7299-42-5

Usage

Uses

Used in Fragrance Industry:
alpha,alpha-Dimethyl-4-methylenecyclohexanemethanol is used as a fragrance ingredient for its pleasant, slightly sweet, and floral scent, enhancing the aroma of perfumes and personal care items.
Used in Hygiene Product Formulation:
In the hygiene product industry, alpha,alpha-Dimethyl-4-methylenecyclohexanemethanol is used as an antimicrobial agent for its ability to inhibit the growth of microorganisms, making it suitable for soaps and hand sanitizers.
Used as a Solvent in Industrial Processes:
alpha,alpha-Dimethyl-4-methylenecyclohexanemethanol is employed as a solvent in certain industrial applications, facilitating various chemical processes due to its solvent properties.
Used as a Chemical Intermediate in Synthesis:
alpha,alpha-Dimethyl-4-methylenecyclohexanemethanol also serves as an intermediate in the synthesis of other chemicals, contributing to the production of a range of different products in the chemical industry.
It is crucial to handle alpha,alpha-Dimethyl-4-methylenecyclohexanemethanol with care due to its potential hazards if ingested, inhaled, or absorbed through the skin, and proper storage and disposal methods should be implemented to minimize exposure.

Upstream product

• 17023-58-4 1-(4-Methylenecyclohexyl)ethanone 
• 75-16-1 methylmagnesium bromide 
• 470-82-6 1,8-Cineole 
• 71092-48-3 4-Trimethylsilanylmethyl-cyclohex-3-enecarboxylic acid methyl ester 
• 17023-57-3 2-methyl-2-(4-methylene-cyclohexyl)-[1,3]dioxolane 
• 70901-64-3 trimethyl(2-methylenebut-3-enyl)silane 
• 74043-09-7 4-acetyl-1-trimethylsilylmethyl-1-cyclohexene 
• 917-64-6 methyl magnesium iodide 
• 154843-84-2 (r-1,c-4)-1,7-dibromo-p-menthan-8-ol 
• 18172-67-3 beta-pinene 
• 177698-19-0 Beta-pinene 
• 71092-50-7 methyl 4-methylenecyclohexane carboxylate 
• 917-54-4 methyllithium 

Downstream Products

• 154843-82-0 (trans)-2-(4-(hydroxymethyl)cyclohexyl)propan-2-ol 
• 74716-12-4 (cis)-2-(4-(hydroxymethyl)cyclohexyl)propan-2-ol 
• 154843-85-3 (r-1,t-4)-p-menthane-1,7,8-triol 
• 154843-77-3 (r-1,c-4)-7-bromo-p-menthane-1,8-diol 
• 154843-76-2 (r-1,t-4)-7-bromo-p-menthane-1,8-diol 
• 154843-84-2 (r-1,c-4)-1,7-dibromo-p-menthan-8-ol 
• 470-82-6 eucalyptol 
• 499-97-8 pseudolimonene 
• 6876-10-4 menthadiene-1⁽⁷⁾,4⁽⁸⁾ 
• 50429-75-9 (r-1,c-4)-1,4,7,8-tetrabromo-p-menthane 
• 5502-74-9 7-hydroxy-α-terpineol 
• 80-53-5 trans-terpin 
• 154843-75-1 Toluene-4-sulfonic acid 1-hydroxy-4-(1-hydroxy-1-methyl-ethyl)-cyclohexylmethyl ester 

Relevant academic research and scientific papers

Lithium-potassium superbases as key reagents for the base-catalysed isomerisation of some terpenoids

Some representative monoterpenes have been isomerised under the influence of Schlosser's lithium-potassium mixed superbases, promoting β-elimination reactions. The results are compared with those obtained with butyllithium and LDA. Different selectivities and different reaction yields are achieved as a function of the base employed. These results confirm the particular reactivity of bimetallic reagents. In this paper it is proposed that the observed selectivities might depend on the conformational features of the substrate, on the strength of the organometallic reagent, as well as on steric requirements of the elimination reaction.

Chemistry Around δ-Terpineol

Bromination, hydroboration, epoxidation, 1,2-dihydroxylation and acidification reactions upon δ-terpineol are described.

δ-Terpineol

An improved and simple synthesis of crystalline δ-terpineol from β-pinene is reported.

CHEMISTRY OF THE ORGANOSILICON COMPOUNDS-165 2-TRIMETHYLSILYL-METHYL-1, 3-BUTADIENE-A VERSATILE BUILDING BLOCK FOR TERPENE SYNTHESIS

Two types of synthetically useful reactions of 2-trimethylsilylmethyl-1,3-butadiene (7) are discussed.Reactions of 7 with acid chlorides, aldehydes, ketones and acetals activated by a Lewis acid give isoprenylated compounds, while 7 undergoes the Diels-Alder reaction whit dienophiles.High regiospecificity of the reaction qualifies 7 for a versatile building block of terpene synthesis.

HIGHLY REGIOSELECTIVE DIELS-ALDER REACTIONS OF 2-TRIMETHYLSILYLMETHYL-1,3-BUTADIENE CATALYZED BY A LEWIS ACID AND APPLICATIONS TO SYNTHESES OF TERPENES

2-Trimethylsilylmethyl-1,3-butadiene undergoes highly regioselective Diels-Alder reactions with dienophiles such as acrolein and methyl vinyl ketone catalyzed by aluminium chloride in which the "para" isomers are obtained almost exclusively.The adducts are converted readily to a variety of naturally occurring mono and sesquiterpenes.

Cyclobutane Ring Opening of Pin-2(10)-ene with Mercury(II) Salts. A New, High-yield Synthesis of p-Mentha-1,8-dien-7-ol

The nucleophilic attack of pin-2(10)-ene-mercury(II) complex systems by water results in the opening of the four-membered ring leading to an allylic organomercury(II) derivative (11) with the p-menthane skeleton.This intermediate can be reduced by hydride to p-menth-1(2)-en-8-ol (6a) or can undergo an in situ SE2' elimination yielding p-menth-1(7)-en-8-ol (9a), in high yields. (-)-2,10-Epoxypinane (15) reacts with mercury(II) salts at room temperature, giving the diol (16) in a quantitative yield.Compound (16) is a suitable intermediate for convenient preparation of p-mentha-1,8-dien-7-ol (17) and its derivatives.