N-Trimethylsilylbenzaldimine

Base Information

• Chemical Name: N-Trimethylsilylbenzaldimine
• CAS No.: 17599-61-0
• Molecular Formula: C10H15 N Si
• Molecular Weight: 177.321
• Hs Code.: 2931900090
• European Community (EC) Number: 627-863-1
• DSSTox Substance ID: DTXSID50430616
• Mol file: 17599-61-0.mol

Synonyms:N-Trimethylsilylbenzaldimine;17599-61-0;(E)-1-phenyl-N-trimethylsilylmethanimine;[1-PHENYL-METHYLIDENE]-TRIMETHYLSILANYL-AMINE;Silanamine, 1,1,1-trimethyl-N-(phenylmethylene)-;(Benzylidene)(trimethylsilyl)amine;Silanamine, N-benzylidene-1,1,1-trimethyl-;DTXSID50430616;ATGAAABKKYCMRZ-PKNBQFBNSA-N;N-Trimethylsilylbenzaldimine, 95%;J-011153;N-[(E)-Phenylmethylidene]-N-[(E)-trimethylsilyl]amine #

Chemical Property of N-Trimethylsilylbenzaldimine

Chemical Property:

• Refractive Index: n20/D 1.521
• Boiling Point: 50-60 °C
• Flash Point: 49 °C
• PSA: 12.36000
• Density: 1.444 g/mL at 25 °C
• LogP: 2.94040
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 177.097376017
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

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

N-Trimethylsilylbenzaldimine 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)N=CC1=CC=CC=C1
• Isomeric SMILES: C[Si](C)(C)/N=C/C1=CC=CC=C1

Technology Process of N-Trimethylsilylbenzaldimine

There total 14 articles about N-Trimethylsilylbenzaldimine 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: 92.0%

1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → N-benzylidene-1,1,1-trimethylsilanamine (17599-61-0)

Guidance literature:

With n-butyllithium; benzaldehyde; In hexane;

Reference yield: 89.0%

benzaldehyde (100-52-7) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → N-benzylidene-1,1,1-trimethylsilanamine (17599-61-0)

Guidance literature:

With n-butyllithium; 1) 5 min, 2) 10 min, ice bath;

DOI:10.1021/jo00151a002

Reference yield: 80.0%

→ N-benzylidene-1,1,1-trimethylsilanamine (17599-61-0)

Guidance literature:

upstream raw materials:

chloro-trimethyl-silane

benzaldehyde

lithium hexamethyldisilazane

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

Downstream raw materials:

2-(aminophenylmethyl)-N-methylbenzamide hydrochloride

3-phenyl-2,3-dihydro-isoindol-1-one

benzaldehyde N-boc imine

N-ethoxycarbonylbenzylaldimine

Refernces

• 1、 Saidi, Mohammad R.,Azizi, Najmoddin. "Lithium perchlorate mediated three-component preparation of primaryaminoesters". . p. 72 - 74. Retrieved 2002.
• 2、 Panagiotou, Maria,Demos, Vasileios,Magriotis, Plato Α.. "Direct and practical Gilman-Speeter synthesis of 3,4-trisubstituted β-lactams via the Thorpe-Ingold effect". supporting information. . Retrieved 2020/09/09.
• 3、 Kirichok, Alexander A.,Shton, Irina O.,Pishel, Irina M.,Zozulya, Sergey A.,Borysko, Petro O.,Kubyshkin, Vladimir,Zaporozhets, Olha A.,Tolmachev, Andrei A.,Mykhailiuk, Pavel K.. "Synthesis of Multifunctional Spirocyclic Azetidines and Their Application in Drug Discovery". supporting information. p. 5444 - 5449. Retrieved 2018/04/23.