28953-96-0

Usage

InChI:InChI=1/C10H19Cl/c1-7(2)9-5-4-8(3)6-10(9)11/h7-10H,4-6H2,1-3H3

Upstream product

• 77774-21-1 l-(-)-(Menthyloxy)triphenylphosphonium triflate 
• 2216-51-5 (-)-menthol 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 7647-01-0 hydrogenchloride 
• 6308-42-5 p-menthan-3-yl-hydrazine 
• 7758-99-8 copper(II) sulfate 
• 89-78-1 menthol 

Downstream Products

• 54556-12-6 2-isopropyl-5-methyl-cyclohexanecarbonitrile 
• 99-82-1 Menthane 
• 39668-86-5 menthanecarboxylic acid 
• 41437-76-7 3-(p'-Isopropylbenzyl)-p-menthan 
• 41437-75-6 3-Benzyl-p-menthan 
• 133490-07-0 menthyl isothiocyanate 
• 133490-06-9 1-Isopropyl-4-methyl-2-thiocyanato-cyclohexane 
• 500-00-5 3-p-menthene 
• 137724-75-5 1-Menthyl cation 
• 54556-65-9 N,3-Diethyl-p-menthan-3-carboxamid 
• 1845-44-9 2-isopropyl-5-methyl-cyclohexanecarbaldehyde 

Relevant academic research and scientific papers

NMP-mediated chlorination of aliphatic alcohols with aryl sulfonyl chloride for the synthesis of alkyl chlorides

NMP-mediated chlorination of aliphatic alcohols has been developed for the synthesis of alkyl chlorides. This facile, efficient and practical approach used simple and readily available aryl sulfonyl chlorides as the chlorination reagent for the construction of C–Cl bond in good to excellent yields with mild conditions and broad substrate scope.

Production method of polar group-containing olefin polymers

The present invention relates to a method for producing a homopolymer of olefin represented by formula (1): CH2═CHR1 (R1 is a hydrogen atom or hydrocarbon group having 1 to 20 carbon atoms) or a copolymer of two or more thereof or a method for producing a copolymer of olefin represented by formula (1) with olefin containing a polar group represented by formula (2): CH2═CHR2R3 (R2 is a hydrogen atom or methyl group, R3 is —COOR12, —CN, —OCOR12, —OR12, —CH2—OCOR12, —CH2OH, —CH2—N(R13)2 or —CH2-Hal (R12, R13 and Hal have the same meanings as stated in the description), using as a catalyst a metal complex of group 10 elements in the periodic system typified by the structure represented by formula 1 (“Men” represents a menthyl group and “Me” represents a methyl group). The present invention enables the production of high molecular weight polymers of the polar group-containing monomers such as polar group-containing allyl compounds.

A convenient and mild chromatography-free method for the purification of the products of Wittig and Appel reactions

A mild method for the facile removal of phosphine oxide from the crude products of Wittig and Appel reactions is described. Work-up with oxalyl chloride to generate insoluble chlorophosphonium salt (CPS) yields phosphorus-free products for a wide variety of these reactions. The CPS product can be further converted into phosphine.

Rapid conversion of hindered arylsulfonates to alkyl chlorides with retention of configuration

Arylsulfonates of hindered secondary alcohols are converted to the corresponding alkyl chlorides very rapidly and in good yields in the presence of titanium tetrachloride at low temperatures. These reactions proceed with exclusive retention of configuration.

Reactivity of bismuth(III) halides towards alcohols. A tentative to mechanistic investigation

The reactivity of bismuth(III) halides (BiX3; X=Cl, Br and I) towards a series of alcohols has been investigated. Three different reactions have been studied, namely: halogenation, dehydration and etherification. The behaviour of these bismuth derivatives was found to depend on the nature of the halide bonded to the bismuth atom. Their reactivities can be interpreted on the basis of the Hard and Soft Acids and Bases (HSAB) principle. A mechanism is proposed which involves the formation of a complex of the alcohol with Bi(III).

Reactions of Cyclohexane Derivatives in Superacids

The reactions of menthol with FSO3H-SO2 and neomenthyl chloride with SbF5-SO2ClF follow different routes.The first yields a substituted cyclopentyl cation and the second a substituted cyclohexyl cation.Experiments on substituted cyclohexyl chlorides show that replacement of all the hydrogen atoms on the next but one carbon atom to the reaction centre blocks formation of a carbocation.It is suggested that ionisation of an equatorial chlorine atom takes place with assistance from an intramolecular electronic interaction, forming the methyl cyclopentyl carbocation in a synchronous process, rather than stepwise via the cyclohexyl carbocation.Reasons for contrasting behaviour in solvolytic reactions are discussed.

Models for the Ion-Pair Cluster Mechanism in Nucleophilic Substitution Reactions

Several bis(alkoxytriphenylphosphonium) salts have been prepared.When sterically constrained, as close neighbors, the leaving groups of these cations react rapidly at room temperature with negative nucleophiles to produce the expected substitution product.When sterically unconstrained, these types of functional groups behave as if they were mono(alkoxytriphenylphosphonium) salts, substituting very slowly or not at all at room temperature.The ion-pair cluster mechanism is discussed in light of these results.