22438-39-7

Basic information

• Product Name: N-DECYL METHYL SULFIDE
• Synonyms: 1-(Methylsulfanyl)decane;2-Thiadodecane;Decane, 1-(methylthio)-;DECYL METHYL SULFIDE;N-DECYL METHYL SULFIDE;N-DECYL METHYL SULPHIDE;decyl methyl sulphide;1-(Methylthio)-decane
• CAS NO: 22438-39-7
• Molecular Formula: C₁₁H₂₄S
• Molecular Weight: 188.37
• EINECS: 244-997-2
• Mol File: 22438-39-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: -26.79°C (estimate)
• Boiling Point: 126-127°C 14mm
• Flash Point: 126-127°C/14mm
• Appearance: /
• Density: 0,845 g/cm3
• Vapor Pressure: 0.0252mmHg at 25°C
• Refractive Index: 1.4605
• BRN: 1736530
• CAS DataBase Reference: N-DECYL METHYL SULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-DECYL METHYL SULFIDE(22438-39-7)
• EPA Substance Registry System: N-DECYL METHYL SULFIDE(22438-39-7)

Safety Data

• Safety Statements: 23-24/25
• Hazardous Substances Data: 22438-39-7(Hazardous Substances Data)

Usage

General Description

N-Decyl methyl sulfide is a chemical compound consisting of a sulfur atom attached to a methyl group and a decyl group. It is commonly used as a flavor and fragrance ingredient, imparting a garlic-like odor and taste. N-Decyl methyl sulfide is often found in food products, such as garlic and onion, and is also used in the production of natural flavors. Additionally, this chemical has potential applications in pharmaceuticals and cosmetic products due to its unique odor profile. However, it is important to handle N-decyl methyl sulfide with care as it may cause skin and eye irritation if not properly managed.

InChI:InChI=1/C11H24S/c1-3-4-5-6-7-8-9-10-11-12-2/h3-11H2,1-2H3

Upstream product

• 74-93-1 methylthiol 
• 872-05-9 1-Decene 
• 334-48-5 1-decanoic acid 
• 859936-06-4 dithiocarbamic acid decyl ester 
• 112-29-8 1-bromo dodecane 
• 112-30-1 1-Decanol 
• 3698-95-1 methyl octyl sulfide 
• 143-10-2 decylthiol 
• 74-88-4 methyl iodide 
• 5188-07-8 sodium thiomethoxide 

Downstream Products

• 110393-87-8 toluene-4-sulfonic acid ; decyl-dimethyl sulfonium-salt 
• 3698-95-1 methyl octyl sulfide 
• 6251-34-9 1-thiacycloheptane 1-oxide 
• 124-18-5 decane 
• 3079-28-5 decyl methyl sulfoxide 
• 54863-62-6 1-(methylsulfonyl)decane 
• 211501-62-1 (R)-decyl methyl sulfoxide 
• 88374-05-4 1-(2-fluorophenyl)-1-(4-fluorophenyl)ethylene oxide 
• 10428-63-4 2-(decylthio)acetic acid 

Relevant articles and documents

Synthetic method of 1-(2-fluorophenyl)-1-(4-fluorophenyl)ethylene oxide

The invention discloses a synthetic method of 1-(2-fluorophenyl)-1-(4-fluorophenyl)ethylene oxide, comprising the following steps: firstly mixing 1-bromo-n-decane and sodium methyl mercaptide, addingtetrabutylammonium bromide and carrying out a reaction, and conducting aftertreatment on the reaction product so as to obtain n-decyl methyl sulfide; dissolving n-decyl methyl sulfide and dimethyl sulfate in a solvent I, and carrying out a heating reflux reaction; carrying out reduced pressure distillation of the solvent I after the reaction so as to obtain a reaction product containing sulfoniumsalt; carrying out an epoxidation reaction by successively adding the reaction product containing sulfonium salt, sodium hydroxide and 2,4'-difluorobenzophenone into a solvent II, and carrying out aftertreatment after the reaction so as to obtain 1-(2-fluorophenyl)-1-(4-fluorophenyl)ethylene oxide. By the method for synthesizing 1-(2-fluorophenyl)-1-(4-fluorophenyl)ethylene oxide, the invention has technical advantages of environmental protection, high yield and the like.

Ex Situ Formation of Methanethiol: Application in the Gold(I)-Promoted Anti-Markovnikov Hydrothiolation of Olefins

A protocol for the Au-promoted anti-Markovnikov hydrothiolation of olefins using ex situ generated methanethiol is reported. The use of S-methylisothiourea hemisulfate salt as a solid precursor for methanethiol generation ensures a safe and reliable deliverance of a stoichiometric amount of this thiol. The procedure was shown to work for a broad range of olefins providing the corresponding hydrothiolated adduct in good to excellent yields. Mechanistic evaluations suggest that thiyl radicals are generated and that gold acts as an efficient but stable radical initiator.

Methyl transfers. 14. Nucleophilic catalysis of nucleophilic substitution

Nucleophiles X- can catalyze the substitution Nu- + RY → NuR + Y- by adding the faster pathway X- + RY → XR + Y- followed by Nu- + XR → RNu + X-. New examples include catalysis by I- of the exchange of methyl between two dialkyl sulfides and the transfer of methyl from an arsonium salt to a phosphine. The individual reactions are separately studied and some equilibrium information is presented. Iodide is ineffective in the transfer of methyl between two pnosphines, which is not detected with or without iodide. The Marcus equation treatment of this catalysis is shown to require that the identity transfer of R between two X- groups be far faster than that for transfer of R between two Nu- groups. Nucleophiles other than I- are discussed. The possibility that some "supernucleophiles" may have fast identity rates is discussed, and literature evidence that this is indeed the case is presented. Stereochemical studies using chiral methyl derivatives have shown that vitamin B12 does provide a nucleophilic catalysis to methyl transfer in living systems. Thus, the apparently superfluous participation of B12 in some biological methyl transfers is explained.