N-BENZYLTRIMETHYLSILYLAMINE

Base Information

• Chemical Name: N-BENZYLTRIMETHYLSILYLAMINE
• CAS No.: 14856-79-2
• Molecular Formula: C10H17 N Si
• Molecular Weight: 179.337
• Hs Code.: 2931900090
• Mol file: 14856-79-2.mol

Synonyms:Silanamine,1,1,1-trimethyl-N-(phenylmethyl)- (9CI); Silylamine, N-benzyl-1,1,1-trimethyl-(6CI,8CI); (Benzylamino)trimethylsilane; Benzyl(trimethylsilyl)amine;N-(Trimethylsilyl)benzylamine; N-Benzyltrimethylsilylamine

Chemical Property of N-BENZYLTRIMETHYLSILYLAMINE

Chemical Property:

• Vapor Pressure: 0.195mmHg at 25°C
• Refractive Index: n20/D 1.490
• Boiling Point: 94-95 °C13 mm Hg
• Flash Point: 38°C
• PSA: 12.03000
• Density: 0.901 g/mL at 20 °C(lit.)
• LogP: 3.00200
• Storage Temp.: 0-10°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Benzyltrimethylsilylamine >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-BENZYLTRIMETHYLSILYLAMINE

There total 9 articles about N-BENZYLTRIMETHYLSILYLAMINE 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: 100.0%

N-benzylidene-1,1,1-trimethylsilanamine (17599-61-0) → N-benzyl(trimethylsilyl)amine (14856-79-2)

Guidance literature:

With bis(pentamethylcyclopentadienyl)zinc; hydrogen; 1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene; In benzene-d6; at 25 ℃; for 72h; under 75007.5 Torr; Reagent/catalyst; Temperature; Time; Pressure; Inert atmosphere;

DOI:10.1002/anie.201303968

Reference yield: 97.0%

chloro-trimethyl-silane (75-77-4) + benzylamine (100-46-9) → N-benzyl(trimethylsilyl)amine (14856-79-2)

Guidance literature:

benzylamine; With n-butyllithium; In tetrahydrofuran; hexane; at -80 - 20 ℃; Schlenk technique; Inert atmosphere;

chloro-trimethyl-silane; In tetrahydrofuran; hexane; at 0 ℃; for 1h; chemoselective reaction;

DOI:10.1002/chem.201603191

Reference yield: 91.3%

1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) + benzylamine (100-46-9) → N-benzyl(trimethylsilyl)amine (14856-79-2)

Guidance literature:

With sulfuric acid; for 2h; Heating;

DOI:10.1134/S1070363206030182

upstream raw materials:

1,1,1,3,3,3-hexamethyl-disilazane

benzylamine

chloro-trimethyl-silane

benzylamine hydrochloride

Downstream raw materials:

N-benzyl-2-aminoacetamide

2-[(benzylcarbamoyl)amino]acetic acid

N-Trimethylsilyl-N-benzyl-N'-phenyl-harnstoff

N-benzyl-N,N-bis(trimethylsilyl)amine

Refernces

• 1、 Lu, Hua,Cheng, Jianjun. "N-trimethylsilyl amines for controlled ring-opening polymerization of amino acid N-carboxyanhydrides and facile end group functionalization of polypeptides". . p. 12562 - 12563. Retrieved 2008.
• 2、 Marchenko, Anatoliy,Koidan, Georgyi,Hurieva, Anastasiya,Shvydenko, Kostiantyn,Rozhenko, Alexander B.,Rusanov, Eduard B.,Kyrylchuk, Andrii A.,Kostyuk, Aleksandr. "Latent Nucleophilic Carbenes". . p. 373 - 385. Retrieved 2021/12/27.
• 3、 Malapit, Christian A.,Borrell, Margarida,Milbauer, Michael W.,Brigham, Conor E.,Sanford, Melanie S.. "Nickel-Catalyzed Decarbonylative Amination of Carboxylic Acid Esters". supporting information. p. 5918 - 5923. Retrieved 2020/04/08.