72653-49-7

Basic information

• Product Name: 1-chloro-2,2-dimethylpropyl phenyl sulphide
• Synonyms: 1-chloro-2,2-dimethylpropyl phenyl sulphide
• CAS NO: 72653-49-7
• Molecular Weight: 214.759
• Mol File: 72653-49-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-chloro-2,2-dimethylpropyl phenyl sulphide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-2,2-dimethylpropyl phenyl sulphide(72653-49-7)
• EPA Substance Registry System: 1-chloro-2,2-dimethylpropyl phenyl sulphide(72653-49-7)

Safety Data

• Hazardous Substances Data: 72653-49-7(Hazardous Substances Data)

Upstream product

• 7210-80-2 neopentyl phenyl sulphide 

Downstream Products

• 109023-25-8 6,6-dimethyl-5-phenylthiohept-1-en-3-one 
• 119704-14-2 (E)-2-(2,2-dimethylpropylidene)cyclohexanone 
• 72653-53-3 2-(2,2-dimethylpropyl)cyclohexanone 
• 109023-26-9 6,6-dimethyl-1-dimethyl(phenyl)silyl-5-phenylthioheptan-3-one 
• 109023-15-6 1-(Dimethyl-phenyl-silanyl)-2,6,6-trimethyl-heptan-3-one 
• 109023-16-7 1-(Dimethyl-phenyl-silanyl)-4,6,6-trimethyl-heptan-3-one 
• 109023-14-5 6,6-dimethyl-1-dimethyl(phenyl)silylheptan-3-one 
• 63996-46-3 Phenyl-(2-chlor-1,2-dimethyl)propyl-sulfid 
• 72653-52-2 2-(1-phenylthio-2,2-dimethylpropyl)cyclohexanone 

Relevant articles and documents

α-ALKYLATION AND α-ALKYLIDENATION OF CARBONYL COMPOUNDS BY O-SILYLATED ENOLATE PHENYLTHIOALKYLATION

For many reactions next to a carbonyl group, the use of O-silylated enolate chemistry offers improvements in yield and selectivity over the corresponding reactions of Group I metal enolates.In the case of α-alkylation of carbonyl compounds, Lewis acid (TiCl4 or ZnBr2) promoted phenylthioalkylation of O-silylated enolates 3 by α-chlorosulphides 4 (R3=H, Me, Prn, Pri, Bui, and Me3Si), followed by reductive sulphur removal by Raney nickel, 5->6, is found to be a reliable method for this synthetically important C-C bond forming step.An alternative sulphur elimination pathway via the sulphoxide, 5->7, allows the regio- and stereocontrolled α-alkylidenation of carbonyl compounds.The phenylthioalkylation reaction is applicable to ketones, aldehydes, esters, and lactones.

Thioalkylation of Enolates, IV. α-Alkylidenecyclopentanones by α-Alkylidation of Methyl 2-Oxocyclopentanecarboxylate

An α-alkylidation of cyclopentanone was achieved in two reaction steps in an overall yield of 20 to 79percent via a zinc chloride-catalyzed thioalkylation of the zinc enolate of methyl 2-oxocyclopentanecarboxylate (3) and subsequent saponification/desulfurization of the β-(phenylthio) ketone intermediates 5.For the saponification/desulfurization step DABCO proved to be the reagent of choice and superior to the use of alkali or magnesium halides. - Key Words: Zinc enolates, thioalkylation of / Cyclopentanones, α-alkylidene