32115-55-2

Basic information

• Product Name: TRIMETHYLSILYL N,N-DIMETHYLCARBAMATE
• Synonyms: DMCTMS;TRIMETHYLSILYL N,N-DIMETHYLCARBAMATE;N,N-Dimethyl-(trimethylsilyl)-carbamate;N,N-Dimethyl(tri-methylsilyl)-carbamate;TRIMETHYLSILYL N,N-DIMETHYLCARBAMATE, 98 %;Dimethylcarbamic acid trimethylsilyl ester
• CAS NO: 32115-55-2
• Molecular Formula: C₆H₁₅NO₂Si
• Molecular Weight: 161.27
• Mol File: 32115-55-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 74-75 °C20 mm Hg(lit.)
• Flash Point: 55 °F
• Appearance: /
• Density: 0.925 g/mL at 25 °C(lit.)
• Vapor Pressure: 11.7mmHg at 25°C
• Refractive Index: n20/D 1.418(lit.)
• PKA: -1.55±0.70(Predicted)
• CAS DataBase Reference: TRIMETHYLSILYL N,N-DIMETHYLCARBAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIMETHYLSILYL N,N-DIMETHYLCARBAMATE(32115-55-2)
• EPA Substance Registry System: TRIMETHYLSILYL N,N-DIMETHYLCARBAMATE(32115-55-2)

Safety Data

• Statements: 10
• Safety Statements: 23-24/25
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• F: 10-21
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 32115-55-2(Hazardous Substances Data)

Usage

General Description

TRIMETHYLSILYL N,N-DIMETHYLCARBAMATE is a chemical compound that is often used as a protecting group in organic synthesis to safeguard reactive functional groups. It consists of a trimethylsilyl group attached to an N,N-dimethylcarbamate moiety. TRIMETHYLSILYL N,N-DIMETHYLCARBAMATE is commonly employed in the protection of amines and alcohols, as well as in the creation of stable derivatives for various chemical reactions. Its main function is to prevent unwanted reactions or side reactions during the synthesis process by temporarily blocking certain reactive sites on a molecule. TRIMETHYLSILYL N,N-DIMETHYLCARBAMATE plays a crucial role in organic chemistry as a versatile and effective protecting group.

InChI:InChI=1/C6H15NO2Si/c1-7(2)6(8)9-10(3,4)5/h1-5H3

Upstream product

• 2083-91-2 N,N-Dimethyltrimethylsilylamine 
• 124-38-9 carbon dioxide 
• 75-77-4 chloro-trimethyl-silane 
• 4137-10-4 DIMCARB 

Downstream Products

• 1825-62-3 ethyl trimethylsilyl ether 
• 73430-27-0 (E)-N,N-dimethyl-2-nitroethenamine 
• 2754-27-0 trimethylsilyl acetate 
• 2117-24-0 1,4-bis(trimethylsilyloxy)benzene 
• 13871-89-1 trimethylsilyl cyclohexyl ether 
• 13722-20-8 N,N-Dimethyl-N'-phenyl-N'-trimethylsilylharnstoff 
• 632-22-4 tetramethylurea 
• 32317-47-8 (1-ethyl-propenyl)-dimethyl-amine 
• 13815-46-8 N,N-dimethylcyclohex-1-enylamine 
• 219592-01-5 4-bis(2-fluoroethyl)aminophenyl trimethylsilyl ether 
• 6969-90-0 phenyl N,N-dimethylcarbamate 
• 1529-17-5 phenyltrimethylsilyl ether 
• 4520-29-0 1,3-bis(trimethylsiloxy)benzene 
• 2078-12-8 trimethylsilyl benzoate 

Relevant articles and documents

On the Dynamic Structure Behaviour of the Dimethylamine-Carbondioxide Complex (Dimcarb)

Dimcarb, a liquid distillable 1.8:1-dimethylamine-carbondioxide complex which can be used as a preparatively profitable dimethylamine source, displays unusual properties in view of a salt ("dimethylammonium dimethylcarbamate").The dynamic structure behaviour has been investigated by 1H, 13C, and 15N NMR spectroscopy: At ambient temperature dimcarb underlies a rapid dimethylamine change between ammonium and carbamate functionality (ΔG(excit.) about 58 kJ/mol).On further temperature decreasing prototropic interactions between dimethylammonium and dimethylamine as well as dimethylcarbamate and dimethylcarbamic acid species are additionally revealed.Timely averaged, ionic structures predominate, obviously dimethylammonium dimethylcarbamate combinations as intimate ion pairs.Involved dimethylcarbamic acid can be trapped as methylester in high yield by reaction of dimcarb with diazomethane.Moreover, the dimethylcarbamic acid trimethylsilylester, obtained from dimcarb with the aid of trimethylchlorosilane, affords a crystalline product by methanolysis at -78 deg C, probably dimethylcarbamic acid, which decomposes above -50 deg C under carbondioxide elimination and regeneration of dimcarb. - Keywords: NMR Spectra, Dimethylamine, Carbondioxide, Dimethylammonium Dimethylcarbamate, Dimethylcarbamic Acid