137516-92-8

Basic information

• Product Name: Stannanamine, N-[2,6-bis(1-methylethyl)phenyl]-1,1,1-trimethyl-N-(trimethylstannyl)-
• CAS NO: 137516-92-8
• Molecular Formula: C18H35NSn2
• Molecular Weight: 502.903
• Mol File: 137516-92-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Stannanamine, N-[2,6-bis(1-methylethyl)phenyl]-1,1,1-trimethyl-N-(trimethylstannyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Stannanamine, N-[2,6-bis(1-methylethyl)phenyl]-1,1,1-trimethyl-N-(trimethylstannyl)-(137516-92-8)
• EPA Substance Registry System: Stannanamine, N-[2,6-bis(1-methylethyl)phenyl]-1,1,1-trimethyl-N-(trimethylstannyl)-(137516-92-8)

Safety Data

• Hazardous Substances Data: 137516-92-8(Hazardous Substances Data)

Upstream product

• 1066-45-1 trimethyltin(IV)chloride 
• 24544-04-5 2,6-diisopropylbenzenamine 
• 75-77-4 chloro-trimethyl-silane 
• 137516-90-6 (2,6-diisopropylphenyl)(trimethylstannyl)amine 
• 1068-74-2 Diethylamino-trimethyl-stannan 

Downstream Products

• 137517-02-3 bis(chlorodimethylstannyl)(2,6-diisopropylphenyl)amine 
• 137517-03-4 bis(bromodimethylstannyl)(2,6-diisopropylphenyl)amine 

Relevant articles and documents

Syntheses, structures, and 1H, 13C{1H} and 119Sn{1H} NMR chemical shifts of a family of trimethyltin alkoxide, amide, halide and cyclopentadienyl compounds

The synthesis and full characterization, including Nuclear Magnetic Resonance (NMR) data (1H, 13C{1H} and 119Sn{1H}), for a series of Me3SnX (X = O-2,6-tBu2C6H3 (1), (Me3Sn)N(2,6-iPr2C6H3) (3), NH-2,4,6-tBu3C6H2 (4), N(SiMe3)2 (5), NEt2, C5Me5 (6), Cl, Br, I, and SnMe3) compounds in benzene-d6, toluene-d8, dichloromethane-d2, chloroform-d1, acetonitrile-d3, and tetrahydrofuran-d8 are reported. The X-ray crystal structures of Me3Sn(O-2,6-tBu2C6H3) (1), Me3Sn(O-2,6-iPr2C6H3) (2), and (Me3Sn)(NH-2,4,6-tBu3C6H2) (4) are also presented. These compiled data complement existing literature data and ease the characterization of these compounds by routine NMR experiments.

Synthesis und Structure of Bis(trimethylstannyl)- and Bis(dimethylhalostannyl)amines: The Role of the Nitrogen Lone Pair

Monoaminostannanes RHN-SnMe3 (1) with substitutents R = tBu, Mes, 2,6-iPr2C6H3 are obtained by transmetallation from Me3SnX and RNH-Li, the distannylamines RN(SnMe3)2 (2) by transamination of Et2N-SnMe3 with RNH2, and bis(dimethylhalostannyl)amines R-N(SnMe2X)2 (8) by stannazane cleavage with BX3 (8n, o).Me2Sn(NtBuH)2, prepared from tBuNHLi and Me2SnBr2, decomposes with tBuNH2 elimination into the diazadistannetidine 4 already below room temperature.Information from multinuclear NMR spectra of type 2, 4, and 8 compounds ascertain the proposed relation between the value of the geminal coupling constant 2J(119Sn117Sn) of distannazanes and the Sn-N-Sn bond angle as determined by the X-ray structure analysis of 2c and of (8a)2 as well as the participation of the electron pair at the nitrogen atom with SnN bond lengths of 2.044 Angstroem and an Sn-N-Sn bond angle of 125.0 deg.The aryl group stands perpendicular to the Sn2N plane.These data exclude any ? interaction between the substituents. 2c, therefore, represents an example of a tertiary amine with the lone electron pair at the nitrogen in a p-type orbital.The supposed distannylamine (ClMe2Sn)2NMe (8a) is actually a dimer, whose unexpected structure contains a diazadistannetidine unit bearing two Me2SnCl2 groups at its nitrogen atoms in cis-configuration.This arrangement allows the formation of weak intramolecular SnCl bonds. Key Words: Amines, bis(trimethylstannyl)organyl-, bis(dimethylstannyl)organyl- / Bond cleavage, SnN / 1,3,2,4-Diazastannetidine, hexamethyl- / N,N'-Bis(dichlorodimethylstannane)