(S)-(+)-1-Phenyl-1,2-ethanediol

Base Information

• Chemical Name: (S)-(+)-1-Phenyl-1,2-ethanediol
• CAS No.: 25779-13-9
• Molecular Formula: C8H10O2
• Molecular Weight: 138.166
• Hs Code.: 29062900
• Mol file: 25779-13-9.mol

Synonyms:1,2-Ethanediol,1-phenyl-, (S)-;1,2-Ethanediol, 1-phenyl-, (S)-(+)- (8CI);(+)-(1S)-1-Phenyl-1,2-ethanediol;(+)-1-Phenyl-1,2-ethanediol;(+)-1-Phenylethylene glycol;(+)-Phenyl glycol;(+)-Phenylethane-1,2-diol;(+)-Phenylethylene glycol;(+)-Styrene glycol;(1S)-1-(Phenyl)ethane-1,2-diol;(2S)-2-Phenylethane-1,2-diol;(S)-(+)-Phenyl-1,2-ethanediol;(S)-1-Phenyl-1,2-ethanediol;(S)-1-Phenyl-2-hydroxyethanol;(S)-Phenylethane-1,2-diol;(S)-Styrene glycol;

Chemical Property of (S)-(+)-1-Phenyl-1,2-ethanediol

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00278mmHg at 25°C
• Melting Point: 64-67 °C(lit.)
• Refractive Index: 40 ° (C=3, H2O)
• Boiling Point: 273.5 °C at 760 mmHg
• PKA: 13.61±0.20(Predicted)
• Flash Point: 145.8 °C
• PSA: 40.46000
• Density: 1.17 g/cm³
• LogP: 0.71230
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: soluble

Purity/Quality:

99% ^*data from raw suppliers

(S)-StyreneGlycol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, T
• Hazard Codes: Xi,T
• Statements: 23/24/25-36/37/38
• Safety Statements: 24/25-45-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-(+)-1-Phenyl-1,2-ethanediol used as a chiral building block in organic synthesis, used in the preparation of chiral 2-amino-1-phenylethanols as pharmaceutical intermediates. Extremely valuable and versatile alcohol used as a chiral building block in organic synthesis, used in the preparation of chiral 2-amino-1-phenylethanols as pharmaceutical intermediates.

Technology Process of (S)-(+)-1-Phenyl-1,2-ethanediol

There total 190 articles about (S)-(+)-1-Phenyl-1,2-ethanediol 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: 97.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → styrene oxide (96-09-3) + (R)-1-phenyl-1,2-ethanediol (16355-00-3) + (S)-1-phenyl-1,2-ethanediol (25779-13-9)

Guidance literature:

With styrene monooxygenase; In Hexadecane; for 24h; optical yield given as %ee; aq. buffer;

DOI:10.1039/b820889a

Reference yield: 95.0%

1-phenyl-2-hydroxyethanone (582-24-1) → (R)-1-phenyl-1,2-ethanediol (16355-00-3) + (S)-1-phenyl-1,2-ethanediol (25779-13-9)

Guidance literature:

With cobalt(II) acetate; C₃₁H₃₁N₂OP; In tetrahydrofuran; at 25 ℃; for 1h; Reagent/catalyst; Inert atmosphere;

Reference yield: 93.8%

styrene oxide (96-09-3) → (R)-1-phenyl-1,2-ethanediol (16355-00-3) + (S)-1-phenyl-1,2-ethanediol (25779-13-9)

Guidance literature:

With Escherichia coli Rosetta(DE₃)/epoxide hydrolase from Glycine max wet cells; In aq. phosphate buffer; at 25 ℃; pH=7; enantioselective reaction; Catalytic behavior; Microbiological reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1016/j.ijbiomac.2020.08.011

upstream raw materials:

(S)-Mandelic acid

(S)-Methyl mandelate

styrene

styrene oxide

Downstream raw materials:

(4S)-4-phenyl[1,3]dioxolan-2-one

(S)-2-((tert-butyldimethylsilyl)oxy)-1-phenylethan-1-ol

(S)-1-phenylethane-1,2-diyl bis(4-nitrobenzoate)

(R)-phenylglycine

Refernces

• 1、 Jones, Graham B.,Guzel, Mustafa,Heaton, Steven B.. "Enantioselective catalysis using planar chiral η6-arene chromium complexes: 1,2-Diols as cycloaddition catalysts". . p. 4303 - 4320. Retrieved 2000.
• 2、 -. "Method for synthesizing chiral 1,2-diol compound". Paragraph 0085-0093. . Retrieved 2021/07/21.
• 3、 Zhang, Chen,Li, Chuang,Zhu, Xiu-xiu,Liu, You-yi,Zhao, Jun,Wu, Min-chen. "Highly regio- and enantio-selective hydrolysis of two racemic epoxides by GmEH3, a novel epoxide hydrolase from Glycine max". . p. 2795 - 2803. Retrieved 2020/09/01.