870-10-0

Basic information

• Product Name: 10-Oxostearic acid methyl ester
• Synonyms: 10-Oxooctadecanoic acid methyl ester;10-Oxostearic acid methyl ester;Methyl 10-ketostearate;Octadecanoic acid,10-oxo-,methyl ester
• CAS NO: 870-10-0
• Molecular Formula: C₁₉H₃₆O₃
• Molecular Weight: 312.49
• Mol File: 870-10-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: 46-47 °C
• Boiling Point: 407.8±28.0 °C(Predicted)
• Appearance: /
• Density: 0.911±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 10-Oxostearic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 10-Oxostearic acid methyl ester(870-10-0)
• EPA Substance Registry System: 10-Oxostearic acid methyl ester(870-10-0)

Safety Data

• Hazardous Substances Data: 870-10-0(Hazardous Substances Data)

Usage

Chemical origin

Derived from stearic acid

Chemical structure

A 10-carbon chain with a ketone functional group at the 10th carbon and a methyl ester at the end of the chain

Industrial applications

Used as an intermediate in the production of various industrial and consumer products

Lubricant

Utilized as a lubricant in the manufacturing process

Emollient

Serves as an emollient in the production of cosmetics and personal care products

Surfactant

Acts as a surfactant in the creation of emulsions

Precursor

Serves as a precursor for the synthesis of other organic compounds, such as flavors, fragrances, and plasticizers

Regulatory approval

Included in the list of ingredients approved by the Cosmetic Ingredient Review Expert Panel for use in personal care products at certain concentrations

Usage in cosmetics

Commonly used in the manufacturing of cosmetics, pharmaceuticals, and emulsions

Upstream product

• 67-56-1 methanol 
• 507-40-4 tert-butylhypochlorite 
• 112-62-9 Methyl oleate 
• 112-80-1 cis-Octadecenoic acid 
• 2566-91-8 epoxidized methyl oleate 
• 1115-01-1 methyl 9,10-dihydroxy stearate 
• 120-87-6 Dihydroxystearic Acid 
• 2500-59-6 (Z)-9,10-epoxyoctadecanoic acid methyl ester 
• 2500-59-6 (E)-9,10-epoxyoctadecanoic acid methyl ester 
• 1115-01-1 erythro-9,10-dihydroxyoctadecanoic acid methyl ester 
• 7664-93-9 sulfuric acid 
• 104-15-4 toluene-4-sulfonic acid 

Downstream Products

• 35203-84-0 methyl 9-(2-octyl-3-oxyl-4,4-dimethyl-1,3-oxazolidine-2-yl)nonanoate 
• 146064-84-8 C₂₉H₄₆O₆ 
• 104855-14-3 10-iodostearic acid 
• 111-20-6 1,10-decanedioic acid 
• 1357001-12-7 C₂₆H₄₃⁽²⁾HO₅S 
• 1357001-13-8 [10,10-²H₂]-4-nitrophenyl octadecanoate 
• 50613-98-4 10-doxylstearic acid 
• 638-26-6 10-hydroxystearic acid 

Relevant articles and documents

Synthesis of fatty ketoesters by tandem epoxidation-rearrangement with heterogeneous catalysis

Unsaturated fatty esters can be easily transformed into ketoesters through a two-step process. The highly efficient epoxidation is carried out with tert-butyl hydroperoxide (TBHP) in α,α,α-trifluorotoluene (TFT) using a Ti-silica heterogeneous catalyst. The formed epoxide is easily rearranged by a heterogeneous Br?nsted acid, with Nafion-silica SAC13 as the most efficient one. Both reactions can be combined in a tandem process, with separation of the Ti-silica catalyst by filtration from the reaction medium and addition of the second acid catalyst to perform the second reaction. Each catalyst is separated individually and can be reused, with or without re-activation, under the same conditions to maximize the productivity.

Homogeneous and heterogeneous catalytic (dehydrogenative) oxidation of oleochemical 1,2-diols to α-hydroxyketones

Herein, the preparation of methyl oleate α-hydroxyketone from the corresponding 1,2-diol was investigated using both homogeneous and heterogeneous systems. Homogeneous conditions using a Pd(OAc)2/neocuproine complex were first developed using oxygen as a sole oxidant under mild conditions (MeOH, 50 °C). Under these conditions, the conversion of diol reached 95%, and α-hydroxyketone was obtained with 97% selectivity. The access to α-hydroxyketone has also been studied by dehydrogenation using a range of heterogeneous catalysts under solvent-free conditions at high temperatures (160-180 °C). Dehydrogenation using activated Ru/C under vacuum provided α-hydroxyketone with 93% conversion and 82% GC yield. The optimized conditions were applied to a range of oleochemical diols, including a vegetable oil derivative, to obtain the corresponding α-hydroxyketones with up to 74% isolated yields.

Dual functionality of amphiphilic 1-alkyl-3-methylimidazolium hydrogen sulfate ionic liquids: Surfactants with catalytic function

A series of amphiphilic 1-alkyl-3-methylimidazolium hydrogen sulfate ionic liquids were synthesized. Acidic hydrogen sulfate ionic liquids with the alkyl chains C6-C14 are characterized by good surface properties. Their surface properties (adsorption and micellization parameters, degree of ionization of micelles, Krafft temperatures and thermodynamic parameters) were determined. Synthesized ionic liquids were applied as a co-catalyst in an oxirane ring opening reaction in epoxidized fatty acid methyl esters (FAME). Their co-catalytic activities were determined and discussed as a function of their structure and surface properties. It was found that the co-catalytic properties, both conversion and selectivity, of alkylimidazolium hydrogen sulfate ionic liquids noticeably depended on the alkyl chain lengths, and in consequence their properties.