153062-86-3

Basic information

• Product Name: (R)-1,2-TETRADECANEDIOL
• Synonyms: (R)-1,2-TETRADECANEDIOL
• CAS NO: 153062-86-3
• Molecular Formula: C₁₄H₃₀O₂
• Molecular Weight: 230.39
• Mol File: 153062-86-3.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-1,2-TETRADECANEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1,2-TETRADECANEDIOL(153062-86-3)
• EPA Substance Registry System: (R)-1,2-TETRADECANEDIOL(153062-86-3)

Safety Data

• Hazardous Substances Data: 153062-86-3(Hazardous Substances Data)

Usage

Description

(R)-1,2-TETRADECANEDIOL, with the molecular formula C14H30O2, is a colorless, odorless solid that exhibits a slightly waxy texture. It is soluble in water and is widely recognized for its emollient and moisturizing properties, making it a valuable component in various industries.

Uses

Used in Cosmetics and Skincare Industry:
(R)-1,2-TETRADECANEDIOL is used as an emollient and moisturizer for its ability to hydrate and soften the skin. It is particularly favored in the formulation of lip balms, creams, and other skincare products to provide a smooth and moisturizing effect.
Used in Personal Care Industry:
In the personal care sector, (R)-1,2-TETRADECANEDIOL serves as an ingredient in products that require emollience and moisturization, enhancing the skin's softness and suppleness.
Used in Chemical Formulations:
(R)-1,2-TETRADECANEDIOL is also utilized as a component in surfactants and other chemical formulations, where its solubility and emollient properties are beneficial for the development of effective and high-quality products.

Upstream product

• 56009-40-6 (R)-methyl 2-hydroxytetradecanoate 
• 3234-28-4 1,2-epoxytetradecane 
• 2507-55-3 (R)-α-hydroxymyristic acid 
• 1120-36-1 1-tetradecene 
• 75-96-7 tribromoacetic acid 
• 3234-28-4 (R)-(+)-1,2-epoxytetradecane 

Downstream Products

• 636596-53-7 (4S)-4-[(3'R,4'R)-4'-(tert-butyldimethylsilyloxy)-3'-hydroxyoctadecanyl]-2-phenyl-1,3-dioxolane 
• 929915-17-3 (4S)-4-[(3'R,4'R)-4'-(tert-butyldimethylsilyloxy)-3'-hydroxy-1'-hexadecynyl]-2-phenyl-1,3-dioxolane 
• 1053255-07-4 Toluene-4-sulfonic acid (1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-((S)-3,4-dihydroxy-butyl)-tetradecyl ester 
• 636596-54-8 (4S)-4-[(3'R,4'R)-4'-(tert-butyldimethylsilyloxy)-3'-(p-toluenesulfonyloxy)octadecanyl]-2-phenyl-1,3-dioxolane 
• 460745-02-2 (2S,5R,6R)-6-(tert-butyldimethylsilyloxy)-2,5-dihydroxyoctadecanyl 2',4',6'-triisopropylbenzenesulfonate 
• 212205-70-4 ((1R,2R)-2-Methoxymethoxy-1-vinyl-tetradecyloxy)-acetic acid (2S,4S)-2-(4-bromo-benzyloxymethyl)-3,4-dihydro-2H-pyran-4-yl ester 

Relevant articles and documents

Site-Selective Mono-Oxidation of 1,2-Bis(boronates)

Site-selective oxidation of vicinal bis(boronates) is accomplished through the use of trimethylamine N-oxide in 1-butanol solvent. The reaction occurs with good efficiency and selectivity across a range of substrates, providing 2-hydro-1-boronic esters which are shown to be versatile intermediates in the synthesis of chiral building blocks.

Carbohydrate-Catalyzed Enantioselective Alkene Diboration: Enhanced Reactivity of 1,2-Bonded Diboron Complexes

Catalytic enantioselective diboration of alkenes is accomplished with readily available carbohydrate-derived catalysts. Mechanistic experiments suggest the intermediacy of 1,2-bonded diboronates.

Methanesulfonamide: A cosolvent and a general acid catalyst in sharpless asymmetric dihydroxylations

To obtain information about the effect that methanesulfonamide has in the hydrolysis step in Sharpless asymmetric dihydroxylation, a series of aliphatic and conjugated aromatic olefins were dihydroxylated with and without methanesulfonamide. The hypothesis in this study was that methanesulfonamide is a cosolvent that aids in the transfer of the hydroxide ions from the water phase to the organic phase. A plot of t90% versus the computational partition coefficient clog P of the intermediate osmate ester of nonterminal aliphatic olefins revealed that the polarity of the intermediate osmate ester has a significant effect on the reaction time and methanesulfonamide effect. The more polar the intermediate osmate ester, the faster is the reaction without methanesulfonamide and the smaller the accelerating methanesulfonamide effect. Methanesulfonamide had no accelerating effect in the asymmetric dihydroxylation of short chain terminal aliphatic olefins as a result of easier accessibility of terminal osmate ester groups to the water phase. A cosolvent hypothesis was found not to be valid in asymmetric dihydroxylations of conjugated aromatic olefins. In the reaction conditions used in Sharpless asymmetric dihydroxylation, weakly acidic methanesulfonamide was found to be a general acid catalyst that protonates the intermediate osmate esters of conjugated aromatic olefins in the hydrolysis step.