N,N-Diethyl-1,1,1-trimethylsilylamine

Base Information

• Chemical Name: N,N-Diethyl-1,1,1-trimethylsilylamine
• CAS No.: 996-50-9
• Molecular Formula: C7H19NSi
• Molecular Weight: 145.32
• Hs Code.: 29310095
• European Community (EC) Number: 213-637-6
• NSC Number: 377650
• UNII: 5LP9WK7P33
• DSSTox Substance ID: DTXSID5061370
• Nikkaji Number: J150.863F
• Wikidata: Q3869305
• Mol file: 996-50-9.mol

Synonyms:996-50-9;N,N-Diethyl-1,1,1-trimethylsilylamine;n,n-diethyl-1,1,1-trimethylsilanamine;N,N-Diethyltrimethylsilylamine;Trimethylsilyldiethylamine;N,N-Diethylaminotrimethylsilane;Diethylaminotrimethylsilane;N-(Trimethylsilyl)diethylamine;Silanamine, N,N-diethyl-1,1,1-trimethyl-;(Diethylamino)trimethylsilane;N-Trimethylsilyldiethylamine;diethyl(trimethylsilyl)amine;N-ethyl-N-trimethylsilylethanamine;(trimethylsilyl)diethylamine;TMSDEA;TMS-DEA;NSC 377650;Diethylamine, TMS derivative;5LP9WK7P33;Trimethyl-N,N-diethylaminosilane;(CH3)3SiN(C2H5)2;EINECS 213-637-6;NSC-377650;Silylamine, N,N-diethyl-1,1,1-trimethyl-;C7H19NSi;MFCD00009040;NSC377650;Me3SiNEt2;Trimethylsilyl-diethylamin;trimethylsilyl-diethylamine;UNII-5LP9WK7P33;Diethyl-trimethylsilanyl-amine;SCHEMBL230819;isobutyl 3-cyclohexylpropanoate;C7-H19-N-Si;N,N-Diethyl-trimethylsilylamine;DTXSID5061370;(n,n-diethylamino)trimethylsilane;CHEBI:85070;AMY1263;N,N-Diethyl(trimethyl)silanamine #;N-TRIMETHYLSILYL DIETHYLAMINE;TRIMETHYL(DIETHYLAMINO)SILANE;CD4450;N,N-Diethyltrimethylsilylamine, 97%;AKOS005216073;FS-3954;FT-0600412;T0492;EN300-214831;S06325;Q-101306;Q3869305

Chemical Property of N,N-Diethyl-1,1,1-trimethylsilylamine

Chemical Property:

• Appearance/Colour: clorless liquid
• Vapor Pressure: 14.2mmHg at 25°C
• Melting Point: -10 °C
• Refractive Index: n20/D 1.411(lit.)
• Boiling Point: 126.3 °C at 760 mmHg
• PKA: 11.27±0.70(Predicted)
• Flash Point: 10 °C
• PSA: 3.24000
• Density: 0.767 g/cm³
• LogP: 2.16310
• Storage Temp.: Store at RT.
• Sensitive.: Moisture Sensitive
• Water Solubility.: decomposes
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 145.128676145
• Heavy Atom Count: 9
• Complexity: 71.5

Purity/Quality:

99% ^*data from raw suppliers

N,N-Diethyl(trimethylsilyl)amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C
• Statements: 11-34
• Safety Statements: 26-36/37/39-45-24/25-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Metals -> Metalloid Compounds (Silicon)
• Canonical SMILES: CCN(CC)[Si](C)(C)C
• Uses: Trimethylsilyldiethylamine is a reagent used as an electrophilic trimethylsilyl source for cleavage of cyclic ethers, esters, oxazolidines, and cyclic acetals; also as a nucleophilic source of the diethylamino group, participating in the following synthesis reactions: Trimethylsilyl Group Transfer, Diethylamino Group Transfer, Trimethylsilyldiethylamine as Halosilane Equivalent, Silylation of Alcohols, Mild Generation of Phosphonochloridates, Silylation of Amines, Diethylamino Group Transfer, Conjugate Addition, Aminoalkylation of Aldehydes, Enamine and Silyl Enol Ether Preparation, Mediation of 1,4-Conjugate Additions, etc. It is used to derivative polar organic compounds. N,N-Diethyl(trimethylsilyl)amine is a chemical reagent with wide application in organic chemistry and used in stereo specific addition reactions as well as in SN2 nucleophilic substitutions.

Technology Process of N,N-Diethyl-1,1,1-trimethylsilylamine

There total 15 articles about N,N-Diethyl-1,1,1-trimethylsilylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

diethylamine (109-89-7) → N,N-diethyl-1,1,1-trimethylsilanamine (996-50-9)

Guidance literature:

In dichloromethane; at 28 ℃; for 6h;

DOI:10.1016/S0040-4020(01)93263-6

Reference yield: 92.0%

trimethylsilyl cyanide (7677-24-9) + diethylamine (109-89-7) → N,N-diethyl-1,1,1-trimethylsilanamine (996-50-9)

Guidance literature:

at 70 ℃; for 0.25h;

DOI:10.1021/jo00368a030

Reference yield: 76.6%

N,N,S-triethyl-thiohydroxylamine (32833-97-9) + S,S-diisopropyl O-(trimethylsilyl) phosphorodithioite (127612-42-4) → Trithiophosphoric acid S-ethyl ester S',S''-diisopropyl ester (131570-86-0) + S-Isopropyl O-trimethylsilyl isopropyldithiophosphonate (131570-89-3) + N,N-diethyl-1,1,1-trimethylsilanamine (996-50-9)

Guidance literature:

DOI:10.1007/BF00958273

upstream raw materials:

chloro-trimethyl-silane

diethylamine

Methyltrichlorosilane

N-chlorodiethylamine

Downstream raw materials:

O-Phenyl-N-trimethylsilyl-N',N'-diethyl-isoharnstoff

2-diethylamino-1-trimethylsiloxy-2-phenylethane

1-diethylamino-2-trimethylsiloxy-2-phenylethane

2-diethylamino-1-trimethylsiloxycyclohexane

Refernces

• 1、 Tarasewicz, Anika,Ensan, Deeba,Batey, Robert A.. "An Alumino-Mannich Reaction of Organoaluminum Reagents, Silylated Amines, and Aldehydes". supporting information. p. 6071 - 6074. Retrieved 2018/04/27.
• 2、 Tsymbal, Artem V.,Kosobokov, Mikhail D.,Levin, Vitalij V.,Struchkova, Marina I.,Dilman, Alexander D.. "Nucleophilic bromodifluoromethylation of iminium ions". . p. 7831 - 7835. Retrieved 2015/03/18.