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1821-12-1

Basic Information
CAS No.: 1821-12-1
Name: 4-Phenylbutyric acid
Article Data: 193
Cas Database
Molecular Structure:
Molecular Structure of 1821-12-1 (4-Phenylbutyric acid)
Formula: C10H12O2
Molecular Weight: 164.204
Synonyms: Butyricacid, 4-phenyl- (8CI);Butyric acid, g-phenyl- (3CI);4-Phenyl-n-butyric acid;Benzenebutanoic acid;Benzenebutyric acid;NSC 295;g-Phenylbutanoic acid;g-Phenylbutyric acid;w-Phenylbutanoic acid;
EINECS: 217-341-8
Density: 1.095 g/cm3
Melting Point: 49-51 °C(lit.)
Boiling Point: 290.7 °C at 760 mmHg
Flash Point: 187.9 °C
Solubility: water: 5.3 g/L at 40 °C
Appearance: white to slightly yellowish crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 22-24/25-36-26
Transport Information: N/A
PSA: 37.30000
LogP: 2.09390
Synthetic route
852919-31-4

(Z)-1-chloro-4-phenylbut-1-en-1-yl acetate

1821-12-1

4-Phenylbutyric acid

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran; water at 20℃; for 3h;100%
2243-53-0, 59744-46-6, 1914-58-5

trans-styrylacetic acid

1821-12-1

4-Phenylbutyric acid

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen at 20℃; for 18h; Sealed tube;99%
With formaldehyd; palladium dichloride In sodium hydroxide at 65℃; Hydrogenation;98%
With palladium on activated charcoal; hydrogen In methanol at 20℃;78%
With hydroxylamine; Na3[Fe(CN)5NH3]*3H2O In 1,4-dioxane-d8; water-d2 at 80℃; pH=8;
1008-76-0

4,5-dihydro-5-phenyl-2(3H)-furanone

1821-12-1

4-Phenylbutyric acid

Conditions
ConditionsYield
With palladium on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 1h; Schlenk technique;99%
With palladium 10% on activated carbon; W(OTf)6; hydrogen at 50℃; under 760.051 Torr; for 12h;95%
With palladium on activated carbon; W(OTf)6; hydrogen In acetic acid at 50℃; under 760.051 Torr; for 12h;95%
With potassium fluoride; palladium diacetate; chlorobenzene In tetrahydrofuran; water at 20℃; for 1h; Inert atmosphere; chemoselective reaction;68%
1400695-43-3

6-phenylhexane-1,2,3-triol

1821-12-1

4-Phenylbutyric acid

Conditions
ConditionsYield
With 1‐methyl‐2‐azaadamantane‐N‐oxyl; [bis(acetoxy)iodo]benzene; tetrabutylammomium bromide In water; acetonitrile at 0 - 20℃; for 2h; Inert atmosphere;99%
With 1‐methyl‐2‐azaadamantane‐N‐oxyl; sodium hypochlorite; sodium chlorite In aq. phosphate buffer; acetonitrile at 20℃; for 3h; pH=6.8; Inert atmosphere;96%
625-38-7

but-3-enoic acid

98-80-6

phenylboronic acid

1821-12-1

4-Phenylbutyric acid

Conditions
ConditionsYield
With propan-1-ol; bis(1,5-cyclooctadiene)nickel (0); potassium tert-butylate; 4,4-dibenzyl-2-(pyridin-2-yl)-4,5-dihydrooxazole at 60℃; Sealed tube; regioselective reaction;99%
144499-11-6

Trifluoro-acetic acid 1-cyano-4-phenyl-1-(pyridin-2-ylsulfanyl)-butyl ester

1821-12-1

4-Phenylbutyric acid

Conditions
ConditionsYield
With potassium carbonate In water for 2h;98%
With potassium carbonate In acetone at 25℃; for 12h; Yield given;
313058-67-2

2-(3-phenylpropyl)-1,3-dioxolane

1821-12-1

4-Phenylbutyric acid

Conditions
ConditionsYield
With Oxone; water In tetrahydrofuran at 0 - 20℃; for 12h; Hydrolysis; oxidation;98%
80554-69-4

1-(6H-Phenanthridin-5-yl)-4-phenyl-butan-1-one

A

229-87-8

phenanthridine

B

1821-12-1

4-Phenylbutyric acid

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In water; acetonitrile for 0.25h; Product distribution; deprotection;A n/a
B 97%
2046-18-6

4-phenylbutyronitrile

1821-12-1

4-Phenylbutyric acid

Conditions
ConditionsYield
enzyme from Synechocystis sp. PCC 6803 In phosphate buffer at 30℃; for 12h; pH=7.2;97%
With potassium phosphate buffer at 30℃; for 24h; Rhodococcus sp. AJ270 cells;89.2%
With dipotassium hydrogenphosphate; phosphoric acid; water; nitrile aminohydrolase E.C. 3.5.5.1 at 25℃; pH=7.50; Thermodynamic data;
1449300-08-6

4-phenyl-N-(quinolin-8-yl)butanamide

1821-12-1

4-Phenylbutyric acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 130℃; for 16h;97%
Stage #1: 4-phenyl-N-(quinolin-8-yl)butanamide With ozone In dichloromethane at -78℃;
Stage #2: With dimethylsulfide
Stage #3: With dihydrogen peroxide; lithium hydroxide In tetrahydrofuran; water
79%
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Chemistry

Molecule structure of 4-Phenylbutyric acid (CAS NO.1821-12-1):

IUPAC Name: 4-Phenylbutanoic acid 
Molecular Weight: 164.20108 g/mol
Molecular Formula: C10H12O2 
Melting Point: 49-51 °C(lit.)
Index of Refraction: 1.534
Molar Refractivity: 46.63 cm3
Molar Volume: 149.8 cm3
Surface Tension: 43.6 dyne/cm
Density: 1.095 g/cm3
Flash Point: 187.9 °C
Enthalpy of Vaporization: 55.99 kJ/mol
Boiling Point: 290.7 °C at 760 mmHg
Vapour Pressure: 0.000934 mmHg at 25 °C 
Water Solubility: 5.3 g/L at 40 °C
XLogP3: 2.4
H-Bond Donor: 1
H-Bond Acceptor: 2
Rotatable Bond Count: 4
Exact Mass: 164.08373
MonoIsotopic Mass: 164.08373
Topological Polar Surface Area: 37.3
Heavy Atom Count: 12
Canonical SMILES: C1=CC=C(C=C1)CCCC(=O)O
InChI: InChI=1S/C10H12O2/c11-10(12)8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2,(H,11,12)
InChIKey: OBKXEAXTFZPCHS-UHFFFAOYSA-N
EINECS: 217-341-8
Product Categories: Pharmaceutical Raw Materials;Organic acids;C10;Carbonyl Compounds;Carboxylic Acids

Uses

 4-Phenylbutyric acid (CAS NO.1821-12-1) is used for the synthesis of dyes. It is also used as the intermediate of drug synthesis.

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-36-26 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes. 
S36:Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
Hazard Note: Irritant
HS Code: 29163900

Specification

 4-Phenylbutyric acid (CAS NO.1821-12-1) is also named as 1-Phenylbutyric acid ; 4-Phenylbutyric acid ; AI3-12065 ; Benzenebutyric acid ; NSC 295 ; gamma-Phenylbutyric acid ; omega-Phenylbutanoic acid . 4-Phenylbutyric acid (CAS NO.1821-12-1) is white to slightly yellowish crystalline powder.