34047-39-7

Basic information

• Product Name: 4-Methylthio-2-butanone
• Synonyms: 4-(methylthio)-2-butanon;FEMA 3375;4-(METHYLMERCAPTO)-2-BUTANONE;4-METHYLTHIO-2-BUTANONE;4-(METHYLTHIO)BUTAN-2-ONE;4-METHYLTHIO-2-BUTANONE 97+%;2-Butanone, 4-(methylthio)- (6CI,7CI,8CI,9CI);4-(Methylthio)-2-butanone,98%
• CAS NO: 34047-39-7
• Molecular Formula: C₅H₁₀OS
• Molecular Weight: 118.2
• EINECS: 251-810-8
• Product Categories: ACETYLGROUP;sulfide Flavor;Alphabetical Listings;Flavors and Fragrances;M-N
• Mol File: 34047-39-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 105-107 °C55 mm Hg(lit.)
• Flash Point: 162 °F
• Appearance: sweet, sulfurous, fruity flavor like arrowhead
• Density: 1.003 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.683mmHg at 25°C
• Refractive Index: n20/D 1.473(lit.)
• CAS DataBase Reference: 4-Methylthio-2-butanone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methylthio-2-butanone(34047-39-7)
• EPA Substance Registry System: 4-Methylthio-2-butanone(34047-39-7)

Safety Data

• Statements: 10
• Safety Statements: 16-24/25
• RIDADR: 1224
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 34047-39-7(Hazardous Substances Data)

Usage

Description

4-(Methylthio)-2-butanone has a flavor like arrowhead. It is sweet, sulfurous, and fruity. May be prepared from methylvinyl ketone and methylmercaptan; from methylvinyl ketone and methyl-Ws (methy lthio)aluminum.

Chemical Properties

Different sources of media describe the Chemical Properties of 34047-39-7 differently. You can refer to the following data:
1. 4-Methylthio-2-butanone has a flavor similar to arrowhead: sweet, sulfurous and fruity
2. Colorless liquid

Occurrence

Reported found in kohlrabi.

Preparation

From methylvinyl ketone and methylmercaptan; from methylvinyl ketone and methyl-bis (methylthio)aluminum.

Taste threshold values

Taste characteristics at 15 ppm: sulfureous, potato, earthy, vegetative, fatty, fishy, metallic and mushroom.

InChI:InChI=1/C5H10OS/c1-5(6)3-4-7-2/h3-4H2,1-2H3

Upstream product

• 6322-49-2 4-chloro-2-butanone 
• 5188-07-8 sodium thiomethoxide 
• 147895-43-0 S-methylisothiourea hemisulphate 
• 78-94-4 methyl vinyl ketone 
• 50-00-0 formaldehyd 
• 67-64-1 acetone 
• 673492-07-4 1-(4'-nitrophenyl)-1-hydroxy-5-methylsulfanyl-3-pentanone 
• 560095-47-8 (3-buten-2-yl)pentamethyl phosphoric triamide 
• 811-51-8 sodium thioethylate 
• 17649-86-4 4,4-bis(methylthio)but-3-en-2-one 
• 26477-85-0 bis-methanethiolato-methyl-aluminium 
• 74-93-1 methylthiol 
• 28509-46-8 bromomethyl acetone 

Downstream Products

• 91968-91-1 4-methylsulfanyl-butan-2-one-(2,4-dinitro-phenylhydrazone) 
• 673492-07-4 1-(4'-nitrophenyl)-1-hydroxy-5-methylsulfanyl-3-pentanone 
• 536708-67-5 S-Methyl 4-cyanobenzothioate 
• 4906-32-5 methyl bromobenzenethiocarboxylate 
• 39274-35-6 4-tert-Butyl-thiobenzoesaeure-S-methylester 
• 5925-77-9 S-methyl 4-methylbenzothioate 
• 5925-72-4 methyl (4-methoxyphenyl)methanethionate 
• 5925-67-7 methyl chlorobenzenethiocarboxylate 
• 5925-68-8 (S)-methyl thiobenzoate 
• 33733-78-7 1-ethoxy-4-methylsulfanyl-benzene 
• 118792-43-1 S-methyl 4-(dimethylamino)benzothioate 
• 1387574-41-5 S-Methyl 3,5-dimethoxybenzothioate 

Relevant articles and documents

Synthesis of thiamono- and thiabicyclanes from sodium sulfide and methanethiolate

1-[5-Acetyl-3-(methylthiomethyl)tetrahydro-3-thiopyranyl]-1-ethanone was obtained by the interaction of sodium sulfide and sodium methanethiolate with formaldehyde and acetone. The intramolecular crotonate condensation of the product leads to 4-methyl-1-m

Unusual reversal of regioselectivity in antibody-mediated aldol additions with unsymmetrical methyl ketones

A catalytic regio- and enantioselective aldol reaction of various unsymmetrical methyl ketones with para-nitrobenzaldehyde has been developed using aldolase antibodies as the catalysts. It has been found that the sense and level of regioselectivity for the reactions catalysed by antibody 38C2 and 33F12 are highly dependent on the structure of both the donor and the acceptor but in contrast, antibodies 84G3 and 93F3 catalyse the exclusive formation of the linear regioisomer independent of the structure of the reactants examined. The level of enantiocontrol is very high for most reactions. Both linear aldol enantiomers could be accessed through aldol or retro-aldol reactions using the same antibody. Theoretical studies on regioisomeric α- and β-heteroatom substituted enamines derived from unsymmetrical ketones suggest that most of the linear aldol products formed in the presence of antibodies 84G3 and 93F3 must be formed from intermediate enamines which are not the thermodynamically most favourable.

Thiomethylation of Propanone with a Mixture of Formaldehyde, Mercaptides, and Sodium Sulfide

Thiomethylation of propanone with formaldehyde and sulfides of spent akaline solutions that contain predominantly sodium mercaptide is studied. It is demonstrated that thiomethylation results for the most part in a mixture of mono- and bis(methylthiomethyl)propan-2-ones (76 wt %) at 20°C and leads to the formation of 4-methyl-5-(methylthiomethyl)-7-thiabicyclo[3.3.1]non-3-en-2-one (52 wt %) and an increase in the fraction of tris- and tetrakis(methylthiomethyl)-substituted propanones at 80°C.