7402-18-8

Usage

Uses

Used in Fragrance Industry:
2-hydroxycyclohexyl propanoate is used as a scent fixative for its ability to enhance and prolong the fragrance of perfumes and colognes. It serves as a replacement for ambergris, a substance derived from the sperm whale, offering a sustainable and ethical alternative.
Used in Personal Care Products:
In the personal care industry, 2-hydroxycyclohexyl propanoate is used as a fragrance enhancer in lotions, shampoos, and soaps. Its pleasant odor and low toxicity make it a safe and versatile ingredient for cosmetic products.
Overall, 2-hydroxycyclohexyl propanoate is a valuable chemical in the fragrance and personal care industries due to its unique properties and safety profile.

Upstream product

• 1460-57-7 trans-1,2-cyclohexandiol 
• 1373216-32-0 tris(4-isopropylphenyl)silyl chloride 
• 123-62-6 propionic acid anhydride 
• 1532564-66-1 C₁₃H₁₆O₃ 
• 1532564-65-0 C₁₁H₁₁NO₅ 
• 78823-36-6 p-nitrobenzoic-propionic anhydride 
• 802294-64-0 propionic acid 

Relevant academic research and scientific papers

Investigation of Electrostatic Interactions towards Controlling Silylation-Based Kinetic Resolutions

Electrostatic interactions between a silylated isothiourea intermediate and an ester π system were explored by determining how variations in sterics and electronics affect the selectivity of a silylation-based kinetic resolution. Sterics on the π systems affect the selectivity factors of alkyl 2-hydroxycyclohexanecarboxylates, resulting in a strong correlation of selectivity factors to Charton values. Induction effects of electron-withdrawing substituents on phenyl esters significantly enhance selectivity supporting an edge to face π–π interaction. The linear free energy relationships that were uncovered will aid in future incorporation of intermolecular electrostatic interactions towards controlling asymmetric reactions.

Alcohol cross-coupling for the kinetic resolution of diols via oxidative esterification

We present an organocatalytic C-O-bond cross-coupling strategy to kinetically resolve racemic diols with aromatic and aliphatic alcohols, yielding enantioenriched esters. This one-pot protocol utilizes an oligopeptide multicatalyst, m-CPBA as the oxidant, and N,N-diisopropylcarbodiimide as the activating agent. Racemic acyclic diols as well as trans-cycloalkane-1,2-diols were kinetically resolved, achieving high selectivities and good yields for the products and recovered diols.

En route to multicatalysis: Kinetic resolution of trans-cycloalkane-1,2- diols via oxidative esterification

We demonstrate the application of a multicatalyst to the oxidation of a broad variety of aldehydes and subsequent enantioselective esterification of the incipient acids with (±)-trans-cycloalkane-1,2-diols. This reaction operates well with a multicatalyst bearing two independent catalytic moieties that provide monoprotected 1,2-diols in one pot.

Kinetic resolution of trans-cycloalkane-1,2-diols via Steglich esterification

We describe the efficient and highly enantioselective kinetic resolution of trans-cycloalkane-1,2-diols utilizing an enantioselective Steglich reaction with a variety of carboxylic acids that form the corresponding anhydrides in situ.