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Methyl phenylacetate

HCID 7559
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Basic information

CAS
101-41-7
Standard SMILES
COC(=O)Cc1ccccc1
InChIKey
CRZQGDNQQAALAY-UHFFFAOYSA-N
Molecular formula
C9H10O2
Average molar mass
150.17 g/mol
Monoisotopic mass
150.06807956

Overview

Methyl benzeneacetate is a member of benzenes.

Names & identifiers

Preferred name
Methyl phenylacetate
IUPAC
methyl 2-phenylacetate
English name
Methyl phenylacetate
Molecular formula
C9H10O2
Molecular weight
150.17

Names & synonyms

METHYL PHENYLACETATE101-41-7Methyl 2-phenylacetateBenzeneacetic acid, methyl esterMethyl benzeneacetatePhenylacetic Acid Methyl EsterMethyl alpha-toluateMethyl phenylethanoateMethyl benzeneethanoatePhenylacetic acid, methyl esterAcetic acid, phenyl-, methyl esterFEMA No. 2733
Show more names
MethylphenylacetatFEMA 27332-phenylpropanoateMephaneineMETHYL A-TOLUATEMETHYLPAROXETINEMETHYL-PHENYLACETAT
DTXSID1044352NSC 401667D4PDC41X96NSC-9405NSC-401667DTXCID9024352RefChem:6026202-940-9

Database identifiers

CAS
101-41-7
PubChem CID
7559
DTXSID
DTXSID1044352
ChEMBL
CHEMBL3189123
ChEBI
CHEBI:167404
UNII
D4PDC41X96
EC Number
202-940-9
Nikkaji
J363H

Properties

Computed structural propertiesFilling in

XLogP
1.8
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
3
Heavy atoms
11
Formal charge
0
Complexity
126

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Esters, Other
SpringerMaterials PropertiesDiamagnetic susceptibility
FragrancesFragrance Ingredient (Methyl phenylacetate) -> IFRA transparency List
LogP · 3 items

log Kow = 1.82

1.83

1.83

OdorHoney, jasmine odor
Taste · 2 items

Honey, Jasmine

Taste threshold: Taste characteristics at 30 ppm: Floral, honey, spice, waxy and sweet

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 2 items

1.062 g/mL

1.061-1.067

Flavoring AgentsEU Flavoring substances
Color/Form

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 99.8% (1661 of 1664) of all reports.

Not Classified

Aggregated GHS information provided per 1664 reports by companies from 3 notifications to the ECHA C&L Inventory.

Warning

H227: Combustible liquid [Warning Flammable liquids]

P210, P280, P370+P378, P403, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 4 items

Chemical: Benzeneacetic acid, methyl ester

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 03-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/16699

Benzeneacetic acid, methyl ester: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Benzeneacetic acid, methyl ester: Human health tier I assessment
Fire PotentialCombustible liquid.
Hazards SummaryA mild skin irritant; [RTECS] Safe when used as a flavoring agent in food; [JECFA] May cause irritation; [Alfa Aesar MSDS] See Phenylacetic acid.
FDA Requirements · 1 item

Methyl phenylacetate is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and b) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

Under the auspices of the International Organization of the Flavor Industry (IOFI), preliminary studies were designed to establish the relative rates of enzymic hydrolysis of 26 esters of organic alcohols and acids of various structural configurations (iso-amyl furylpropanoate, ethyl cyclohexylpropanoate, allyl hexanoate, benzyl 2-methylbutanoate, m-cresyl phenylacetate, citronellyl acetate, benzylphenylacetate, ethylfurylpropanoate, allylphenylacetate, isoamylphenylacetate, ethyldecanoate, benzylcinnamate, methylphenylacetate, o-cresyl acetate, citronellylphenylacetate, benzylacetate, isopropylphenylacetate, isopropylbutanoate, isoamylacetate, 1,3-dimethylbutyl acetate, ethylacetate, benzyltiglate, allyltiglate, methylanthranilate, methyl-N-methylanthranilate and dimethylbenzylcarbinylacetate). In the majority of cases, the selected esters were hydrolyzed rapidly by pancreatin. Additional investigations were undertaken on 8 esters (isoamylacetate, ethylacetate, allyltiglate, 1,3-dimethylbutylacetate, benzyltiglate, methyl-N-methylanthranilate, methylanthranilate and dimethylbenzylcarbinyl acetate) not rapidly hydrolyzed using whole homogenates of pig jejunum and liver. There was wide variation in the degree of in vitro hydrolysis of flavoring esters depending on the source of enzymes used. Those esters hydrolyzed rapidly in vitro will possibly also be degraded readily in the intact animal.

Cellular LocationsCytoplasm

Uses & manufacturing

Uses · 5 items

Used to make perfumes; [Merck Index] Used as a flavoring agent; [FDA] Used to flavor animal feeds; [ExPub: EFSA - FEEDAP] Used to formulate industrial and consumer washing-cleaning products and polishes-waxes and consumer air care products, biocidal products, cosmetics, and personal care products; [ExPub: ECHA REACH Registrations]

Farming (Feed Additives) [Category: Industry]

Table: Reported uses (ppm): (Flavor and Extract Manufacturers' Association, 1994) [Table#8422]

Perfumery, flavors for tobacco, flavoring.

Methyl phenylacetate is the starting material in manufacture of synthetic perfumes.

Related reactions

127 records
New reaction record
HRID 3973 reaction equation
HRID 3973As reactantuspto-grants-1988_02
HRID 9930 reaction equation
HRID 9930As reactantuspto-grants-2006_08
HRID 11772 reaction equation
HRID 11772As reactantuspto-grants-2006_08
HRID 28777 reaction equation
HRID 28777As reactantuspto-grants-2008_09
HRID 119196 reaction equation
HRID 119196As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 142208 reaction equation
HRID 142208As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 165487 reaction equation
HRID 165487As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 167032 reaction equation
HRID 167032As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
Page 1 of 16

Compound notes

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Colorless liquid
Solubility · 3 items

Soluble in most organic solvents; 1:6 in 60% alcohol; insoluble in water, glycerin and propylene glycol.

Insoluble in water, glyceryl, propylene glycol; soluble in oils

1 mL in 6 mL 60% ethanol (in ethanol)

Boiling Point · 3 items

215 °C

215.00 to 217.00 °C. @ 760.00 mm Hg

215 °C

Physicochemical properties

Melting point
107 · 107-115 °C
Boiling point
218 °C · 218 °C (lit.)
Density
1.066 g/mL · 1.066 g/mL at 20 °C (lit.)
vapor pressure
16.9 · 16.9-75Pa at 20℃
FEMA
2733 · 2733 | METHYL PHENYLACETATE
refractive index
20 · n20/D 1.503(lit.)
FLAVIS Number
9.783 · 09.783 | Methyl phenylacetate
Flash point
195 °F · 195 °F
storage temp.
30 °C · Store below +30°C.
solubility
Chloroform (Slightly), Methanol (Slightly)
color
Colourless
Specific Gravity
1.07 · 1.07
Odor
10 % · at 10.00 % in dipropylene glycol. sweet floral honey spice waxy almond
Odor Type
honey
biological source
synthetic
Water Solubility
Miscible with water.
Merck
14 · 14,7268
JECFA Number
1008 · 1008
BRN
878795 · 878795
Stability
Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
InChI
1S/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3
InChIKey
CRZQGDNQQAALAY-UHFFFAOYSA-N
SMILES
COC(=O)Cc1ccccc1
LogP
1.91 · 1.91-2.09 at 21.9-25℃
CAS DataBase Reference
101 · 101-41-7(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS)
METHYL PHENYLACETATE
FDA 21 CFR
172.515 · 172.515
EWG's Food Scores
1 · 1
FDA UNII
4 PDC41X96 · D4PDC41X96
NIST Chemistry Reference
Benzeneacetic acid, methyl ester(101-41-7)
EPA Substance Registry System
Methyl phenylacetate (101-41-7)
UNSPSC Code
12352100 · 12352100
NACRES
22 · NA.22
Symbol(GHS)
7 · GHS07,GHS08
Signal word
Warning
Hazard statements
227 · H227-H303
Precautionary statements
210 e-P280a-P370+P378a-P403+P235-P501a · P210e-P280a-P370+P378a-P403+P235-P501a
Hazard Codes
Xn
Risk Statements
21 · 21-R21
Safety Statements
23 · 23-24/25
WGK Germany
2 · 2
RTECS
3175000 · AJ3175000
TSCA
TSCA listed
HS Code
29163500 · 29163500
Storage Class
10 · 10 - Combustible liquids
Hazardous Substances Data
101 · 101-41-7(Hazardous Substances Data)
Toxicity
50 in · The 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).
REACH Registrations
Active
Other Hazardous ReactionsConditions to avoid: Heat, flames and sparks.
Hazard Classes and CategoriesNot Classified
Skin, Eye, and Respiratory IrritationsA skin irritant.
Hazardous Reactivities and IncompatibilitiesIncompatible materials: Strong oxidizing agents, Strong bases

Safety & protection

Firefighting HazardsCarbon oxides
Fire Fighting Procedures · 2 items

Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Wear self-contained breathing apparatus for firefighting if necessary. Use water spray to cool unopened containers.

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Combustible liquids
Cleanup Methods · 1 item

ACCIDENTAL RELEASE MEASURES Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations. Keep in suitable, closed containers for disposal.

Disposal Methods · 2 items

SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.

Product: This combustible material may be burned in a chemical incinerator equipped with an afterburner and scrubber. Offer surplus and non-recyclable solutions to a licensed disposal company. Contaminated packaging: Dispose of as unused product.

Preventive Measures · 5 items

ACCIDENTAL RELEASE MEASURES Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Prevent further leakage or spillage if safe to do so. Do not let product enter drains.

Avoid inhalation of vapor or mist. Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic charge.

Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.

Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Personal Protective Equipment (PPE) · 4 items

Eye/face protection: Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).

Skin protection: Handle with gloves.

Body Protection: Impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.

Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multipurpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 74(SRC), determined from a log Kow of 1.83(2) and a regression-derived equation(3), indicates that methyl phenylacetate is expected to have high mobility in soil(SRC). Volatilization of methyl phenylacetate from moist soil surfaces may be an important fate process(SRC) given an estimated Henry's Law constant of 1.4X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Methyl phenylacetate has a vapor pressure of 0.13 mm Hg(5) and exists as a liquid at environmental standard temperature and pressure; therefore, methyl phenylacetate may volatilize from dry soil(SRC). Utilizing the Closed Bottle test, 75% degradation was reached in 28 days(5) indicating that biodegradation is an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 74(SRC), determined from a log Kow of 1.83(2) and a regression-derived equation(3), indicates that methyl phenylacetate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(4) based upon an estimated Henry's Law constant of 1.4X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 2 and 28 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 7.5(SRC), from its log Kow(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Utilizing the Closed Bottle test, 75% degradation was reached in 28 days(7) indicating that biodegradation is an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), methyl phenylacetate, which has a vapor pressure of 0.13 mm Hg at 20 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase methyl phenylacetate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 8.6 days(SRC), calculated from its rate constant of 3.7X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Methyl phenylacetate does not absorb UV light at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Food Survey ValuesMethyl phenylacetate is a constituent of cognac and Bourbon vanilla(1).
Toxicity Summary · 1 item

IDENTIFICATION AND USE: Methyl phenyl acetate is used as food and beverage ingredient. It is also the starting material in manufacture of synthetic perfumes. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: Restrained bees were tested with methyl phenylacetate previously identified from Mycobacterium tuberculosis cultures, to determine honeybee capacity for signature volatile detection. Methyl phenylacetate was detectable over eight orders of magnitude. Potential exists for trained honeybees in non-invasive diagnostic tests for TB.

Plant Concentrations · 2 items

Fresh flowers from honeysuckle plants (Lonicera japonica) contained methyl phenylacetate at 42 ug/kg; honeysuckle flowers which had been open for 12 and 24 hours prior to collection contained methyl phenylacetate at 74 and 146 ug/kg, respectively(1). Methyl phenylacetate was identified as a volatile compound of potato foliage and tubers of S. tuberosum L. cv. Princess (Solanaceae)(2).

Methyl phenylacetate occurrence in plants(1).[Table#8421]

Ongoing Test Status · 1 item

EPA has released the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays/[USEPA; ICSS Dashboard Application; Available from, as of May 1, 2017: http://actor.epa.gov/dashboard/]

Soil Adsorption/Mobility · 1 item

The Koc of methyl phenylacetate is estimated as 74(SRC), using a log Kow of 1.83(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that methyl phenylacetate is expected to have high mobility in soil.

Natural Pollution SourcesMethyl phenylacetate is a component of some tissues and essential oils of various plants(1). Methyl phenylacetate was identified as a volatile component of Mycobacterium tuberculosis and Mycobacterium bovis cultures grown in vitro(2).
Artificial Pollution Sources · 1 item

Methyl phenylacetate's production and use as a synthetic food flavoring agent(1) may result in its release to the environment through various waste streams(SRC). Its use in the manufacture of synthetic perfumes(2) may result in its direct release to the environment(SRC).

Environmental BiodegradationAEROBIC: Methyl phenylacetate passed the 10-day window criteria and reached 75% degradation after 28 days using an activated sludge inoculum in the Closed Bottle Test OECD 301D, and is therefore readily biodegradable(1).
Environmental Bioconcentration · 1 item

An estimated BCF of 7.5 was calculated in fish for methyl phenylacetate(SRC), using a log Kow of 1.83(1) and a regression-derived equation(2). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1 item

The Henry's Law constant for methyl phenylacetate is estimated as 1.4X10-5 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that methyl phenylacetate is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 2 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 28 days(SRC). Methyl phenylacetate's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Methyl phenylacetate has a vapor pressure of 0.13 mm Hg(4) and exists as a liquid at environmental standard temperature and pressure; therefore, methyl phenylacetate may volatilize from dry soil(SRC).

Non-Human Toxicity Excerpts · 1 item

/OTHER TOXICITY INFORMATION/ The proboscis extension reflex in honeybees was evaluated for detection of tuberculosis. Restrained bees were tested with methyl phenylacetate, methyl p-anisate, and methyl nicotinate, previously identified from Mycobacterium tuberculosis cultures, to determine honeybee capacity for signature volatile detection. Methyl p-anisate and methyl phenylacetate were detectable over eight orders of magnitude, and honeybees showed proboscis extension response down to 0.1 pg loading of methyl p-anisate on filter paper. Potential exists for trained honeybees in non-invasive diagnostic tests for TB.

Regulatory information

FDA Requirements · 1 item

Methyl phenylacetate is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and b) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.

Safety data

wgk
2
tsca
TSCA listed
rtecs
AJ3175000
hs_code
29163500
Toxicity
The 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).
risk_code
21-R21
Signal word
Warning
Symbol(GHS)
GHS07,GHS08
hazard_code
Xn
safety_code
23-24/25
Storage Class
10 - Combustible liquids
Hazard statements
H227-H303
REACH Registrations
Active
Precautionary statements
P210e-P280a-P370+P378a-P403+P235-P501a
Hazardous Substances Data
101-41-7(Hazardous Substances Data)
Methods of Manufacturing
Synthesis: By methanolic esterification of the corresponding acid or nitrile; by reacting HCl over a solution of benzyl nitrile in methanol.
Formulations/PreparationsGrade: Technical, FCC.
Household ProductsInformation on 1 consumer products that contain Methyl phenylacetate in the following categories is provided:
Use Classification · 5 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 3 items

Benzeneacetic acid, methyl ester: ACTIVE

Natural occurrence: reported found in cocoa, coffee, strawberry, pineapple, pepper, hop oil, cognac, peanut, honey, starfruit, Bourbon vanilla, mountain papaya, roasted chicory root and roobis tea.

Methyl phenylacetate is found in cocoa and cocoa products. Methyl phenylacetate is a flavoring ingredient. Odoriferous constituent of many plants. Methyl phenylacetate is present in cocoa, coffee and strawberry.

Applications · 3 items

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).

UsesMethyl phenylacetate is utilized for partition coefficient measurement experiments. It is mainly used in the flavor industry and in perfumes to impart honey scents. Further, it acts as a precursor to prepare synthetic perfumes. It acts as an acylating agent and involved in the enantioselective acylation of beta-lactam intermediate using penicillin G amidase.

General DescriptionMethyl phenylacetate has been identified in the volatile fraction of beewax absolute oil, dried fruiting bodies of Boletus auripes, Chinese fermented black soybeans and peated malt.

Preparation methods · 1 item

PreparationMethyl phenylacetate is synthesized from phenylacetonitrile by hydrolysis and esterification. Put methanol into a dry glass-lined reaction pot, stir and cool to below 30°C, add sulfuric acid dropwise, heat up to 90°C after adding, and start adding phenylacetonitrile dropwise, control the temperature at about 95°C, and finish adding in 1.5h. After reacting at 95-100 °C for 6 h, it was cooled to below 40 °C and diluted with water equivalent to about 0.6 times the reaction solution. The acid water was separated by standing, and a saturated sodium carbonate solution was added for neutralization and washing, and the aqueous layer was discarded. It is dehydrated with anhydrous calcium chloride and fractionated under reduced pressure to obtain methyl phenylacetate with a yield of 80%.

Upstream & downstream products

Upstream raw materials

Glass-lined reaction potBenzeneacetonitrileMetaclazepamMethanolSulfuric acidPhenylacetic acid

Downstream products

N-ISOPROPYLNORTROPINYL A HYDROXYMETHYL)PHENYLACETATETropic acid8-isopropyl-8-azabicyclo[3.2.1]oct-3-yl endo-(±)-formylphenylacetateTROPYL A ORMULPHENYLACETATEFluoxastrobinMethyl -formylphenylacetateMETHYL ALPHA-BROMOPHENYLACETATE1,3-DiphenylacetoneMETHYL ALPHA-L-RHAMNOPYRANOSIDEA-(HYDROXYMETHYL)BENZENACETIC ACID METHYL ESTER2-PHENYLMALONAMIDEmethyl 2-(4-(chlorosulfonyl)phenyl)acetateMethyl p-nitrophenylacetateN,N-DIETHYL-2-PHENYLACETAMIDE2-Isopropyl-2-phenylacetic acid4-CHLOROMETHYLPHENYLACETIC ACID METHYL ESTERMETHYL 2-(2-BROMOPHENYL)ACETATE(2-Methoxyethyl)benzenePhenylacetic acid isobutyl ester2-isopropyl-5-methylcyclohexyl phenylacetate

Additional notes

DefinitionChEBI: Methyl benzeneacetate is a member of benzenes. It is a flavoring ingredient. Odoriferous constituent of many plants. It is generally found in brandy, capsicum, honey, pepper, some wine, coca and coca products.