18165-76-9

Basic information

• Product Name: TRIMETHYLSILYLMETHANETHIOL
• Synonyms: TRIMETHYLSILYLMETHYL MERCAPTAN;TRIMETHYLSILYLMETHANETHIOL;trimethylsilylmethanethiol93+%
• CAS NO: 18165-76-9
• Molecular Formula: C₄H₁₂SSi
• Molecular Weight: 120.29
• Product Categories: Si (Classes of Silicon Compounds);Si-(C)4 Compounds;Silicon Compounds (for Synthesis);Synthetic Organic Chemistry
• Mol File: 18165-76-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 116 °C
• Flash Point: 22.2°C
• Appearance: /
• Density: 0,85 g/cm3
• Refractive Index: 1.4470 to 1.4510
• PKA: 10.42±0.10(Predicted)
• CAS DataBase Reference: TRIMETHYLSILYLMETHANETHIOL(CAS DataBase Reference)
• NIST Chemistry Reference: TRIMETHYLSILYLMETHANETHIOL(18165-76-9)
• EPA Substance Registry System: TRIMETHYLSILYLMETHANETHIOL(18165-76-9)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: 1993
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 18165-76-9(Hazardous Substances Data)

Usage

General Description

Trimethylsilylmethanethiol is a type of organosilicon compound comprised primarily of carbon, hydrogen, silicon, and sulfur elements. It is characterized by its sulfur-like odor, which may cause respiratory discomfort and can be harmful if inhaled, swallowed, or comes into contact with skin. Not much is known about its impact on the environment, but due to its potential hazards, it should be handled with appropriate safety measures. It is typically used in the synthesis of other chemical compounds in a laboratory setting.

Upstream product

• 2344-80-1 Chloromethyltrimethylsilane 
• 1310-73-2 sodium hydroxide 
• 17356-08-0 thiourea 
• 75-77-4 chloro-trimethyl-silane 
• 74-93-1 methylthiol 
• 18293-51-1 trimethyl(thiocyanatomethyl)silane 

Downstream Products

• 166537-02-6 4-methoxy-2-methylbenzyl (trimethylsilyl)methyl sulfide 
• 1352077-16-7 (3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-1-((S)-1-(((trimethylsilyl)methyl)thio)butan-2-yl)piperidin-2-one 
• 808139-29-9 2,3-dichloro-N-[3-methoxy-5-[[(trimethylsilyl)methyl]thio]pyrazin-2-yl]-N-[[2-(trimethylsilyl)ethoxy]methyl]-benzenesulfonamide 
• 166537-00-4 4-methoxybenzyl (trimethylsilyl)methyl sulfide 
• 98909-93-4 (4-Chloro-phenyldisulfanylmethyl)-trimethyl-silane 
• 119547-77-2 trimethyl<<(2-methylphenyl)methylthio>methyl>silane 
• 17988-38-4 trimethyl<<(phenyl)methyl>thiomethyl>silane 
• 76380-19-3 1-trimethylsilylmethylthiomethyl-3,3-dimethylcyclohexene 
• 139458-87-0 S-Methyl-S'-trimethylsilylmethyl N-(p-toluenesulfonyl)dithioiminocarbonate 
• 139474-76-3 S,S'-Bis(trimethylsilylmethyl) N-(p-toluenesulfonyl)dithioiminocarbonate 
• 4712-51-0 bis<(trimethylsilyl)methyl>sulfide 
• 26205-47-0 2-Trimethylsilylmethylthioaethanol 

Relevant articles and documents

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Synthesis of butenolides recently isolated from marine microorganisms

The syntheses and 13C NMR analyses of four diastereomeric butenolides, two of which were recently isolated from the marine microorganisms Streptomycete B 5632 and Streptoverticillium luteoverticillatum 11014 are described. The two isolated butenolides were found to be one of the two diastereomers (4S,10R*,11R*)-4,11-dihydroxy-10-methyl-dodec-2-en-1,4-olide (RRS-1 or SSS-1) and one of the two diastereomers (4S,10S*,11R*)-4,11-dihydroxy-10-methyl-dodec-2-en-1,4-olide (SRS-1 or RSS-1). An asymmetric 1,3-dipolar cycloaddition of a thiocarbonyl ylide with a dipolarophile attached to camphorsultam and a ring-opening of an enantiomerically pure vinyloxirane by lithiated dithiane served as key steps for the construction of the three stereogenic centres. Further elaborations including ring-closing metathesis and Mitsunobu inversion furnished the four diastereomeric butenolides.

Synthesis and Reactions of 3-Mercaptocyclobutanol and Derivatives. Preparation of a 2,4-Dithiabicycloheptane

Reaction of the lithio derivative of 2-tetrahydropyran (4) with epichlorohydrin gave both isomers of 3--3-(trimethylsilyl)-1-(trimethylsiloxy)cyclobutane (5).The latter compound upon treatment wi