(R)-2-Phenoxypropionic acid

Base Information

• Chemical Name: (R)-2-Phenoxypropionic acid
• CAS No.: 1129-46-0
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 2918990090
• Nikkaji Number: J53.109J
• Mol file: 1129-46-0.mol

Synonyms:1129-46-0;(R)-2-Phenoxypropionic acid;(R)-2-Phenoxypropanoic acid;(2R)-2-phenoxypropanoic acid;(R)-(+)-2-PHENOXYPROPIONIC ACID;(R)-2-Phenoxypropanoicacid;(+/-)-phenoxypropionic acid;SCHEMBL127395;R-(+)-2-phenoxypropionic acid;BAA12946;MFCD04038077;BS-25103;CS-0170843;(R)-(+)-2-phenoxypropionic acid AldrichCPR;(R)-(+)-2-phenoxypropionic acid, AldrichCPR;A921737

Chemical Property of (R)-2-Phenoxypropionic acid

Chemical Property:

• Vapor Pressure: 0.00471mmHg at 25°C
• Melting Point: 84-86 °C
• Refractive Index: 1.53
• Boiling Point: 265 °C at 760 mmHg
• PKA: 3.22±0.10(Predicted)
• Flash Point: 112.7 °C
• PSA: 46.53000
• Density: 1.174 g/cm³
• LogP: 1.53850
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-2-PhenoxypropionicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)OC1=CC=CC=C1
• Isomeric SMILES: C[C@H](C(=O)O)OC1=CC=CC=C1

Technology Process of (R)-2-Phenoxypropionic acid

There total 42 articles about (R)-2-Phenoxypropionic 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%

(R)-2-phenoxypropionic acid ethyl ester (76671-56-2) → (R)-(+)-2-phenoxypropionic acid (1129-46-0)

Guidance literature:

With potassium hydroxide; In ethanol; at 0 ℃; for 7h;

DOI:10.1021/ja074729k

Reference yield: 96.6%

(S)-2-chloropropanoic acid (29617-66-1) + phenol (108-95-2,27073-41-2) → (R)-(+)-2-phenoxypropionic acid (1129-46-0)

Guidance literature:

phenol; With sodium hydroxide; In water; at 55 ℃; for 0.5h;

(S)-2-chloropropanoic acid; In water; at 60 ℃; for 2h; Temperature; Reagent/catalyst;

Reference yield: 95.0%

(R)-(+)-phenyl 2-phenoxypropionate (116435-79-1) → (R)-(+)-2-phenoxypropionic acid (1129-46-0)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 0 ℃;

DOI:10.1021/ol202977j

upstream raw materials:

2-phenoxypropionic acid

ethyl 2-phenoxypropionate

methyl 2-phenoxypropanoate

(R)-2-phenoxypropionic acid ethyl ester

Downstream raw materials:

D-2-(2,4-dinitro-phenoxy)-propionic acid

6β-((R)-2-phenoxy-propionylamino)-penicillanic acid

(R)-2-phenoxypropionyl chloride

(P)-(-)-2,7,12-tris<((R)-2-phenoxypropanoyl)oxy>-10,15-dihydro-5H-tribenzocyclononene

Refernces

• 1、 Watanabe, Keiichi,Ueji, Shin-Ichi. "Dimethyl sulfoxide as a co-solvent dramatically enhances the enantioselectivity in lipase-catalysed resolutions of 2-phenoxypropionic acyl derivatives". . p. 1386 - 1390. Retrieved 2001.
• 2、 Mori, Shuichi,Yumoto, Hiromi,Matsumi, Rina,Nishigaki, Tomohiro,Ebara, Yasuhito,Ueji, Shin-Ichi. "A method to greatly improve the enantioselectivity of lipase-catalyzed hydrolysis using sodium dodecyl sulfate (SDS) as an additive". . p. 3698 - 3702. Retrieved 2005.
• 3、 Sorensen, Henning Osholm,Larsen, Sine. "Hydrogen bonding in enantiomeric versus racemic mono-carboxylic acids; a case study of 2-Phenoxy-Propionic acid". . p. 132 - 140. Retrieved 2003.
• 4、 -. "Preparation method of (R)-(+)-2-(4-hydroxyphenoxy) propionic acid". Paragraph 0052-0053; 0055-0056; 0058-0059; 0061-0062. . Retrieved 2021/05/19.
• 5、 -. "Preparation method for R-(+)-2-(4-hydroxyphenoxy)propionic acid". Paragraph 0067-0069. . Retrieved 2020/02/27.