100306-34-1

Basic information

• Product Name: (S)-3-Chloro-1-phenyl-1-propanol
• Synonyms: (S)-(-)-3-CHLORO-1-PHENYL-1-PROPANOL;ALPHA-(2-CHLOROETHYL)-BENZYL ALCOHOL;3-CHLORO-1-PHENYL-1-PROPANOL;(S)-(-)-3-CHLORO-1-PHENYL-1-PROPANOL, 98 % (99% EE/GLC);S(-)-3-CHLORO-1-PHENYLPROPANOL;(aS)-α-(2-Chloroethyl)benzenemethanol;α-(2-Chloroethyl)benzenemethanol;(S)-()-α-(2-Chloroethyl)benzyl alcohol
• CAS NO: 100306-34-1
• Molecular Formula: C₉H₁₁ClO
• Molecular Weight: 170.64
• EINECS: 1312995-182-4
• Product Categories: chiral;Heterocyclic Compounds;Aromatics Compounds;Aromatics;Chiral Reagents
• Mol File: 100306-34-1.mol
• Article Data: 45

Chemical Properties

• Melting Point: 58-60 °C(lit.)
• Boiling Point: 296 °C
• Flash Point: 132 °C
• Appearance: white to light yellow crystal powder
• Density: 1.149
• Vapor Pressure: 0.000651mmHg at 25°C
• Refractive Index: 1.543
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• PKA: 13.92±0.20(Predicted)
• CAS DataBase Reference: (S)-3-Chloro-1-phenyl-1-propanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-Chloro-1-phenyl-1-propanol(100306-34-1)
• EPA Substance Registry System: (S)-3-Chloro-1-phenyl-1-propanol(100306-34-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-38-37-36
• Safety Statements: 26-37/39-39-37
• WGK Germany: 3
• Hazardous Substances Data: 100306-34-1(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

(S)-(-)-3-Chloro-1-phenyl-1-propanol (cas# 100306-34-1) is a compound useful in organic synthesis.

InChI:InChI=1/C9H11ClO/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5,9,11H,6-7H2/t9-/m0/s1

Upstream product

• 936-59-4 3-chloropropiophenone 
• 18776-12-0 3-chloro-1-phenyl-propan-1-ol 
• 22912-90-9 (RS)-3-chloro-1-phenyl-1-propyl acetate 
• 108-05-4 vinyl acetate 
• 34841-35-5 3'-chloro-propiophenone 
• 111-42-2 2,2'-iminobis[ethanol] 
• 141987-54-4 1-Phenyl-3-chlor-propyl-monochloracetat 
• 97-72-3 2-Methylpropionic anhydride 
• 108-22-5 Isopropenyl acetate 
• 293322-40-4 3-Cloro-1-phenylpropyl butanoate 
• 123-20-6 vinyl n-butyrate 
• 142037-19-2 Chloro-acetic acid (S)-3-chloro-1-phenyl-propyl ester 

Downstream Products

• 142824-10-0 (S)-3-acetoxy-1-phenyl-1-propanol 
• 476199-62-9 7-(3-chloro-1-phenyl-propoxy)-benzo[b]thiophene 
• 862183-37-7 (R)-1-chloro-3-(2-mesyloxyphenoxy)-3-phenylpropane 
• 929564-97-6 1-[(1R)-3-chloro-1-phenylpropyl]-3-ethyl-1,3-dihydro-2H-benzimidazol-2-one 
• 200430-17-7 (R)-3-(3-fluorophenoxy)-3-phenylpropyl chloride 
• 114446-48-9 -(+)-1-chloro-3-phenyl-3-<4-(trifluoromethyl)phenoxy>propane 
• 41797-26-6 (S)-3-N-Piperidinyl-1-phenyl-1-propanol 
• 146304-02-1 (S)-1-(3-chloro-1-phenylpropoxy)-3-iodobenzene 

Relevant articles and documents

Preparation of fluoxetine by multiple flow processing steps

Microflow technology is established as a modern and fashionable tool in synthetic organic chemistry, bringing great improvement and potential, on account of a series of advantages over flask methods. The study presented here focuses on the application of flow chemistry process in performing an efficient multiple step syntheses of (±)-fluoxetine as an alternative to conventional synthetic methods, and one of the few examples of total synthesis accomplished by flow technique.

Asymmetric reduction of ketones by employing Rhodotorula sp. AS2.2241 and synthesis of the β-blocker (R)-nifenalol

A broad range of prochiral ketones were efficiently reduced to the corresponding optically active secondary alcohols using resting cells of Rhodotorula sp. AS2.2241. The microbial reduction system exhibited high activity and enantioselectivity in the reduction of various aromatic ketones and acetylpyridines (>97% ee), but moderate to high enantioselectivity in the reduction of α- and β-keto esters. (R)-Nifenalol, a β-adrenergic blocker, was also synthesized using 2-bromo-1(R)-(4-nitrophenyl)ethanol (97% ee) which was prepared through the asymmetric reduction of 2-bromo-1-(4-nitrophenyl)ethanone employing Rhodotorula sp. AS2.2241. The simple preparation and the high activity of the biocatalyst turned this system into a versatile tool for organic synthesis.

Efficient Synthesis of (R)-2-Chloro-1-(2,4-dichlorophenyl)ethanol with a Ketoreductase from Scheffersomyces stipitis CBS 6045

By enzyme screening, a ketoreductase cloned from Scheffersomyces stipitis CBS 6045 and named SsCR was identified that could catalyze the asymmetric hydrogenation of a variety of aromatic ketones. SsCR exhibited a specific activity of 65 U mg?1p

Method for preparation of optically active 3-amino-arylpropan-1-ol derivatives from 3-chloro-1-arylpropan-1-ol derivatives

The present invention relates to a method for preparing an optically active 3-amino-1-arylpropan-1-ol derivative, including the step of making an optically active 3-chloro-1-arylpropan-1-ol compound react with an amine derivative. The method according to the present invention allows direct amination of an optically active 3-chloro-1-arylpropan-1-ol derivative through a single-step reaction. Thus, it is possible to provide a compound functioning as a key intermediate of various optically active molecules through a simple process with high yield, while maintaining the optical purity of the reactant. Therefore, the method may be used for preparing medicines, such as (S)-Duloxetin, (R)-Fluoxetine, (R)- Tomoxetine or (R)- Nisoxetine, with high optical purity by combining the method for preparing an optically active 3-chloro-1-arylpropan-1-ol derivative as a reactant of the method with an additional substitution reaction.(AA) Tomoxetine(BB) Fluoxetine(CC) 3-amino-1-propanol(DD) Nisoxetine(EE) DuloxetineCOPYRIGHT KIPO 2016