3-PHENYLBUTYRIC ACID

Base Information

• Chemical Name: 3-PHENYLBUTYRIC ACID
• CAS No.: 4593-90-2
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.204
• Hs Code.: 2916399090
• European Community (EC) Number: 224-987-4
• NSC Number: 177801,67346
• DSSTox Substance ID: DTXSID10863421
• Nikkaji Number: J70.851H,J80.857A
• Metabolomics Workbench ID: 37950
• ChEMBL ID: CHEMBL2205242
• Mol file: 4593-90-2.mol

Synonyms:Hydrocinnamicacid, b-methyl- (7CI,8CI);(RS)-3-Phenylbutanoic acid;3-Phenylbutanoicacid;3-Phenylbutyric acid;NSC 177801;NSC 67346;b-Methylbenzenepropanoic acid;b-Methylhydrocinnamic acid;b-Phenylbutyric acid;

Chemical Property of 3-PHENYLBUTYRIC ACID

Chemical Property:

• Appearance/Colour: WHITE TO OFF-WHITE POWDER AND/OR CHUNKS
• Vapor Pressure: 0.00112mmHg at 25°C
• Melting Point: 35-38 °C(lit.)
• Refractive Index: 1.531
• Boiling Point: 288 °C at 760 mmHg
• PKA: 4.67±0.10(Predicted)
• Flash Point: 170.2 °C
• PSA: 37.30000
• Density: 1.09 g/mL at 25 °C(lit.)
• LogP: 2.26480
• Water Solubility.: 9.254g/L(30 oC)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

99.5% ^*data from raw suppliers

3-Phenylbutyric acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,F
• Hazard Codes: Xi,F
• Statements: 36/37/38-10
• Safety Statements: 22-24/25-36-26-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(CC(=O)O)C1=CC=CC=C1
• Uses: 3-Phenylbutyric acid is used to isolate Rhodococcus rhodochrous PB1 from compost soil.

Technology Process of 3-PHENYLBUTYRIC ACID

There total 177 articles about 3-PHENYLBUTYRIC ACID which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

carbon monoxide (201230-82-2) + isopropenylbenzene (98-83-9,6144-04-3,25014-31-7,42612-14-6) → 3-phenylbutyric acid (4593-90-2,772-17-8)

Guidance literature:

With sulfuric acid; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; water; palladium(II) acetylacetonate; acetic acid; at 20 - 100 ℃; for 20h; under 30003 Torr; Inert atmosphere; Autoclave;

DOI:10.1002/anie.201908451

Reference yield: 97.0%

phenyl formate (1864-94-4) + isopropenylbenzene (98-83-9,6144-04-3,25014-31-7,42612-14-6) → 3-phenylbutyric acid (4593-90-2,772-17-8)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; formic acid; palladium diacetate; In toluene; at 90 ℃; for 24h; Reagent/catalyst; Temperature; regioselective reaction; Inert atmosphere;

DOI:10.1021/ol502987f

Reference yield: 96.0%

N-(2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)propan-2-yl)-3-phenylbutanamide → 3-phenylbutyric acid (4593-90-2,772-17-8)

Guidance literature:

With sulfuric acid; In 1,4-dioxane; at 100 ℃; for 16h;

DOI:10.1002/chem.201406528

upstream raw materials:

(E)-but-2-enoic acid

cis/trans-3-chlorocrotonic acid

3-phenylbut-2-enoic acid

(E)-3-phenyl-2-butenoic acid

Downstream raw materials:

3-methylindanone

3(R)-(4-nitrophenyl)butanoic acid

3-phenylbutanoyl chloride

(S)-2-phenylbutanoic acid

Refernces

• 1、 Liu, Jianzhong,Xie, Ying,Zeng, Wei,Lin, Dongen,Deng, Yuanfu,Lu, Xiaoxia. "Pd(II)-Catalyzed Pyridine N -Oxides Directed Arylation of Unactivated Csp3-H Bonds". . p. 4618 - 4626. Retrieved 2015.
• 2、 Chen, Ying-Chun,Xue, Dong,Deng, Jin-Gen,Cui, Xin,Zhu, Jin,Jiang, Yao-Zhong. "Efficient asymmetric transfer hydrogenation of activated olefins catalyzed by ruthenium amido complexes". . p. 1555 - 1558. Retrieved 2004.
• 3、 Matsumoto, Shoji,Marumoto, Hayato,Akazome, Motohiro,Otani, Yasuhiko,Kaiho, Tatsuo. "Chemoselective reduction of ?,￠-unsaturated carbonyl and carboxylic compounds by hydrogen iodide". . p. 590 - 599. Retrieved 2021/03/29.
• 4、 Huang, Yan,Hou, Jing,Zhan, Le-Wu,Zhang, Qian,Tang, Wan-Ying,Li, Bin-Dong. "Photoredox Activation of Formate Salts: Hydrocarboxylation of Alkenes via Carboxyl Group Transfer". . p. 15004 - 15012. Retrieved 2021/12/14.