N,N-Dimethyl-4-(trimethylstannyl)aniline

Base Information

• Chemical Name: N,N-Dimethyl-4-(trimethylstannyl)aniline
• CAS No.: 14064-16-5
• Molecular Formula: C11H19NSn
• Molecular Weight: 283.989
• DSSTox Substance ID: DTXSID00521043
• Wikidata: Q82385279
• Mol file: 14064-16-5.mol

Synonyms:14064-16-5;N,N-Dimethyl-4-(trimethylstannyl)aniline;SCHEMBL5951934;DTXSID00521043

Chemical Property of N,N-Dimethyl-4-(trimethylstannyl)aniline

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 285.053952
• Heavy Atom Count: 13
• Complexity: 152

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N,N-Dimethyl-4-(trimethylstannyl)aniline

There total 4 articles about N,N-Dimethyl-4-(trimethylstannyl)aniline 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: 42.0%

4-bromo-N,N-dimethylaniline (586-77-6) + trimethyltin(IV)chloride (1066-45-1) → <4-(Dimethylamino)phenyl>trimethylstannan (14064-16-5)

Guidance literature:

With lithium; In not given; prepn. according to V. S. Zavgorodnii et al., Russ. J. Org. Chem. 32 (1996) 879; column chromy., silica gel 60, petroleum ether/ethyl acetate (10:1);

DOI:10.1016/j.jorganchem.2006.04.023

Reference yield: 37.0%

trimethyltin(IV)chloride (1066-45-1) + 4-dimethylaminophenyllithium (13190-50-6) → <4-(Dimethylamino)phenyl>trimethylstannan (14064-16-5)

Guidance literature:

In tetrahydrofuran; refluxing;;

DOI:10.1016/S0022-328X(00)83182-4

Reference yield:

4-bromo-N,N-dimethylaniline (586-77-6) + hexamethyldistannane (661-69-8) → <4-(Dimethylamino)phenyl>trimethylstannan (14064-16-5)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; byproducts: Me3SnBr, ((CH3)2NC6H4)2; at 115°C for 15 h in sealed thick wall Pyrex glass ampoules; various product ratio for various conditions;

DOI:10.1016/S0022-328X(00)84615-X

upstream raw materials:

4-bromo-N,N-dimethylaniline

trimethyltin(IV)chloride

hexamethyldistannane

4-dimethylaminophenyllithium

Downstream raw materials:

N-(4-chlorophenyl)-N-methylformamide

N,N-dimethyl-aniline

tricarbonyl[5-(4-dimethylaminophenyl)cyclohexa-1,3-diene]iron

{(CH₃)3SnC₆H₄-p-N(CH₃)3}I