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108057

Sigma-Aldrich

Methyl phenylacetate

ReagentPlus®, ≥99%

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Linear Formula:
C6H5CH2CO2CH3
CAS Number:
101-41-7
Molecular Weight:
150.17
Beilstein:
878795
EC Number:
202-940-9
MDL number:
MFCD00008453
PubChem Substance ID:
24846797

Quality Level

100

product line

ReagentPlus®

Assay

≥99%

refractive index

n20/D 1.503 (lit.)

bp

218 °C (lit.)

density

1.066 g/mL at 20 °C (lit.)

SMILES string

COC(=O)Cc1ccccc1

InChI

1S/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3

InChI key

CRZQGDNQQAALAY-UHFFFAOYSA-N

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Application

Methyl phenylacetate was used as model compound for partition coefficient measurement experiments.

Biochem/physiol Actions

Methyl phenylacetate undergoes decomposition on photolysis in methanol. Methyl phenylacetate acts as acylating agent and causes the enantioselective acylation of beta-lactam intermediate using penicillin G amidase. Methyl phenylacetate is the starting material in manufacture of synthetic perfumes.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

211.1 °F - closed cup

Flash Point(C)

99.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Photolysis of phenylacetic acid and methyl phenylacetate in methanol.
Meiggs TO and Miller SI.
Journal of the American Chemical Society, 94(6), 1989-1996 (1972)
Yichen Cao et al.
Journal of pharmaceutical sciences, 93(11), 2768-2779 (2004-09-25)
The ability to predict drug solubility and partitioning in triglyceride solvents from the chemical structures of the solute and the triglyceride would be highly useful in drug formulation development and in screening drug candidates for lipid solubility and possibly drug
Enantioselective acylation of a beta-lactam intermediate in the synthesis of loracarbef using penicillin G amidase.
Zmijewski Jr MJ, et al.
Tetrahedron Letters, 32(13), 1621-1622 (1991)
Jonathan Slaughter et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 23(1), 167-175 (2016-10-30)
In investigating and seeking to mimic the reactivity of trimethylaluminium (TMA) with synthetic, ester-based lubricating oils, the reaction of methyl propionate 1 was explored with 1, 2 and 3 equivalents of the organoaluminium reagent. Spectroscopic analysis points to the formation of
Miriam Frida Karlsson et al.
Journal of agricultural and food chemistry, 57(13), 5903-5909 (2009-06-06)
The Guatemalan moth Tecia solanivora is an invasive pest of potato in Central and South America. The larvae infest potato tubers in the field as well as in storage facilities. The headspace of potato foliage and potato tubers was studied
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