(2r)-2-Chloro-3-Phenylpropanoic Acid

Base Information

• Chemical Name: (2r)-2-Chloro-3-Phenylpropanoic Acid
• CAS No.: 94347-44-1
• Molecular Formula: C₉H₉ClO₂
• Molecular Weight: 184.622
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID50466475
• Nikkaji Number: J609.871A
• Wikidata: Q27467306
• Mol file: 94347-44-1.mol

Synonyms:94347-44-1;(2r)-2-Chloro-3-Phenylpropanoic Acid;(R)-2-chloro-3-phenylpropanoic acid;(R)-(-)-2-CHLORO 3-PHENYLPROPANOIC ACID;(2R)-chloro-3-phenylpropionic acid;BENZENEPROPANOIC ACID, A-CHLORO-, (AR)-;SCHEMBL2397070;DTXSID50466475;4h81;LIDRHDRWTSPELB-MRVPVSSYSA-N;3-Methyl-4-pyrrol-1-yl-benzoicacid;(R)-2-chloro-3-phenylpropionic acid;AKOS006274576;(2R)-2-chloro-3-phenylpropionic acid;F95624;Q27467306;WJ2

Chemical Property of (2r)-2-Chloro-3-Phenylpropanoic Acid

Chemical Property:

• PSA: 37.30000
• LogP: 1.92110
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

98%Min ^*data from raw suppliers

(R)-2-CHLORO-3-PHENYLPROPANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2r)-2-Chloro-3-Phenylpropanoic Acid

There total 47 articles about (2r)-2-Chloro-3-Phenylpropanoic 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: 100.0%

1-chloro-2-phenylethyl phenyl sulfoxide (29626-90-2) + carbon dioxide (124-38-9,18923-20-1) → 2-chloro-3-phenylpropionic acid (7474-06-8,41998-38-3,94347-44-1,20334-70-7)

Guidance literature:

1-chloro-2-phenylethyl phenyl sulfoxide; With cyclohexylmagnesiumchloride; In tetrahydrofuran; toluene; at -78 ℃; for 0.166667h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; toluene; at -78 ℃; for 3h;

DOI:10.1002/adsc.201801614

Reference yield: 98.0%

α-chloro-β-phenylpropionamide (18166-56-8) → 2-chloro-3-phenylpropionic acid (7474-06-8,41998-38-3,94347-44-1,20334-70-7)

Guidance literature:

Reference yield: 97.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (S)-2-chloro-3-phenyl-propionic acid (7474-06-8,20334-70-7,94347-44-1,41998-38-3)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at 0 ℃; optical yield given as %ee;

DOI:10.1021/jo9021887

upstream raw materials:

ethyl nitrite

Phenylalanine

2-bromo-3-phenylpropanoic acid

2-chloro-3-phenylpropionitrile

Downstream raw materials:

methyl 2-chloro-3-phenylpropanoate

2-bromo-3-phenylpropanoic acid

Phenylalanine

2-chloro-3-phenylpropanoic acid chloride

Refernces

• 1、 Raza, Abdul Rauf,Nisar, Bushra,Khalid, Muhammad,Gondal, Humaira Yasmeen,Khan, Muhammad Usman,de Alcantara Morais, Sara Figueirêdo,Tahir, Muhammad Nawaz,Braga, Ataualpa Albert Carmo. "A facile microwave assisted synthesis and structure elucidation of (3R)-3-alkyl-4,1-benzoxazepine-2,5-diones by crystallographic, spectroscopic and DFT studies". . . Retrieved 2020/01/21.
• 2、 Zhang, Jun,Sheng, Wei,Gholami, Hadi,Nehira, Tatsuo,Borhan, Babak. "Di(1-naphthyl) methanol ester of carboxylic acids for absolute stereochemical determination". supporting information. p. 141 - 146. Retrieved 2017/11/13.