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101-41-7

Basic Information
CAS No.: 101-41-7
Name: Methyl phenylacetate
Article Data: 423
Molecular Structure:
Molecular Structure of 101-41-7 (Methyl phenylacetate)
Formula: C9H10O2
Molecular Weight: 150.177
Synonyms: Aceticacid, phenyl-, methyl ester (6CI,8CI);2-Methoxy-1-phenyl-2-oxoethane;Methylbenzeneacetate;Methyl benzeneethanoate;Methylphenylethanoate;Methyl a-phenylacetate;Methyl a-toluate;NSC 401667;NSC 9405;Phenylacetic acid methyl ester;Benzeneaceticacid, methyl ester;
EINECS: 202-940-9
Density: 1.055 g/cm3
Melting Point: 218 °C(lit.)
Boiling Point: 218 °C at 760 mmHg
Flash Point: 93.9 °C
Solubility: Miscible with water.
Appearance: colourless liquid
Hazard Symbols: HarmfulXn
Risk Codes: 21
Safety: 23-24/25
PSA: 26.30000
LogP: 1.40210
Synthetic route
67-56-1

methanol

103-82-2

phenylacetic acid

101-41-7

benzeneacetic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride for 1h; Heating;100%
With sulfuric acid for 4h; Reflux;100%
With sulfuric acid Heating;99%
67-56-1

methanol

4861-85-2

isopropyl phenylacetate

101-41-7

benzeneacetic acid methyl ester

Conditions
ConditionsYield
With tert-butylamine for 21h; Heating;100%
With indium; iodine for 5.5h; transesterification; Heating;86%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium bromide for 5h; Ambient temperature;
67-56-1

methanol

102-16-9

benzyl 2-phenylacetate

101-41-7

benzeneacetic acid methyl ester

Conditions
ConditionsYield
With tert-butylamine; lithium bromide for 0.25h; Heating;100%
With indium; iodine for 12h; transesterification; Heating;88%
In acetonitrile Ambient temperature; Et4NClO4 electrolyte, glassy carbon cathode, Pt anode, -1,7 V potential;43%
With PCS-DBU In water at 60℃; Rate constant; Mechanism; other quaternary ammonium resins, other temperatures, other reaction time;
67-56-1

methanol

201230-82-2

carbon monoxide

100-39-0

benzyl bromide

101-41-7

benzeneacetic acid methyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; C52H46O2P2Pd2; triphenylphosphine at 60℃; for 2h; Conversion of starting material;100%
With N-ethyl-N,N-diisopropylamine; C26H24BrOPPd; triphenylphosphine at 28 - 60℃; under 760.051 - 2587.76 Torr; for 2h; Conversion of starting material;99%
With N-ethyl-N,N-diisopropylamine; C43H37BrOP2Pd; triphenylphosphine at 60℃; for 2h; Conversion of starting material;99%
107-31-3

Methyl formate

201230-82-2

carbon monoxide

100-39-0

benzyl bromide

101-41-7

benzeneacetic acid methyl ester

Conditions
ConditionsYield
With potassium iodide; <1,5-HDRhCl>2 under 5171.5 Torr; Ambient temperature;100%
67-56-1

methanol

101-97-3

Ethyl 2-phenylethanoate

101-41-7

benzeneacetic acid methyl ester

Conditions
ConditionsYield
With tert-butylamine for 2h; Heating;100%
(EtO)3TiO(CH2)2OTi(OEt)3 for 72h; Heating;91%
scandium tris(trifluoromethanesulfonate) at 64℃; for 10h;91%
With Rhizobium meliloti cyclosophoraoses at 60℃; Kinetics; Enzyme kinetics; Further Variations:; Reaction partners; reaction time;
98-86-2

acetophenone

149-73-5

trimethyl orthoformate

101-41-7

benzeneacetic acid methyl ester

Conditions
ConditionsYield
With lithium perchlorate; methyl iodide Ambient temperature; anodic oxidation at constant current;100%
With poly[4-(diacetoxyiodo)styrene]; sulfuric acid In acetonitrile at 60℃; for 0.5h;80%
With lead(IV) acetate; perchloric acid at 50℃; for 2h;46%
With LiCO4*H2O; methyl iodide Product distribution; Mechanism; Ambient temperature; anodic oxidation at constatnt current;
36851-80-6

nitrosomethylurea

103-82-2

phenylacetic acid

101-41-7

benzeneacetic acid methyl ester

Conditions
ConditionsYield
With potassium hydroxide In diethyl ether at 0℃; Inert atmosphere;100%
616-38-6

carbonic acid dimethyl ester

103-79-7

1-phenyl-acetone

101-41-7

benzeneacetic acid methyl ester

Conditions
ConditionsYield
With Novozym 435; acylase I from Aspergillus melleus; amano lipase AK from pseudomonas fluorescens; lipase from wheat germ; papaine In toluene at 40℃; for 48h; Mechanism; Enzymatic reaction;100%
4636-16-2

iodoacetophenone

149-73-5

trimethyl orthoformate

101-41-7

benzeneacetic acid methyl ester

Conditions
ConditionsYield
With acid99%
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    Product Name: Methyl phenylacetate CAS: 101-41-7 MF: C9H10O2 MW: 150.17 EINECS: 202-940-9 Mol File: 101-41-7.mol Methyl phenylacetate Structure Methyl phenylacetate Chemical Properties Melting point 107-115 °C Boiling poin

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Methyl benzeneacetate with CAS registry number of 101-41-7 is also called Benzeneaceticacid, methyl ester. The IUPAC name is methyl phenylacetate. Its EINECS registry number is 202-940-9. In addition, the molecular formula is C9H10O2 and the molecular weight is 150.17. It is a kind of colourless liquid and belongs to the classes of Organics; API Intermediates; Alphabetical Listings; Flavors and Fragrances; M-N; C8 to C9; Carbonyl Compounds; Esters. What's more, it is stable and incompatible with strong oxidizing agents and strong bases.

Physical properties about this chemical are: (1)ACD/LogP: 1.97; (2)ACD/LogD (pH 5.5): 1.97; (3)ACD/LogD (pH 7.4): 1.97; (4)ACD/BCF (pH 5.5): 18.37; (5)ACD/BCF (pH 7.4): 18.37; (6)ACD/KOC (pH 5.5): 279.56; (7)ACD/KOC (pH 7.4): 279.56; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 26.3 Å2; (11)Index of Refraction: 1.505; (12)Molar Refractivity: 42.2 cm3; (13)Molar Volume: 142.2 cm3; (14)Polarizability: 16.73 ×10-24cm3; (15)Surface Tension: 35.9 dyne/cm; (16)Density: 1.055 g/cm3; (17)Flash Point: 93.9 °C; (18)Enthalpy of Vaporization: 45.44 kJ/mol; (19)Boiling Point: 218 °C at 760 mmHg; (20)Vapour Pressure: 0.129 mmHg at 25°C.

Preparation of Methyl benzeneacetate: it can be prepared by benzene acetonitrile through hydrolysis esterification. This reaction will need reagent methanol and sulfuric acid. You should drop benzene acetonitrile in 1.5 hours at the temperature of 95 °C. The reaction time is 6 hours by heating at reaction temperature of 95-100 °C. Then go through the operation of colling, washing, discarding the water layer, fractionating to get the products. The yield is about 80%.

Uses of Methyl benzeneacetate: it can be used to modulate floral flavor. And it can be used for organic synthesis and used to manufacture atropine and anisodamine. In addition, it can react with benzaldehyde to Prepare 3-hydroxy-2,3-diphenyl-propionic acid methyl ester. This reaction will need reagent C6H5CHBrCO2CH3 and solvent dimethylformamide. The yield is about 35%.

Methyl benzeneacetate can react with benzaldehyde to Prepare 3-hydroxy-2,3-diphenyl-propionic acid methyl ester

When you are using this chemical, please be cautious about it as the following:
It is harmful if it contact with skin. During using it, do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer). In addition, you should avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC)Cc1ccccc1
(2)InChI: InChI=1/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3
(3)InChIKey: CRZQGDNQQAALAY-UHFFFAOYAC

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 2400mg/kg (2400mg/kg)   Food and Cosmetics Toxicology. Vol. 12, Pg. 941, 1974.
rat LD50 oral 2550mg/kg (2550mg/kg)   Food and Cosmetics Toxicology. Vol. 12, Pg. 941, 1974.