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

General Description

(R)-1,2-Tetradecanediol is a chemical compound with the molecular formula C14H30O2. It is a colorless, odorless solid that is soluble in water and has a slightly waxy texture. (R)-1,2-TETRADECANEDIOL is commonly used as an ingredient in cosmetics, skincare products, and personal care items due to its emollient and moisturizing properties. Additionally, it can also be used as a component in surfactants and other types of chemical formulations. Its ability to hydrate and soften the skin makes it a popular choice for moisturizers and lotions, and it is often included in lip balms, creams, and other skincare products to provide a smooth and moisturizing effect.

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

• 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 
• 460745-02-2 (2S,5R,6R)-6-(tert-butyldimethylsilyloxy)-2,5-dihydroxyoctadecanyl 2',4',6'-triisopropylbenzenesulfonate 
• 636596-54-8 (4S)-4-[(3'R,4'R)-4'-(tert-butyldimethylsilyloxy)-3'-(p-toluenesulfonyloxy)octadecanyl]-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 
• 929915-17-3 (4S)-4-[(3'R,4'R)-4'-(tert-butyldimethylsilyloxy)-3'-hydroxy-1'-hexadecynyl]-2-phenyl-1,3-dioxolane 
• 636596-53-7 (4S)-4-[(3'R,4'R)-4'-(tert-butyldimethylsilyloxy)-3'-hydroxyoctadecanyl]-2-phenyl-1,3-dioxolane 

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.