1459-15-0

Basic information

• Product Name: (R)-1-Phenyl-1-chloroethane
• Synonyms: (+)-[(R)-1-Chloroethyl]benzene;(R)-1-Phenyl-1-chloroethane
• CAS NO: 1459-15-0
• Molecular Formula: C₈H₉Cl
• Molecular Weight: 140.61006
• Mol File: 1459-15-0.mol
• Article Data: 29

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-1-Phenyl-1-chloroethane(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-Phenyl-1-chloroethane(1459-15-0)
• EPA Substance Registry System: (R)-1-Phenyl-1-chloroethane(1459-15-0)

Safety Data

• Hazardous Substances Data: 1459-15-0(Hazardous Substances Data)

Usage

Description

(R)-1-Phenyl-1-chloroethane, also known as phenylchloroethane, is a chemical compound with the molecular formula C8H9Cl. It is a colorless liquid with a sweet odor that is slightly soluble in water.

Uses

Used in Pharmaceutical Industry:
(R)-1-Phenyl-1-chloroethane is used as an intermediate in the production of pharmaceuticals for its ability to be chemically modified and incorporated into various drug molecules.
Used in Fragrance Industry:
(R)-1-Phenyl-1-chloroethane is used as a component in the synthesis of fragrances due to its sweet odor, contributing to the creation of various scent profiles.
Used in Organic Compounds Production:
(R)-1-Phenyl-1-chloroethane is used as an intermediate in the production of other organic compounds, highlighting its versatility in organic synthesis.
Used as a Solvent in Chemical Processes:
(R)-1-Phenyl-1-chloroethane is used as a solvent in various chemical processes, taking advantage of its ability to dissolve a range of substances and facilitate reactions.

Upstream product

• 1445-91-6 (S)-1-phenylethanol 
• 1517-69-7 (R)-1-phenylethanol 
• 17279-31-1 (-)-(S)-N,N-dimethyl-1-phenylethylamine 
• 40434-87-5 (R)-2-hydroxy-2-phenylethyl 4-methylbenzenesulfonate 
• 40435-14-1 (S)-1-phenyl-2-(tosyloxy)ethanol 
• 25779-13-9 (S)-1-phenyl-1,2-ethanediol 
• 611-71-2 (R)-Mandelic Acid 
• 16355-00-3 (R)-1-phenyl-1,2-ethanediol 
• 17199-29-0 (S)-Mandelic acid 
• 98-85-1 1-Phenylethanol 
• 7647-01-0 hydrogenchloride 
• 60-29-7 diethyl ether 
• 545-06-2 trichloroacetonitrile 
• 75-36-5 acetyl chloride 

Downstream Products

• 53520-17-5 (2,6-dimethyl-phenyl)-((S)-1-phenyl-ethyl)-ether 
• 100975-85-7 1-methoxy-4-((S)-1-phenyl-ethoxy)-benzene 
• 75878-94-3 S-<(R)-1-phenylethyl>glutathione 
• 75813-49-9 S-<(S)-1-phenylethyl>glutathione 
• 100-42-5 styrene 
• 111900-63-1 D-erythro-2,3-diphenyl-butyric acid 
• 911715-90-7 (2R)-2-[(2-amino-5-{[(1S)-1-phenylethyl]sulfanyl}- [1,3] thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol 
• 53520-15-3 ((S)-1-phenyl-ethyl)-p-tolyl ether 
• 911820-07-0 2-amino-5-{[(1S)-1-phenylethyl]sulfanyl}[1,3]thiazolo[4,5-d]pyrimidin-7-ol 
• 911820-08-1 7-chloro-5-{[(1S)-1-phenylethyl]sulfanyl}[1,3]thiazolo[4,5-d]pyrimidin-2-amine 
• 1246182-86-4 C₈H₉⁽²⁾HO 

Relevant articles and documents

Mechanical resolution of 1-phenylethyl 2-pyridyl sulfide and determination of its absolute configuration

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Formamide-Catalyzed Nucleophilic Substitutions: Mechanistic Insight and Rationalization of Catalytic Activity

Herein, detailed mechanistic investigations into formamide-catalyzed nucleophilic substitution (SN) of alcohols are reported. Alkoxyiminium chlorides and hexafluorophosphates were synthesized and characterized as a key intermediate of the catalytic cycle. The determination of reaction orders and control experiments indicated that the nucleophilic attack of the formamide catalyst onto the reagent BzCl is the rate-determining step. Linear free energy relationship revealed a correlation between the quantified Lewis basicity strength of formamides by means of 11B NMR spectroscopy and their catalytic activity in SN-transformations. The observed difference in catalytic ability was attributed to the natural bond order charge, dipole moment, and Sterimol parameter B5. Importantly, this rationalization enables the prediction of the capacity of formamides to promote SN-type transformations in general.

Systematic Evaluation of Sulfoxides as Catalysts in Nucleophilic Substitutions of Alcohols

Herein, a method for the nucleophilic substitution (SN) of benzyl alcohols yielding chloro alkanes is introduced that relies on aromatic sulfoxides as Lewis base catalysts (down to 1.5 mol-%) and benzoyl chloride (BzCl) as reagent. A systematic screening of various sulfoxides and other sulfinyl containing Lewis bases afforded (2-methoxyphenyl)methyl sulfoxide as optimal catalyst. In contrast to reported formamide catalysts, sulfoxides also enable the application of plain acetyl chloride (AcCl) as reagent. In addition, it was demonstrated that weakly electrophilic carboxylic acid chlorides like BzCl promote Pummerer rearrangement of sulfoxides already at room temperature. This side-reaction also provided the explanation, why sulfoxide catalyzed SN-reactions of alcohols do not allow the effective production of aliphatic and electron deficient chloro alkanes. Comparison experiments provided further insight into the reaction mechanism.