(R)-(-)-2-Phenylpropionic acid

Base Information

• Chemical Name: (R)-(-)-2-Phenylpropionic acid
• CAS No.: 7782-26-5
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Hs Code.: 29163990
• European Community (EC) Number: 624-115-6
• UNII: 3YF5O2136L
• DSSTox Substance ID: DTXSID30228437
• Nikkaji Number: J61.973F
• Wikidata: Q22829771
• Metabolomics Workbench ID: 56492
• Mol file: 7782-26-5.mol

Synonyms:7782-26-5;(R)-(-)-2-Phenylpropionic acid;(R)-2-phenylpropanoic acid;(2R)-2-phenylpropanoic acid;(R)-hydratropic acid;(R)-(-)-2-Phenylpropionicacid;(-)-hydratropic acid;(R)-(-)-Hydratropic acid;R-2-PHENYL-PROPRIONIC ACID;(R)-2-phenylpropionic acid;r-(-)-2-phenylpropionic acid;(R)-2-Phenyl-propionic acid;(-)-Hydratropasaeure;Benzeneacetic acid, alpha-methyl-, (R)-;UNII-3YF5O2136L;(R)-alpha-methylbenzeneacetic acid;3YF5O2136L;MFCD00063140;Hydratropic acid #;GRO;NSC-245032;Benzeneacetic acid, .alpha.-methyl-, (R)-;L-PPA;(-)-2-phenylpropionic acid;SCHEMBL66842;CHEBI:43035;DTXSID30228437;(-)-2-PHENYLPROPANOIC ACID;AKOS005146367;AKOS015840429;AC-6586;CS-W004097;HYDRATROPIC ACID, (R)-(-)-;NSC 245032;2-PHENYLPROPIONIC ACID, (-)-;(R)-(-)-Hydratropic acid, (R)-HTA;(-)-(R)-2-PHENYLPROPIONIC ACID;(R)-(-)-2-Phenylpropionic acid, 97%;AS-17271;TS-01975;(R)-.ALPHA.-METHYLPHENYLACETIC ACID;(R)-.ALPHA.-METHYLBENZENEACETIC ACID;A9829;AM20060730;P1219;EN300-126336;J-502093;Q22829771

Chemical Property of (R)-(-)-2-Phenylpropionic acid

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Melting Point: 29-30 °C(lit.)
• Refractive Index: n20/D 1.523(lit.)
• Boiling Point: 261 °C at 760 mmHg
• PKA: 4.34±0.10(Predicted)
• Flash Point: 154.3 °C
• PSA: 37.30000
• Density: 0.721 g/cm³
• LogP: 1.87470
• Storage Temp.: 2-8°C
• 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

(R)-(?)-2-Phenylpropionic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• 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
• Uses: Chiral building block. Resolving agent

Technology Process of (R)-(-)-2-Phenylpropionic acid

There total 212 articles about (R)-(-)-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

(R)-3-chloro-2-phenyl-propionic acid

methanol

ethanol

Downstream raw materials:

(R)-2-Phenyl-propionic acid (Z)-(S)-2-fluoro-3-phenyl-1-(toluene-4-sulfonylmethyl)-allyl ester

(R)-2-Phenyl-propionic acid (S)-2,2-dichloro-2-fluoro-1-p-tolylsulfanylmethyl-ethyl ester

(R)-2-Phenyl-propionic acid (1S,2R)-2-fluoro-1-p-tolylsulfanylmethyl-pent-4-enyl ester

(R)-2-Phenyl-propionic acid (1S,2S)-2-fluoro-1-p-tolylsulfanylmethyl-pent-4-enyl ester

Refernces

• 1、 Fan, Xinjiong,Fu, Yao,Liu, Xiaolong,Zhao, Meng. "Reshaping the active pocket of esterase Est816 for resolution of economically important racemates". . p. 6126 - 6133. Retrieved 2021/09/28.
• 2、 Reed, John H.,Cramer, Nicolai. "1,3,2-Diazaphospholenes Catalyze the Conjugate Reduction of Substituted Acrylic Acids". . p. 4262 - 4266. Retrieved 2020/07/13.