(S)-(+)-2-Phenylpropionic acid

Base Information

• Chemical Name: (S)-(+)-2-Phenylpropionic acid
• CAS No.: 7782-24-3
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Hs Code.: 29163990
• European Community (EC) Number: 626-162-8
• UNII: 988109NFBC
• Nikkaji Number: J61.972H
• Wikidata: Q27121254
• Metabolomics Workbench ID: 57033
• Mol file: 7782-24-3.mol

Synonyms:(S)-(+)-2-Phenylpropionic acid;7782-24-3;(S)-2-phenylpropanoic acid;(2S)-2-phenylpropanoic acid;(S)-hydratropic acid;(S)-2-phenylpropionic acid;(+)-hydratropic acid;S-(+)-2-phenylpropionic acid;(S)-alpha-Methylbenzeneacetic acid;(+)-Hydratropasaeure;(+)-2-phenylpropionic acid;UNII-988109NFBC;(2~{S})-2-phenylpropanoic acid;988109NFBC;Benzeneacetic acid, alpha-methyl-, (S)-;Hydratropic acid #;MFCD00063139;(S)-(+)-Hydratropic acid;(S)-2-Phenyl-propionic acid;9RW;Benzeneacetic acid, .alpha.-methyl-, (S)-;D-PPA;SCHEMBL68873;(S)-2-phenyl propionic acid;CHEBI:48527;AMY4109;S-(+)-2-Phenyl propionic acid;(+)-(S)-HYDRATROPIC ACID;(s)-(+)-2-phenyl-propionic acid;CS-CS-00032;(+)-2-PHENYLPROPANOIC ACID;AKOS015840407;AC-6587;CS-W002293;HYDRATROPIC ACID, (S)-(+)-;2-PHENYLPROPIONIC ACID, (+)-;(S)-(+)-Hydratropic acid, (S)-HTA;(+)-(S)-2-PHENYLPROPIONIC ACID;(+)-.ALPHA.-PHENYLPROPIONIC ACID;(S)-(+)-2-Phenylpropionic acid, 97%;BP-12969;DS-14082;P1220;EN300-67238;(.ALPHA.S)-.ALPHA.-METHYLBENZENEACETIC ACID;Q27121254

Chemical Property of (S)-(+)-2-Phenylpropionic acid

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 0.00601mmHg at 25°C
• Melting Point: 29-32 °C
• Refractive Index: n20/D 1.522(lit.)
• Boiling Point: 261 °C at 760 mmHg
• PKA: pK1:4.38 (25°C)
• Flash Point: 154.3 °C
• PSA: 37.30000
• Density: 1.119 g/cm³
• LogP: 1.87470
• Storage Temp.: 2-8°C
• Solubility.: soluble in Chloroform
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

(S)-(+)-2-Phenylpropionic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)C(=O)O
• Isomeric SMILES: C[C@@H](C1=CC=CC=C1)C(=O)O

Technology Process of (S)-(+)-2-Phenylpropionic acid

There total 212 articles about (S)-(+)-2-Phenylpropionic 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: 98.0%

hydratropic acid (492-37-5,2328-24-7) + (R)-1-(4-pyridinyl)ethanol (27854-88-2,42732-22-9) → (+)-α-phenylpropionic acid (492-37-5,2328-24-7,7782-24-3,7782-26-5) + (-)-2-phenylpropanoic acid (492-37-5,2328-24-7,7782-24-3,7782-26-5) + 2-Phenyl-propionic acid (R)-1-pyridin-4-yl-ethyl ester

Guidance literature:

With Palomo reagent; triethylamine; In toluene; for 120h; Yields of byproduct given; Ambient temperature;

DOI:10.1016/0957-4166(92)80022-O

Reference yield: 98.0%

hydratropic acid (492-37-5,2328-24-7) + (R)-1-(4-pyridinyl)ethanol (27854-88-2,42732-22-9) → (+)-α-phenylpropionic acid (492-37-5,2328-24-7,7782-24-3,7782-26-5) + (-)-2-phenylpropanoic acid (492-37-5,2328-24-7,7782-24-3,7782-26-5) + 2-Phenyl-propionic acid (R)-1-pyridin-4-yl-ethyl ester

Guidance literature:

With Palomo reagent; triethylamine; In toluene; for 120h; Yields of byproduct given; Ambient temperature;

DOI:10.1016/0957-4166(92)80022-O

Reference yield: 39.0%

carbon dioxide (124-38-9,18923-20-1) + (1-chloroethyl)benzene (672-65-1) → 2,3-diphenylbutane (1857-74-5,2726-21-8,4539-34-8,4613-11-0,71606-46-7,5789-35-5) + ethylbenzene (100-41-4,27536-89-6) + (S)-2-Phenylpropionic acid (7782-24-3) + (R)-2-Phenylpropionic acid (7782-26-5)

Guidance literature:

With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 50 ℃; under 0.00750075 Torr; Overall yield = 16 %; Electrolysis;

DOI:10.1016/j.elecom.2014.02.009

upstream raw materials:

hydratropic acid

2-phenylacrylic acid

(S)-1-(4-pyridyl)ethanol

2-phenylpropanoyl 2-phenylpropanoate

Downstream raw materials:

(S)-2-phenyl-heptan-3-one

(2S)-2-phenylpropionyl chloride

(R)-(-)-2-phenylpropionyl chloride

(-)-(R)-N,N-diisopropyl-2-phenylpropanamide

Refernces

• 1、 Shibata, Saizo,Matsushita, Hajime,Kaneko, Hajime,Noguchi, Masao,Sakurai, Takao,et al.. "The Mechanism and Stereochemistry of Asymmetric Transformation via Chiral Oxazolines". . p. 3531 - 3535. Retrieved 1984.
• 2、 Thomason, Michael J.,Rhys-Williams, William,Lloyd, Andrew W.,Hanlon, Geoffrey W.. "Optimization of the chiral inversion of 2-phenylpropionic acid by Verticillium lecanii". . p. 263 - 269. Retrieved 1997.
• 3、 Fu, Kaiyue,Ma, Yu,Sun, Yaxin,Tang, Bo,Yang, Guang,Yang, Peng,Yue, Jieyu,Zhang, Li,Zhou, Jianrong Steve. "Enantioselective Synthesis of Chiral Carboxylic Acids from Alkynes and Formic Acid by Nickel-Catalyzed Cascade Reactions: Facile Synthesis of Profens". supporting information. . Retrieved 2021/11/22.
• 4、 Guan, Zheng-Hui,Ren, Zhi-Hui,Wang, Yuan,Yang, Hui-Yi,Yao, Ya-Hong,Zou, Xian-Jin. "Palladium-Catalyzed Asymmetric Markovnikov Hydroxycarbonylation and Hydroalkoxycarbonylation of Vinyl Arenes: Synthesis of 2-Arylpropanoic Acids". supporting information. p. 23117 - 23122. Retrieved 2021/09/18.