53353-02-9

Basic information

• Product Name: 2-Octene, 8-chloro-2,6-dimethyl-, (S)-
• CAS NO: 53353-02-9
• Molecular Formula: C10H19Cl
• Molecular Weight: 174.714
• Mol File: 53353-02-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-Octene, 8-chloro-2,6-dimethyl-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Octene, 8-chloro-2,6-dimethyl-, (S)-(53353-02-9)
• EPA Substance Registry System: 2-Octene, 8-chloro-2,6-dimethyl-, (S)-(53353-02-9)

Safety Data

• Hazardous Substances Data: 53353-02-9(Hazardous Substances Data)

Upstream product

• 106-22-9 Citronellol 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 121-44-8 triethylamine 
• 42602-37-9 (±)-3,7-dimethyloct-6-en-1-yl methanesulfonate 

Downstream Products

• 160879-78-7 methyl 4-(3,7-dimethyl-6-octenyloxy)-2-hydroxybenzoate 

Relevant articles and documents

METHOD OF CONVERTING ALCOHOL TO HALIDE

The present invention relates to a method of converting an alcohol into a corresponding halide. This method comprises reacting the alcohol with an optionally substituted aromatic carboxylic acid halide in presence of an N-substituted formamide to replace a hydroxyl group of the alcohol by a halogen atom. The present invention also relates to a method of converting an alcohol into a corresponding substitution product. The second method comprises: (a) performing the method of the invention of converting an alcohol into the corresponding halide; and (b) reacting the corresponding halide with a nucleophile to convert the halide into the nucleophilic substitution product.

A Convenient access to (All-rac)-α-tocopherol acetate from linalool and dihydromyrcene

Refluxing trimethylhydroquinone 2 in 10:1 dodecane/CH2Cl 2 with linalool 3b (two-fold excess) and camphorsulfonic acid, then treating the crude condensation product (consisting of a mixture of the chromanols 1b and 1c, alongside the tricyclic compounds 9 and 10) sequentially with Ac2O and m-CPBA afforded, after removal by column chromatography of the 9/10 acetates, a mixture of the regioisomeric epoxides 1jOAc and 1kOAc (ratio 9:1, total 60%). Treatment of this mixture with Al(O-i-Pr)3 followed by CuI-catalysed Wurtz coupling of the acetates of the resulting allylic alcohols with citronellylmagnesium chloride 12a, and finally hydrogenation then provided the title acetate (overall 46% from 2).

A CONVENIENT METHOD FOR THE TRANSFORMATION OF ALCOHOLS TO ALKYL CHLORIDES USING N,N-DIPHENYLCHLOROPHENYLMETHYLENIMINIUM CHLORIDE

N,N-Diphenylchlorophenylmethyleniminium chloride reacts smoothly with a variety of alcohols in the presence of triethylamine to afford the corresponding alkyl chlorides in high yields.Replacement of a hydroxyl group at an asymmetric carbon atom with chloride proceeds with complete inversion.