Phenylacetic acid, also known as Phenylacetate, is an aromatic fatty acid metabolite of phenylalanine with potential antineoplastic activity. 

Naturally occurring in mammals, Phenylacetic acid induces differentiation, growth inhibition, and apoptosis in tumor cells. 

Phenylacetic acid is an acetate ester obtained by the formal condensation of phenol with acetic acid. 

CAS Number: 122-79-2

EC Number: 204-575-0

Molecular Formula: C8H8O2

Molecular Weight (g/mol): 136.15

Synonyms: (Acetyloxy)benzene, 100843-EP2301983A1, 100843-EP2371831A1, 122-79-2, 355G9R500Y, 4-06-00-00613 (Beilstein Handbook Reference), A0043, ACETATE, PHENYL, Acetates, acetic acid phenyl, Acetic acid phenyl ester, Acetic acid, phenyl ester, ACETIC ACID, PHENYLESTER, Acetic acid,phenyl ester, Acetic acid-phenyl ester, Acetoxybenzene, Acetyl phenol, Acetylphenol, Actate de phnyle, AI3-01972, AKOS002710242, bmse000481, bmse010117, BRN 0636458, C00548, CHEBI:8082, CHEMBL289559, CS-0102517, CS-O-10949, D88203, DTXCID4030178, DTXSID3051626, EC 204-575-0, EINECS 204-575-0, FEMA 3958, FEMA NO. 3958, Fenylester kyseliny octove, Fenylester kyseliny octove [Czech], FT-0659102, FT-0673718, HSDB 2667, HY-128733, MFCD00008699, NCI60_002262, NSC 27795, NSC-27795, NSC27795, Phen-d5-ol, acetate, Phenol acetate, phenoxy ethan-1-one, PHENYL ACETATE, PHENYL ACETATE [FHFI], PHENYL ACETATE [HSDB], PHENYL ACETATE [MI], Phenyl acetate, 99%, Phenyl acetate, analytical standard, Phenyl ester of acetic acid, PhOAc, PIPERAZINECITRATEHYDRATE, PS-5400, Q419645, QY9, SCHEMBL35500, STK022563, UNII-355G9R500Y, W-109455, WLN: 1VOR, 2-Phenylacetate, Benzeneacetate, Benzeneacetic acid, ion(1-) [ACD/Index Name], BENZYLFORMATE, Phenylacetat [German] [ACD/IUPAC Name], Phenylacetate [ACD/IUPAC Name] [Wiki], Phénylacétate [French] [ACD/IUPAC Name], Phenylethanoate, w-Phenylacetate, ω-Phenylacetate, 103-82-2 [RN], 2-phenylethanoate, 3539899 [Beilstein], acetate, phenyl-, A-PHENYL-ACETATE, phenylacetate anion, phenylacetate(1-), phenylacetic acid anion, 122-79-2 [RN], 204-575-0 [EINECS], 355G9R500Y, 636458 [Beilstein], Acétate de phényle [French] [ACD/IUPAC Name], Acetic acid phenyl ester, Acetic acid, phenyl ester [ACD/Index Name], AJ2800000, MFCD00008699 [MDL number], Phenyl acetate [ACD/IUPAC Name] [Wiki], Phenyl-acetat [German] [ACD/IUPAC Name], (2,3,4,5,6-Pentadeuteriophenyl) acetate, [122-79-2] [RN], 1072946-32-7 [RN], 1072946-33-8 [RN], 122-84-9 [RN], 204-578-7 [EINECS], 22705-26-6 [RN], 2-Phenylacetate, 4-06-00-00613 [Beilstein], 4-06-00-00613 (Beilstein Handbook Reference) [Beilstein], 4-08-00-00460 [Beilstein], 4-13-00-00137 [Beilstein], 4'-Methoxyphenyl-2-propanone, Acetic acid phenyl ester; Phenyl ethanoate, Acetic acid, phenylester, Acetic acid-phenyl ester, Acetic acid-phenyl ester, Acetoxybenzene, Acetyl phenol, EINECS 204-575-0, FEMA 3958, Fenylester kyseliny octove, Fenylester kyseliny octove [Czech], MFCD03792523 [MDL number], o-Acetylphenol, PHENOL ACETATE, phenyl acetate on polystyrene, ca 4 mmol/g, PHENYL ACETATE|PHENYL ACETATE, Phenyl Acetate-d5, phenyl acetic acid, Phenyl ester of acetic acid, phenyl ethanoate, Phenylacetate [ACD/IUPAC Name] [Wiki], PS-5400, QY9, UNII:355G9R500Y, UNII-355G9R500Y, WLN: 1VOR

Phenylacetic acid is an organic compound with the formula C8H8O2, characterized by a white crystalline appearance and a strong, somewhat unpleasant odor that can resemble honey or roses when diluted.

Phenylacetic acid plays a significant role in various industries, most notably in pharmaceuticals, where it serves as an intermediate in the synthesis of penicillin and other medications.

Additionally, phenylacetic acid is used in the fragrance industry due to its floral scent and in agriculture as a precursor for plant growth hormones.

However, Phenylacetic acid is also known as a precursor in the illicit production of amphetamines, leading to strict regulation in many countries.

Handling phenylacetic acid requires caution, as it can be irritating to the skin, eyes, and respiratory system, necessitating the use of protective equipment.

Phenylacetic acid is the ester of phenol and acetic acid. 

Phenylacetic acid can be produced by reacting phenol (Which can be produced by decarboxylation of aspirin)with acetic anhydride or acetyl chloride.

Phenylacetic acid can be separated into phenol and an acetate salt, via saponification: heating the Phenylacetic acid with a strong base, such as sodium hydroxide, will produce phenol and an acetate salt (sodium acetate, if sodium hydroxide were used).

Phenylacetic acid, also known as Phenylacetate, is an aromatic fatty acid metabolite of phenylalanine with potential antineoplastic activity. 

Naturally occurring in mammals, Phenylacetic acid induces differentiation, growth inhibition, and apoptosis in tumor cells. 

Phenylacetic acid mechanisms of action include decreased protein prenylation, activation of the peroxisome proliferation-activated receptors, inhibition of DNA methylation, and depletion of glutamine. 

Phenylacetic acid belongs to the class of organic compounds known as phenol esters. 

These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. 

Phenylacetic acid has a phenolic-like taste.

Phenylacetic acid is an acetate ester obtained by the formal condensation of phenol with acetic acid. 

Phenylacetic acid is a member of Phenylacetic acids and a member of benzenes. 

Phenylacetic acid is functionally related to a phenol.

Phenylacetic acid is a natural product found in Euglena gracilis and Arabidopsis thaliana with data available.

Phenylacetic acid is a metabolite found in or produced by Saccharomyces cerevisiae.

Phenylacetic acid, also known as (Acetyloxy)benzene, is the ester of acetic acid and phenol and used most often as a solvent. 

Ungraded products supplied by Spectrum are indicative of a grade suitable for general industrial use or research purposes and typically are not suitable for human consumption or therapeutic use.

Phenylacetic acid is registered under the REACH Regulation but is not currently being manufactured in and / or imported to the European Economic Area.

Phenylacetic acid is used at industrial sites and in manufacturing.

Phenylacetic acid, also known as Acetylphenol or alpha-toluic acid, belongs to benzene and substituted derivatives class of compounds. 

Those are aromatic compounds containing one monocyclic ring system consisting of benzene. 

Phenylacetic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 

Phenylacetic acid can be synthesized from acetic acid. 

Phenylacetic acid is also a parent compound for other transformation products, including but not limited to, hydratropic acid, 2,4,5-trihydroxyphenylacetic acid, and mandelamide. 

Phenylacetic acid is a sweet, civet, and floral tasting compound and can be found in a number of food items such as hyssop, cowpea, endive, and shea tree, which makes Phenylacetic acid a potential biomarker for the consumption of these food products. 

Phenylacetic acid can be found primarily in most biofluids, including cerebrospinal fluid (CSF), saliva, feces, and blood. 

Phenylacetic acid exists in all living species, ranging from bacteria to humans. 

In humans, Phenylacetic acid is involved in the Phenylacetic acid metabolism. 

Moreover, Phenylacetic acid is found to be associated with kidney disease and phenylketonuria. 

Phenylacetic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. 

Phenylacetic acid is a drug which is used for use as adjunctive therapy for the treatment of acute hyperammonemia and associated encephalopathy in patients with deficiencies in enzymes of the urea cycle.

Phenylacetic acid is the ester of a phenol and acetic acid. 

Phenylacetic acid is a metabolite of anticancer drug phenylbutyrate (PB), natural neurotransmitter phenylethylamine. 

Naturally, Phenylacetic acid is an odorant found in strawberries, passion fruit, and black tea. 

Phenylacetic acid level in urine was used as a marker for the diagnosis of some forms of unipolar major depressive disorders. 

Phenylacetic acid is used as a tool substrate to study esterase activity in the blood of patients in clinical studies of the effect of nutritional supplements on paraoxonase-1 levels.

Phenylacetic acid is an aromatic ester. 

Phenylacetic acid levels in urine are marker for the diagnosis of some forms of unipolar major depressive disorders.

Phenylacetic acid undergoes Fries rearrangement to form a mixture of o- and p-hydroxyacetophenones which are useful intermediates in manufacture of pharmaceuticals.

Phenylacetic acid is produced from bacterial degradation of unabsorbed phenylalanine.

In health, beneficial intestinal bacteria produce some B-vitamins and provide stimulus for proper immune function. 

However, if your stomach acid is not adequate, if you fail to digest protein, or if your diet does not supply sufficient fiber, the resulting overgrowth of unfavorable bacteria can release toxic products that your body must remove. 

Uses of Phenylacetic acid:

Phenylacetic acid is used as a solvent, laboratory reagent, and in organic synthesis

Phenylacetic acid is solvent, organic sythesis, laboratory reagent

Phenylacetic acid is high-boiling aprotic solvent

Phenylacetic acid is used as a chemical intermediate for the synthesis of o-hydroxyacetophenone; p-hydroxyacetophenone; synephrine

Uses at industrial sites:

Phenylacetic acid has an industrial use resulting in manufacture of another substance (use of intermediates).

Phenylacetic acid is used for the manufacture of: chemicals.

Release to the environment of Phenylacetic acid can occur from industrial use: as an intermediate step in further manufacturing of another substance (use of intermediates).

Industry Uses:

Intermediates

Human Metabolite Information of Phenylacetic acid:

Cellular Locations:

Cytoplasm

Extracellular

Handling and Storage of Phenylacetic acid:

Handling:

Avoid contact with skin, eyes, and clothing.

Use in a well-ventilated area to avoid inhaling vapors.

Wash hands thoroughly after handling.

Keep away from incompatible substances, such as strong oxidizing agents.

Storage:

Store in a cool, dry, well-ventilated area away from sources of ignition.

Keep containers tightly closed when not in use.

Store separately from incompatible materials.

Reactivity and Stability of Phenylacetic acid:

Reactivity:

Phenylacetic acid is stable under normal conditions of use and storage.

Phenylacetic acid can react with strong oxidizing agents, potentially leading to hazardous reactions.

Stability:

Stable under recommended storage conditions.

Avoid exposure to heat, flames, and other sources of ignition.

First Aid Measures of Phenylacetic acid:

Inhalation:

Move the person to fresh air.

If breathing is difficult, administer oxygen.

Seek medical attention if symptoms persist.

Skin Contact:

Wash affected area with soap and water for at least 15 minutes.

Remove contaminated clothing and shoes.

Seek medical attention if irritation develops or persists.

Eye Contact:

Rinse eyes with plenty of water for at least 15 minutes.

Lift eyelids to ensure thorough rinsing.

Seek medical attention if irritation persists.

Ingestion:

Do not induce vomiting unless directed by medical personnel.

Rinse mouth with water.

Seek immediate medical attention.

Fire-Fighting Measures of Phenylacetic acid:

Suitable Extinguishing Media:

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

Specific Hazards:

Combustion may produce toxic fumes, including carbon monoxide and carbon dioxide.

Protective Equipment:

Firefighters should wear full protective clothing, including a self-contained breathing apparatus (SCBA).

Precautions:

Cool containers exposed to fire with water spray to prevent rupture.

Accidental Release Measures of Phenylacetic acid:

Personal Precautions:

Wear appropriate protective equipment, including gloves, goggles, and protective clothing.

Ensure adequate ventilation.

Avoid inhalation of vapors or dust and contact with skin and eyes.

Environmental Precautions:

Prevent further leakage or spillage if it is safe to do so.

Do not let the product enter drains or waterways.

Methods for Containment and Cleanup:

Absorb spill with an inert material (e.g., sand or vermiculite) and place in a chemical waste container.

Clean contaminated surface thoroughly.

Dispose of in accordance with local regulations.

Exposure Controls/Personal Protective Equipment of Phenylacetic acid:

Exposure Limits:

There are no specific occupational exposure limits established for phenylacetic acid, but general good practices apply.

Engineering Controls:

Use with adequate ventilation to minimize exposure.

Local exhaust ventilation may be necessary to control airborne levels.

Personal Protective Equipment:

Eye Protection:

Wear chemical safety goggles or face shield.

Skin Protection:

Use chemical-resistant gloves, such as those made of neoprene or nitrile.

Respiratory Protection:

If ventilation is inadequate, use a NIOSH-approved respirator.

Body Protection:

Wear protective clothing to prevent skin exposure.

Identifiers of Phenylacetic acid:

CAS Number: 122-79-2

ChEBI: CHEBI:8082

ChemSpider: 28969

ECHA InfoCard: 100.004.160

PubChem CID: 31229

UNII: 355G9R500Y

CompTox Dashboard (EPA): DTXSID3051626

InChI: InChI=1S/C8H8O2/c1-7(9)10-8-5-3-2-4-6-8/h2-6H,1H3

Key: IPBVNPXQWQGGJP-UHFFFAOYSA-N

InChI=1/C8H8O2/c1-7(9)10-8-5-3-2-4-6-8/h2-6H,1H3

Key: IPBVNPXQWQGGJP-UHFFFAOYAF

SMILES: CC(=O)Oc1ccccc1

Synonym(s): Acetic acid phenyl ester

Linear Formula: CH3COOC6H5

CAS Number: 122-79-2

Molecular Weight: 136.15

Beilstein: 636458

EC Number: 204-575-0

MDL number: MFCD00008699

PubChem Substance ID: 24846821

NACRES: NA.22

CAS: 122-79-2

Molecular Formula: C8H8O2

Molecular Weight (g/mol): 136.15

MDL Number: MFCD00008699

InChI Key: IPBVNPXQWQGGJP-UHFFFAOYSA-N

PubChem CID: 31229

ChEBI: CHEBI:8082

IUPAC Name: phenyl acetate

SMILES: CC(=O)OC1=CC=CC=C1

Properties of Phenylacetic acid:

Chemical formula: C8H8O2

Molar mass: 136.150 g·mol−1

Density: 1.075 g/mL

Melting point: −30 °C (−22 °F; 243 K)

Boiling point: 195–196 °C (383–385 °F; 468–469 K)

Magnetic susceptibility (χ): -82.04·10−6 cm3/mol

Quality Level: 100

Assay: 99%

Refractive index: n20/D 1.501 (lit.)

bp: 196 °C (lit.)

Density: 1.073 g/mL at 25 °C (lit.)

SMILES string: CC(=O)Oc1ccccc1

InChI: 1S/C8H8O2/c1-7(9)10-8-5-3-2-4-6-8/h2-6H,1H3

InChI key: IPBVNPXQWQGGJP-UHFFFAOYSA-N

Gene Information: human ... PON1(5444)

Molecular Weight: 136.15 g/mol

XLogP3: 1.5

Hydrogen Bond Donor Count: 0

Hydrogen Bond Acceptor Count: 2

Rotatable Bond Count: 2

Exact Mass: 136.052429494 g/mol

Monoisotopic Mass: 136.052429494 g/mol

Topological Polar Surface Area: 26.3Ų

Heavy Atom Count: 10

Complexity: 114

Isotope Atom Count: 0

Defined Atom Stereocenter Count: 0

Undefined Atom Stereocenter Count: 0

Defined Bond Stereocenter Count: 0

Undefined Bond Stereocenter Count: 0

Covalently-Bonded Unit Count: 1

Compound Is Canonicalized: Yes

Specifications of Phenylacetic acid:

Color: Colorless

Boiling Point: 195°C

Quantity: 25 g

Formula Weight: 136.15

Percent Purity: ≥98.0% (GC)

Physical Form: Liquid

Chemical Name or Material: Phenyl Acetate

Names of Phenylacetic acid:

Regulatory process names:

Phenyl acetate

phenyl acetate

IUPAC names:

Phenyl Acetate

Phenyl acetate

phenyl acetate

phenyl acetate

Preferred IUPAC name:

Phenyl acetate

Systematic IUPAC name:

Phenyl ethanoate

Other names:

Phenol acetate

(Acetyloxy)benzene

Acetoxybenzene

Other identifiers:

122-79-2