N-Benzyl-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)methanamine

Base Information

• Chemical Name: N-Benzyl-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)methanamine
• CAS No.: 144964-17-0
• Molecular Formula: C15H29 N Si2
• Molecular Weight: 279.573
• DSSTox Substance ID: DTXSID30932461
• Wikidata: Q72447560
• Mol file: 144964-17-0.mol

Synonyms:144964-17-0;N-Benzyl-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)methanamine;Benzyl-bis-trimethylsilanylmethylamine;Benzenemethanamine, N,N-bis[(trimethylsilyl)methyl]-;DTXSID30932461;Benzyl-bis(trimethylsilyl)methylamine;MFCD09834369;AKOS005256870;BIS(TRIMETHYLSILYLMETHYL)BENZYLAMINE;CS-0088536;1-phenyl-N,N-bis(trimethylsilylmethyl)methanamine;N,N-bis[(trimethylsilyl)methyl]-benzenemethanamine;1-Phenyl-N,N-bis[(trimethylsilyl)methyl]methanamine

Chemical Property of N-Benzyl-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)methanamine

Chemical Property:

• Vapor Pressure: 0.01mmHg at 25°C
• Refractive Index: 1.477
• Boiling Point: 265℃
• PKA: 10.54±0.50(Predicted)
• Flash Point: 114℃
• PSA: 3.24000
• Density: 0.883
• LogP: 4.20090
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 279.18385300
• Heavy Atom Count: 18
• Complexity: 218

Purity/Quality:

95% ^*data from raw suppliers

1,1,1-Trimethyl-N-phenethyl-N-(trimethylsilyl)silanamine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)CN(CC1=CC=CC=C1)C[Si](C)(C)C

Technology Process of N-Benzyl-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)methanamine

There total 2 articles about N-Benzyl-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)methanamine 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%

benzylamine (100-46-9) + Chloromethyltrimethylsilane (2344-80-1) → N-benzyl-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)methanamine (144964-17-0)

Guidance literature:

With potassium carbonate; In acetonitrile; Heating;

DOI:10.1039/c39920001313

Reference yield:

iodo(trimethylsilyl)methane (4206-67-1) + benzylamine (100-46-9) → N-benzyl-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)methanamine (144964-17-0)

Guidance literature:

With potassium carbonate; In acetonitrile; at 90 ℃; for 72h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.7b00116

Reference yield: 95.0%

N-phenyl-maleimide (941-69-5) + N-benzyl-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)methanamine (144964-17-0) → 7-benzyl-3-phenyl-3,7-diazabicyclo<3.3.0>octane-2,4-dione (93102-03-5)

Guidance literature:

With silver fluoride; In acetonitrile; for 0.333333h;

upstream raw materials:

benzylamine

Chloromethyltrimethylsilane

iodo(trimethylsilyl)methane

Downstream raw materials:

N-benzyl-5,5-diphenyloxazolidine

7-benzyl-3-phenyl-3,7-diazabicyclo<3.3.0>octane-2,4-dione

N-benzyl-3-(phenylsulfonyl)pyrrolidine

3,4-Bis-benzenesulfonyl-1-benzyl-pyrrolidine

Refernces

• 1、 Kumar, Rakesh,Banerjee, Prabal. "Electrochemical Generation of a Nonstabilized Azomethine Ylide: Access to Substituted N-Heterocycles". . p. 16104 - 16113. Retrieved 2021/11/18.
• 2、 Pandey, Ganesh,Lakshmaiah,Gadre, Smita R.. "Sequential two-electron oxidation of α,α′-disilylmethylamines to generate non-stabilized azomethine ylide: An ideal approach for the construction of substituted and fused pyrrolidine ring systems". . p. 91 - 98. Retrieved 2007/10/03.