18182-40-6

Basic information

• Product Name: (CH3)2NCH2Si(CH3)3
• Synonyms: (CH3)2NCH2Si(CH3)3
• CAS NO: 18182-40-6
• Molecular Formula: C₆H₁₇NSi
• Molecular Weight: 131.29138
• Mol File: 18182-40-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 85.3°Cat760mmHg
• Flash Point: 5.4°C
• Appearance: /
• Density: 0.769g/cm³
• Vapor Pressure: 69.7mmHg at 25°C
• Refractive Index: 1.41
• CAS DataBase Reference: (CH3)2NCH2Si(CH3)3(CAS DataBase Reference)
• NIST Chemistry Reference: (CH3)2NCH2Si(CH3)3(18182-40-6)
• EPA Substance Registry System: (CH3)2NCH2Si(CH3)3(18182-40-6)

Safety Data

• Hazardous Substances Data: 18182-40-6(Hazardous Substances Data)

Usage

General Description

The chemical compound (CH3)2NCH2Si(CH3)3, also known as dimethylaminomethyl(trimethylsilyl) silane, consists of a silicon atom bonded to three methyl groups and a dimethylaminomethyl group. It is commonly used as a reagent in organic synthesis, specifically in the protection of hydroxyl groups in alcohols and phenols. (CH3)2NCH2Si(CH3)3 can also be employed as a precursor in organosilicon chemistry, as well as a stabilizer for certain metal catalysts. Additionally, it has applications in the production of pharmaceuticals and in the field of materials science. Due to its versatile nature and reactivity, (CH3)2NCH2Si(CH3)3 plays a significant role in various chemical and industrial processes.

InChI:InChI=1/C6H17NSi/c1-7(2)6-8(3,4)5/h6H2,1-5H3

Upstream product

• 124-40-3 dimethyl amine 
• 2344-80-1 Chloromethyltrimethylsilane 
• 75-77-4 chloro-trimethyl-silane 
• 26285-62-1 dimethylaminomethyltributyltin 
• 125069-59-2 {2-(trimethylgermyl)-2-(trimethylsilyl)ethyl}trimethylammonium iodide 
• 4111-54-0 lithium diisopropyl amide 
• 72443-52-8 Benzyldimethyl<(trimethylsilyl)methyl>ammonium bromide 
• 51048-37-4 (dimethylaminomethyl)dimethylchlorsilan 
• 917-54-4 methyllithium 

Downstream Products

• 72443-56-2 N,N-dimethyl-2-methyl-α-(trimethylsilyl)benzylamine 
• 5339-05-9 N,N-dimethyl-2-(4-nitrophenyl)ethanamine 
• 107600-23-7 N,N-dimethyl-1-(2-methyl-5-nitrophenyl)methanamine 
• 126062-76-8 dimethyl-(3-nitro-phenethyl)-amine 
• 126062-75-7 N,N-dimethyl-N-(2-methyl-4-nitrobenzyl)amine 
• 102101-51-9 (4-Cyano-benzyl)-dimethyl-trimethylsilanylmethyl-ammonium; bromide 
• 126062-59-7 (3-Methoxy-benzyl)-dimethyl-trimethylsilanylmethyl-ammonium; bromide 
• 102101-47-3 Dimethyl-(2-methyl-benzyl)-trimethylsilanylmethyl-ammonium; bromide 
• 102101-48-4 Dimethyl-(4-methyl-benzyl)-trimethylsilanylmethyl-ammonium; bromide 
• 102101-49-5 (2-Chloro-benzyl)-dimethyl-trimethylsilanylmethyl-ammonium; chloride 
• 102101-50-8 (4-Chloro-benzyl)-dimethyl-trimethylsilanylmethyl-ammonium; chloride 
• 102101-46-2 Benzyl-dimethyl-trimethylsilanylmethyl-ammonium; chloride 
• 72443-52-8 Benzyldimethyl<(trimethylsilyl)methyl>ammonium bromide 

Relevant articles and documents

Anionic rearrangement of the germyl and silyl groups in dimethylammonium N-methylide and related compounds

The reaction of - and trimethylammonium iodides (3a and 3c) with n-butyllithium gives N-- and N-dimethylamines (5a and 5b), respectively.A mixture of 5a and 5b is obtained from the reaction of trimethylammonium iodide (3b).Use of lithium diisopropylamide in place of n-butyllithium gives the corresponding 1,1-bis(trimethylelemento)ethylenes (8a, 8b, and 8c) as the main products.

Ylide Reactions of Benzyldimethylammonium Halides

Deprotonation of benzyldimethylammonium halides (10) with sodium amide or n-butyllithium afforded silylated ylide intermediates 11, which were rearranged into N,N-dimethyl-2-benzylamines (13) accompanied by the formation of Sommelet-Hauser and Stevens rearrangement products (12 and 22).The ylide formation by the cleavage of carbon-silicon bonds also is discussed in the reaction of 10 with sodium amide and lithium aluminum hydride.