparation Products And Raw materials
Methyl phenylacetate(101-41-7)Related Product Information
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