25779-13-9

Basic information

• Product Name: (S)-(+)-1-Phenyl-1,2-ethanediol
• Synonyms: (S)-(+)-1-Phenyl-1,2-ethanediol 99%;(S)-1-Phenyl-1,2-ethanediol,99%e.e.;(S)-(+)-1-PHENYLETHANEDIOL;(S)-(-)-1-PHENYL-1,2-ETHANEDIOL;(S)-(+)-1-PHENYL-1,2-ETHANEDIOL;(S)-1-PHENYL-1,2-ETHANEDIOL;(S)-(+)-1,2-PHENYLETHANEDIOL;(S)-(+)-1-Phenyl-1,2-ethanediol, 99+%
• CAS NO: 25779-13-9
• Molecular Formula: C₈H₁₀O₂
• Molecular Weight: 138.16
• Product Categories: Chiral Compounds;Diols;chiral;Chiral Building Blocks;Simple Alcohols (Chiral);Synthetic Organic Chemistry;Aromatics;Chiral Reagents;Intermediates
• Mol File: 25779-13-9.mol
• Article Data: 295

Chemical Properties

• Melting Point: 64-67 °C(lit.)
• Boiling Point: 272-274 °C (755 mmHg)
• Flash Point: 320 °F
• Appearance: white to light yellow crystal powder
• Density: 1.0742 (rough estimate)
• Vapor Pressure: 0.00278mmHg at 25°C
• Refractive Index: 40 ° (C=3, H2O)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 13.61±0.20(Predicted)
• Water Solubility: soluble
• BRN: 3196197
• CAS DataBase Reference: (S)-(+)-1-Phenyl-1,2-ethanediol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-1-Phenyl-1,2-ethanediol(25779-13-9)
• EPA Substance Registry System: (S)-(+)-1-Phenyl-1,2-ethanediol(25779-13-9)

Safety Data

• Hazard Codes: Xi,T
• Statements: 23/24/25-36/37/38
• Safety Statements: 24/25-45-36/37/39-26
• WGK Germany: 3
• Hazardous Substances Data: 25779-13-9(Hazardous Substances Data)

Usage

Description

(S)-(+)-1-Phenyl-1,2-ethanediol is a white to light yellow crystalline powder that is an extremely valuable and versatile alcohol. It is characterized by its chiral structure, which makes it a crucial component in various applications across different industries.

Uses

Used in Pharmaceutical Industry:
(S)-(+)-1-Phenyl-1,2-ethanediol is used as a chiral building block in organic synthesis for the preparation of chiral 2-amino-1-phenylethanols. These chiral 2-amino-1-phenylethanols serve as pharmaceutical intermediates, which are essential in the development of various drugs and medications.
Used in Organic Synthesis:
(S)-(+)-1-Phenyl-1,2-ethanediol is also used as a chiral building block in the field of organic synthesis. Its unique chiral structure allows for the creation of a wide range of compounds with specific properties, making it an indispensable tool in the synthesis of complex organic molecules.

InChI:InChI=1/C8H10O2/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8-10H,6H2/t8-/m1/s1

Upstream product

• 20780-53-4 (R)-Styrene oxide 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 96-09-3 styrene oxide 
• 138877-10-8 (R)-2-hydroxy-2-phenylethyl propionate 
• 21939-45-7 (E)-2-(2-phenylethenyl)-1,3,2-dioxaborolane 
• 61040-96-8 β-hydroperoxybenzeneethanol 
• 1674-30-2 1-phenyl-2-chloroethanol 
• 2243-35-8 2-acetoxyacetophenone 
• 20780-54-5 (S)-styrene oxide 
• 64-18-6 formic acid 
• 40434-87-5 toluene-4-sulfonic acid 2-hydroxy-2-phenylethyl ester 
• 4427-92-3 4-Phenyl-1,3-dioxolan-2-one 
• 147256-19-7 (S)-2-methylcarbonyloxy-1-phenylethyl acetate 
• 368447-71-6 (2S)-2-phenyl-2-({[(1R)-1-phenylethyl]amino}oxy)ethanol 

Downstream Products

• 80595-16-0 (1S)-1-phenyl-2-O-triphenylmethyl-1,2-ethanediol 
• 50-00-0 formaldehyd 
• 100-52-7 benzaldehyde 
• 201685-47-4 (4S,4'S)-4,4'-diphenyl-2,2'-bi(1,3,2-dioxaborolane) 
• 126923-26-0 (R)-2-azido-2-phenylethan-1-ol 
• 685835-74-9 (1S)-1-phenyl-2-O-(2,4,6-triisopropylbenzenesulfonyl)-1,2-ethanediol 
• 1173179-78-6 (S)-1-phenylethane-1,2-diyl bis(4-nitrobenzoate) 
• 147441-62-1 (S)-2,2-dimethyl-4-phenyl-1,3-dioxolane 
• 17199-29-0 (S)-Mandelic acid 
• 875-74-1 (R)-phenylglycine 
• 2935-35-5 (S)-2-phenylglycine 
• 611-73-4 Benzoylformic acid 
• 34025-29-1 (S)-2-hydroxy-2-phenylacetaldehyde 
• 70111-04-5 (S)-(2-hydroxy-2-phenyl)ethyl benzoate 

Relevant articles and documents

Marked improvement in the asymmetric reduction of 2-hydroxyacetophenone with mut-AcCR in a biphasic system

(S)-1-Phenyl-1,2-ethanediol (PED) is a vital chiral block in specialty chemical industries. The biotransformation of 2-hydroxyacetophenone (2-HAP) to (S)-PED was conducted successfully catalyzed with BL21(DE3)(pETDuet-gst-mut-accr-gdh) which harboring a c

Coexpression of a carbonyl reductase and glucose 6-phosphate dehydrogenase in Pichia pastoris improves the production of (S)-1-phenyl-1,2-ethanediol

To develop an efficient biocatalyst to produce optically active (S)-phenyl ethanediol (PED), a carbonyl reductase SCRII and glucose 6-phosphate dehydrogenase were coexpressed intracellularly in Pichia pastoris. The recombinant enzyme PpSCRII was purified

Tridentate nitrogen phosphine ligand containing arylamine NH as well as preparation method and application thereof

The invention discloses a tridentate nitrogen phosphine ligand containing arylamine NH as well as a preparation method and application thereof, and belongs to the technical field of organic synthesis. The tridentate nitrogen phosphine ligand disclosed by the invention is the first case of tridentate nitrogen phosphine ligand containing not only a quinoline amine structure but also chiral ferrocene at present, a noble metal complex of the type of ligand shows good selectivity and extremely high catalytic activity in an asymmetric hydrogenation reaction, meanwhile, a cheap metal complex of the ligand can also show good selectivity and catalytic activity in the asymmetric hydrogenation reaction, and is very easy to modify in the aspects of electronic effect and space structure, so that the ligand has huge potential application value. A catalyst formed by the ligand and a transition metal complex can be used for catalyzing various reactions, can be used for synthesizing various drugs, and has important industrial application value.

Application of the redox system of Nocardia corallina B-276 in the enantioselective biotransformation of ketones and alcohols

The aim of this research was to evaluate the redox system of Nocardia corallina B-276 in the biotransformation of 1-phenyl-1-propanone (1a), 2-hydroxy-1-phenylethanone (2a) and methyl (2-chlorophenyl)(oxo)acetate (3a) into 1-phenylpropan-1-ol (1b), 1-phenyl-1,2-ethanediol (2b) and methyl (2-chlorophenyl)(hydroxy)acetate (3b). The biomass of N. corallina was obtained in a liquid medium with an initial pH of 8.50, but the pH changed during the 96 h of the culture media, the final pH was between 4.74 and 7.62. The N. corallina biomass biocatalyzed the enantioselective reduction of 1a–3a to the corresponding alcohols. Whereas, during the process of oxidation of the rac-alcohols 1b–3b, 1b was oxidized in enantioselective way, the oxidation of 2b was not selective, but 3b was biotransformed mainly to (R)-3b. These results are indicative that N. corallina produced reductases and oxidases, whereby the biocatalytic activity was influenced by the final pH of the culture media, the reaction time and structure of the substrate.