62014-81-7

Usage

Uses

Used in Pharmaceutical Industry:
(4α)-p-Menthane-1α,2β,8-triol is used as an active ingredient in pharmaceuticals for its potential therapeutic effects, such as anti-inflammatory and analgesic properties.
Used in Food Flavoring Industry:
(4α)-p-Menthane-1α,2β,8-triol is used as a flavoring agent in the food industry, imparting a minty taste and aroma to various products.
Used in Cosmetics Industry:
(4α)-p-Menthane-1α,2β,8-triol is used as an ingredient in cosmetics for its refreshing and cooling sensation, making it suitable for products like creams, lotions, and balms.
Used in Oral Care Products:
(4α)-p-Menthane-1α,2β,8-triol is used as a key component in oral care products such as toothpaste and mouthwash, providing a refreshing and cooling sensation to enhance the overall experience of oral hygiene.

Upstream product

• 7785-53-7 4R-α-terpineol 
• 88494-86-4 (1S,2R,4R)1,2-epoxy-p-menthan-8-ol 
• 7664-93-9 sulfuric acid 
• 1946-00-5 (1S,2S,4R)-limonene-1,2-diol 
• 80-26-2 terpinyl acetate 
• 54145-81-2 1,2-epoxy-8-hydroxy-p-menthane 
• 145105-47-1 4,4,8-trimethyl-2,3-dioxabicyclo<3.3.1>nonane-8-ol 

Downstream Products

• 93861-31-5 (1R,2R,4R)-p-menthane-1,2,8-triol 
• 4436-81-1 homoterpenylmethylketone 

Relevant academic research and scientific papers

Selective Isomerization via Transient Thermodynamic Control: Dynamic Epimerization of trans to cis Diols

Traditional approaches to stereoselective synthesis require high levels of enantio- and diastereocontrol in every step that forms a new stereocenter. Here, we report an alternative approach, in which the stereochemistry of organic substrates is selectivel

Studies on the Oxidation of cis- and trans-Pinane with Molecular Oxygen

The pinanes are preferably attacked at the tertiary C-H bond in 2-position, but products of the oxidative attack at the secondary C-H-bonds in 3- and 4-position are also found.At 100 deg C cis-pinane is attacked more easily than trans-pinane (kcis : ktrans = 6.4), the relative rates of attack at the secondary C-H bonds in positions 3 and 4 with respect to the tertiary C-H bond in 2-position were also determined (in cis-pinane ksec : ktert = 0.027; in trans-pinane ksec : ktert = 0.20).After the attack at the 2-C-H bond the radical formed can either react with oxygen to form the corresponding cis- and trans-peroxy radicals and further to give cis- and trans-2-hydroperoxy pinane or fragmentate to the monocyclic radical derived from α-terpinene, giving as a final products α-terpinene hydroperoxide and the bicyclic 8-hydroperoxy 4,4,8-trimethyl 2,3-dioxabicyclononane.The corresponding alcohols were found after reduction with sodium sulphite.The oxidation at position 2 of the pinanes delivers not only the cis- and trans-hydroperoxide but also, as short-lived intermediates, the corresponding 2-pinanyloxy radicals.These radicals fragmentate forming a carbon radical with cyclobutane structure whose oxidation products were identified.Besides fragmentation of the 2-pinanyloxy radical also an intramolecular H-transfer from the methyl group in 9-position to the oxygen of the trans-pinanyloxy radical takes place leading to 9-hydroperoxy trans-pinane-2-ol.

The Four (4R)-p-Menthane-1,2,8-triols

The four (4R)-p-menthane-1,2,8-triols have been synthesized, separated and characterized.