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化工社化工社 化学情報印刷レポート · 研究参考用
HCID 7559作成日：2026年10月27日

フェニル酢酸メチル

フェニル酢酸メチル · メチル=フェニルアセタート · ベンゼン酢酸メチル · 2-フェニル酢酸メチル · メチルフェニルアセテート · メチル 2-フェニルアセタート · アカネコール · Methyl 2-phenylacetate

https://huagongshe.com/ja/chemical/7559

フェニル酢酸メチル の分子構造式

識別子と物理属性

CAS No.101-41-7
分子式C9H10O2
平均分子量150.17 g/mol
単同位体質量150.06807956 g/mol
SMILESCOC(=O)Cc1ccccc1
InChIKeyCRZQGDNQQAALAY-UHFFFAOYSA-N
PubChem CID7559
ChEMBLCHEMBL3189123
ChEBICHEBI:167404
EC No.202-940-9
DTXSIDDTXSID1044352
現地名フェニル酢酸メチル

化学・物理的性質

XLogP1.8
極性表面積26.3
水素結合供与体数0
水素結合受容体数2
回転可能結合数3
重原子数11
形式電荷0
複雑度126
物質分類Other Classes -> Esters, Other
SpringerMaterials PropertiesDiamagnetic susceptibility
香料Fragrance Ingredient (Methyl phenylacetate) -> IFRA transparency List
LogP（分配係数）log Kow = 1.821.83
臭いHoney, jasmine odorジプロピレングリコール中10.00%。甘いフローラル ハニー スパイス ワキシー アーモンド
味Honey, JasmineTaste threshold: Taste characteristics at 30 ppm: Floral, honey, spice, waxy and sweet
食品添加物FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
密度1.062 g/mL1.061-1.0671.066 g/mL at 20 °C (lit.)
香味料EU Flavoring substances
Color/FormColorless liquid
溶解度Soluble in most organic solvents1:6 in 60% alcoholinsoluble in water, glycerin and propylene glycol.Insoluble in water, glyceryl, propylene glycolsoluble in oils1 mL in 6 mL 60% ethanol (in ethanol)クロロホルム（微量）、メタノール（微量）水と混和します。
沸点215 °C215.00 to 217.00 °C. @ 760.00 mm Hg218 °C (lit.)
融点107-115 °C
蒸気圧16.9-75Pa at 20℃
FEMA2733 | METHYL PHENYLACETATE
屈折率n20/D 1.503(lit.)
引火点195 °F
貯蔵条件Store below +30°C.
色無色
比重1.07
においのタイプハニー
由来生物synthetic
Merck14,7268
JECFA Number1008
BRN878795
安定性安定。可燃性。強酸化剤、強塩基とは相容れない。
InChI1S/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3
InChIKeyCRZQGDNQQAALAY-UHFFFAOYSA-N
SMILESCOC(=O)Cc1ccccc1
LogP（分配係数）1.91-2.09 at 21.9-25℃
CAS データベース101-41-7(CAS DataBase Reference)
NISTの化学物質情報Benzeneacetic acid, methyl ester(101-41-7)
EPAの化学物質情報Methyl phenylacetate (101-41-7)

化学的特性

Methyl phenylacetate is a clear colorless liquid that is only slightly soluble in water, but very soluble in most organic solvents. It 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.

安全性と法規制

GHS 分類This chemical does not meet GHS hazard criteria for 99.8% (1661 of 1664) of all reports.Not ClassifiedAggregated GHS information provided per 1664 reports by companies from 3 notifications to the ECHA C&L Inventory.WarningH227: Combustible liquid [Warning Flammable liquids]P210, P280, P370+P378, P403, and P501 (click each P-code to see the statement)
規制情報Chemical: Benzeneacetic acid, methyl esterCommission 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/16699Benzeneacetic acid, methyl ester: Does not have an individual approval but may be used under an appropriate group standard
その他の安全情報IMAP assessments - Benzeneacetic acid, methyl ester: Human health tier I assessment
火災の可能性Combustible liquid.
有害性の概要A mild skin irritant[RTECS] Safe when used as a flavoring agent in food[JECFA] May cause irritation[Alfa Aesar MSDS] See Phenylacetic acid.
FDA 要件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.
Other Hazardous ReactionsConditions to avoid: Heat, flames and sparks.
Hazard Classes and CategoriesNot Classified
Skin, Eye, and Respiratory IrritationsA skin irritant.
Hazardous Reactivities and Incompatibilities

用途

用途

有機合成原料。

天然物の起源

Reported 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).

使用

Methyl 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.

一般的な説明

Methyl 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.

製法・合成法

製造方法

Methyl 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%.

Incompatible materials: Strong oxidizing agents, Strong bases
Firefighting HazardsCarbon oxides
消火手順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.
保管条件Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Combustible liquids
清掃方法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.
処分方法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 qualitypotential migration in air, soil or watereffects on animal, aquatic and plant lifeand 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 MeasuresACCIDENTAL 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)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).
環境中動態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 pressuretherefore, 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).
食品調査値Methyl phenylacetate is a constituent of cognac and Bourbon vanilla(1).
毒性の概要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 ConcentrationsFresh flowers from honeysuckle plants (Lonicera japonica) contained methyl phenylacetate at 42 ug/kghoneysuckle 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 StatusEPA 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/[USEPAICSS Dashboard ApplicationAvailable from, as of May 1, 2017: http://actor.epa.gov/dashboard/]
Soil Adsorption/MobilityThe 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 SourcesMethyl 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 BioconcentrationAn 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/SoilThe 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 pressuretherefore, methyl phenylacetate may volatilize from dry soil(SRC).
Non-Human Toxicity Excerpts/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.
水環境危害等級（WGK）2
TSCA 収載状態TSCA listed
RTECS 番号AJ3175000
毒性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).
税関コード29163500
危険文句（R）21-R21
化審法(3)-1730
消防法危-4-3-III
危険表示Xn
安全措置（S）23-24/25
貯蔵分類10 - Combustible liquids
有害物質データ101-41-7(Hazardous Substances Data)