114-70-5

Basic information

• Product Name: Sodium phenylacetate
• Synonyms: SODIUM PHENYLACETATE;PHENYLACETIC ACID SODIUM SALT;NAPA;benzeneaceticacid,sodiumsalt;phenylacetatesodiumsalt;phenyl-aceticacisodiumsalt;phenylessigsaurenatrium-salz;sodiumbenzeneacetate
• CAS NO: 114-70-5
• Molecular Formula: C₈H₇O₂*Na
• Molecular Weight: 158.13
• EINECS: 204-052-7
• Product Categories: FREON-114
• Mol File: 114-70-5.mol

Chemical Properties

• Boiling Point: 265.5 °C at 760 mmHg
• Flash Point: 156.2 °C
• Appearance: /
• Density: 1.164[at 20℃]
• Vapor Pressure: 0Pa at 25℃
• Water Solubility: 1000g/L at 25℃
• Stability: n/a
• CAS DataBase Reference: Sodium phenylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Sodium phenylacetate(114-70-5)
• EPA Substance Registry System: Sodium phenylacetate(114-70-5)

Safety Data

• Hazardous Substances Data: 114-70-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Sodium phenylacetate is used as a precursor in the production of penicillin G, an important antibiotic that is widely used to treat various bacterial infections. It is also used as an intermediate for producing heavy metal salts, which act as fungicides, providing protection against fungal infections.
Used in Medical Treatments:
Sodium phenylacetate is used in combination with sodium benzoate for the treatment of acute hyperammonemia and associated encephalopathy in patients with deficiencies in enzymes of the urea cycle. This condition is characterized by an excess of ammonia in the blood, which can lead to severe neurological complications if not treated promptly.
Used in Anesthetic Applications:
Sodium phenylacetate is utilized as a local anesthetic, providing pain relief during minor surgical procedures and other medical interventions. Its ability to numb the affected area and reduce discomfort makes it a valuable component in the field of anesthesiology.
Used in Chemical Industry:
In the chemical industry, sodium phenylacetate is employed as an intermediate in the synthesis of various organic compounds. Its versatility and reactivity make it a useful building block for the development of new chemicals and materials.

Purification Methods

Its aqueous solution is evaporated to crystallisation on a steam bath; the crystals are washed with absolute EtOH and dried under vacuum at 80o. [Beilstein 9 IV 1614.]

InChI:InChI=1/C8H8O2.Na/c9-8(10)6-7-4-2-1-3-5-7;/h1-5H,6H2,(H,9,10);/q;+1/p-1

Synthetic route

Benzeneacetamide (103-81-1) → sodium phenylacetate (114-70-5)

Conditions	Yield
Stage #1: Benzeneacetamide With hydrogenchloride; water Heating; Stage #2: With sodium hydroxide Reagent/catalyst;	99.5%

methanol (67-56-1) + carbon monoxide (201230-82-2) + benzyl chloride (100-44-7) → benzyl methyl ether (538-86-3) + sodium phenylacetate (114-70-5)

Conditions	Yield
With sodium hydroxide; dicobalt octacarbonyl at 60 - 65℃; under 760.051 - 2280.15 Torr;	A n/a B 97%

benzyl sodium (1121-53-5) + methylammonium carbonate (15719-64-9, 15719-76-3, 97762-63-5) → sodium phenylacetate (114-70-5)

phenylacetic acid (103-82-2) → sodium phenylacetate (114-70-5)

Conditions	Yield
With sodium methylsulfinylmethanide In dimethyl sulfoxide
With sodium hydroxide In water
With sodium hydroxide In water pH=8.0;
With sodium hydroxide In water pH=9 - 10;

Ethyl 2-phenylethanoate (101-97-3) + sodium → sodium phenylacetate (114-70-5) + ethyl acetate (141-78-6) + hydrogen

propyl phenylacetate (4606-15-9) + sodium → 1-Propyl acetate (109-60-4) + sodium phenylacetate (114-70-5)

2-oxo-2-phenylethyl 2-phenylacetate (98078-08-1) → sodium phenylacetate (114-70-5) + acetophenone (98-86-2)

Conditions	Yield
With cetyltrimethylammonim bromide; sodium carbonate; triethylamine at 20℃; for 12h; Product distribution; Further Variations:; Reagents; Solvents; time periods; Photolysis;

carbon dioxide (124-38-9) + benzyl sodium (1121-53-5) → sodium phenylacetate (114-70-5)

Conditions	Yield
In toluene

phenylacetic acid (103-82-2) + sodium hydroxide (1310-73-2) → sodium phenylacetate (114-70-5)

Conditions	Yield
In water at 70℃;

sodium phenylacetate (114-70-5) → phenylacetic acid (103-82-2)

Conditions	Yield
With sulfuric acid at 70 - 75℃; pH=1.5;	99.75%
With hydrogenchloride In water; toluene pH=2;

n-octyl methanesulfonate (16156-52-8) + sodium phenylacetate (114-70-5) → phenylacetic acid octyl ester (122-45-2)

Conditions	Yield
With sodium hydroxide; tetrahexylammonium chloride In water; benzene at 60℃; for 24h;	95%
With cyclophosphazenic polypodand In chlorobenzene at 60℃; Rate constant; different catalysts;

sodium phenylacetate (114-70-5) → benzaldehyde (100-52-7)

Conditions	Yield
With potassium 12-tungstocobaltate(III) In water; acetonitrile for 0.133333h; Microwave irradiation;	94%

sodium phenylacetate (114-70-5) + α-bromoacetophenone (70-11-1) → 2-oxo-2-phenylethyl 2-phenylacetate (98078-08-1)

Conditions	Yield
With triethylamine; sodium iodide In acetone Heating;	93%

sodium phenylacetate (114-70-5) + tri(p-tolyl)antimony dibromide (60043-16-5) → bis-(2-phenylacetato)tris-(p-tolyl)antimony(V)

Conditions	Yield
In toluene at 20℃; for 12h;	91%

2,5-dimethylphenacyl chloride (50690-11-4) + sodium phenylacetate (114-70-5) → 2,5-dimethylphenacyl phenylacetate (378215-25-9)

Conditions	Yield
With triethylamine; sodium iodide In acetone Esterification; Heating;	84%

sodium phenylacetate (114-70-5) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → (E)-cinnamyl phenylacetate (133871-04-2)

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; triethylamine In N,N-dimethyl-formamide for 5h; Heating;	80%

nickel(II) perchlorate hexahydrate + 2,6-bis((2-(2-hydroxyethylamino)-ethylimino)methyl)-4-methylphenol + sodium phenylacetate (114-70-5) → C17H27N4O3(1-)*2Ni(2+)*2C8H7O2(1-)*ClO4(1-)*CH4O*H2O

Conditions	Yield
Stage #1: nickel(II) perchlorate hexahydrate; 2,6-bis{(2-(2-hydroxyethylamino)-ethylimino)methyl}-4-methylphenol With air In methanol at 20℃; for 0.25h; Stage #2: sodium phenylacetate In methanol; water for 1.5h; Reflux;	78%

copper(II) perchlorate hexahydrate + 2,6-bis((2-(2-hydroxyethylamino)-ethylimino)methyl)-4-methylphenol + sodium phenylacetate (114-70-5) → [Cu6(μ-2,6-bis{(2-(2-hydroxyethylamino)ethylimino)methyl}-4-methylphenol)2(μ3-OH)2(μ1,3-O2CCH2Ph)4(ClO4)2](ClO4)2·2H2O

Conditions	Yield
In methanol for 1.91667h; Reflux;	76%

sodium phenylacetate (114-70-5) + 7-methoxy-2-oxo-1,2-dihydro-quinoline-3-carbaldehyde (101382-55-2) → 7-Methoxy-3-phenyl-1-oxa-9-aza-anthracen-2-one

Conditions	Yield
In acetic anhydride at 170 - 180℃; for 8h;	75%

sodium phenylacetate (114-70-5) + 6,7-Dimethoxy-2-oxo-1,2-dihydro-quinoline-3-carbaldehyde (101382-56-3) → 6,7-Dimethoxy-3-phenyl-1-oxa-9-aza-anthracen-2-one

Conditions	Yield
In acetic anhydride at 170 - 180℃; for 8h;	75%

sodium phenylacetate (114-70-5) + 6-methyl-2-oxo-1,2-dihydroquinoline-3-carbaldehyde (101382-53-0) → 6-Methyl-3-phenyl-1-oxa-9-aza-anthracen-2-one

Conditions	Yield
In acetic anhydride at 170 - 180℃; for 8h;	73%

sodium phenylacetate (114-70-5) + 3-formyl-2-quinolone (91301-03-0) → 3-Phenyl-1-oxa-9-aza-anthracen-2-one

Conditions	Yield
In acetic anhydride at 170 - 180℃; for 8h;	73%

sodium phenylacetate (114-70-5) + 7-methyl-2-oxo-1,2-dihydroquinoline-3-carboxaldehyde (80231-41-0) → 7-Methyl-3-phenyl-1-oxa-9-aza-anthracen-2-one

Conditions	Yield
In acetic anhydride at 170 - 180℃; for 8h;	73%

C17H12N2O4 (1253853-75-6) + sodium phenylacetate (114-70-5) → C25H16N2O4 (1253853-82-5)

Conditions	Yield
With acetic anhydride at 170 - 180℃; for 8h;	72%

[Cu2(μ2-OH)(μ-2,6-bis[(3-hydroxypropylimino)methyl]-4-methylphenol)(μ1,3-NO3)][Cu2(μ2-OH)(μ-2,6-bis[(3-hydroxypropylimino)methyl]-4-methylphenol)(μ-NO3)(H2O)](NO3)2 dihydrate + sodium phenylacetate (114-70-5) → [Cu4(μ4-O)(μ-2,6-bis[(3-hydroxypropylimino)methyl]-4-methylphenol)2(μ1,3-phenylacetate)4] (1428987-74-9)

Conditions	Yield
In methanol for 0.25h;	71%

sodium phenylacetate (114-70-5) + 5-acetyl-2-benzoyl-6-hydroxy-3-methylbenzo[b]furan (106206-62-6) → 2-benzoyl-3,5-dimethyl-6-phenyl-7H-furo<3,2-g><1>benzopyran-7-one

Conditions	Yield
With acetic anhydride for 24h; Heating;	70%

sodium phenylacetate (114-70-5) + 2-(p-methoxybenzoyl)-3-methyl-5-acetyl-6-hydroxybenzofuran (106206-63-7) → 2-(p-methoxybenzoyl)-3,5-dimethyl-6-phenyl-7H-furo<3,2-g><1>benzopyran-7-one (106536-43-0)

Conditions	Yield
With acetic anhydride for 24h; Heating;	70%

sodium phenylacetate (114-70-5) → 2-phenylethanol (60-12-8)

Conditions	Yield
With CZYE medium (Biolife) In water for 24h; Colletotrichum gloeosporoides CBS 193.32;	70%

2-methoxy-3-methylbenzaldehyde (824-42-0) + sodium phenylacetate (114-70-5) → 8-methyl-3-phenyl-2H-chromen-2-one (95517-85-4)

Conditions	Yield
In acetic anhydride at 180 - 190℃; for 5h;	70%

sodium phenylacetate (114-70-5) + 2,2-dimethylhex-4-yn-3-one (71932-99-5) → Phenyl-acetic acid (E)-5,5-dimethyl-4-oxo-hex-2-enyl ester

Conditions	Yield
With phenylacetic acid; triphenylphosphine In toluene at 80℃; for 24h; Addition;	70%

sodium phenylacetate (114-70-5) + Methyl 2-butynoate (23326-27-4) → (E)-4-Phenylacetoxy-but-2-enoic acid methyl ester

Conditions	Yield
With phenylacetic acid; triphenylphosphine In toluene at 80℃; for 24h; Addition;	70%

sodium phenylacetate (114-70-5) + 3-formyl-4-methyl-2-quinoline (709014-40-4) → 5-methyl-3-phenyl-2H-pyrano[2,3-b]quinolin-2-one

Conditions	Yield
With acetic anhydride at 170 - 180℃; for 8h; Perkin reaction;	70%

sodium phenylacetate (114-70-5) + 6-methyl-2-oxo-4-phenyl-1,2-dihydro-quinoline-3-carbaldehyde (709014-39-1) → 6-methyl-3,10-diphenyl-1-oxa-9-aza-anthracen-2-one

Conditions	Yield
With acetic anhydride at 170 - 180℃; for 8h; Perkin reaction;	70%

sodium phenylacetate (114-70-5) + 2-oxo-4-p-tolyl-1,2-dihydro-quinoline-3-carbaldehyde (845536-14-3) → 3-phenyl-10-p-tolyl-1-oxa-9-aza-anthracen-2-one

Conditions	Yield
With acetic anhydride at 170 - 180℃; for 8h; Perkin reaction;	70%

sodium phenylacetate (114-70-5) + 4-(4-methoxy-phenyl)-2-oxo-1,2-dihydro-quinoline-3-carbaldehyde (845536-15-4) → 10-(4-methoxy-phenyl)-3-phenyl-1-oxa-9-aza-anthracen-2-one

Conditions	Yield
With acetic anhydride at 170 - 180℃; for 8h; Perkin reaction;	70%

sodium phenylacetate (114-70-5) + 6-chloro-2-oxo-4-phenyl-1,2-dihydro-quinoline-3-carbaldehyde (709014-38-0) → 6-chloro-3,10-diphenyl-1-oxa-9-aza-anthracen-2-one

Conditions	Yield
With acetic anhydride at 170 - 180℃; for 8h; Perkin reaction;	70%

C16H10N2O4 (197230-68-5) + sodium phenylacetate (114-70-5) → C24H14N2O4 (1253853-84-7)

Conditions	Yield
With acetic anhydride at 170 - 180℃; for 8h;	70%

Upstream product

• 1121-53-5 benzyl sodium 
• 15719-64-9 methylammonium carbonate 
• 103-82-2 phenylacetic acid 
• 101-97-3 Ethyl 2-phenylethanoate 
• 4606-15-9 propyl phenylacetate 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 100-44-7 benzyl chloride 
• 124-38-9 carbon dioxide 
• 103-81-1 Benzeneacetamide 
• 1310-73-2 sodium hydroxide 
• 98078-08-1 2-oxo-2-phenylethyl 2-phenylacetate 

Downstream Products

• 55138-44-8 3-(2-furyl)-2-phenylacrylic acid 
• 4484-53-1 (E)-2-phenyl-3-(2'-furyl)-propenoic acid 
• 137113-09-8 4-phenyl-1t-(2-nitro-phenyl)-pentadien-(1.3ξ)-oic acid-(5) 
• 87751-73-3 (E)-3-(3-ethoxy-4-hydroxyphenyl)-2-phenylacrylic acid 
• 102168-55-8 3-benzyl-3-hydroxy-2-phenyl-heptanoic acid 
• 4471-03-8 (+/-)-erythro-3-(4-chloro-phenyl)-5-oxo-2,5-diphenyl-valeric acid 
• 112030-31-6 6-chloro-4-methyl-3-phenyl-coumarin 
• 6947-86-0 6-methyl-3-phenyl-4-p-tolyl-coumarin 
• 855160-23-5 5,7-dimethyl-3,4-diphenyl-coumarin 
• 107057-91-0 2-phenyl-hexa-2ξ,4t-dienoic acid 
• 100864-02-6 4-ethyl-3-hydroxy-2-phenyl-hexanoic acid 
• 42308-46-3 7,8-dimethoxy-4-methyl-3-phenyl-coumarin 
• 75200-57-6 7-acetoxy-4-methyl-3-phenyl-2H-1-benzopyran-2-one 
• 23028-24-2 7-methoxy-4-methyl-3-phenylcoumarin 

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