56177-42-5

Basic information

• Product Name: Methylidynetris(trimethylstannane)
• Synonyms: Methylidynetris(trimethylstannane)
• CAS NO: 56177-42-5
• Molecular Formula: C10H28Sn3
• Molecular Weight: 504.46
• Mol File: 56177-42-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 48-49 °C(Solv: ethanol (64-17-5))
• Boiling Point: 296.2±50.0 °C(Predicted)
• Appearance: /
• CAS DataBase Reference: Methylidynetris(trimethylstannane)(CAS DataBase Reference)
• NIST Chemistry Reference: Methylidynetris(trimethylstannane)(56177-42-5)
• EPA Substance Registry System: Methylidynetris(trimethylstannane)(56177-42-5)

Safety Data

• Hazardous Substances Data: 56177-42-5(Hazardous Substances Data)

Upstream product

• 1066-45-1 trimethyltin(IV)chloride 
• 75-25-2 Bromoform 
• 17946-71-3 (trimethylstannyl)lithium 

Relevant articles and documents

Selective Metalation of Bicycloocta-2,6-diene, II. Distannylated Derivatives and Stannylated Tricyclic Secondary Products

Distannylated bicycloocta-2,6-diene (1) with (CH3)3Sn groups in positions exo-4 and 7 (7a), endo-4 and 7 (7b), exo-4 and 6 (7c), and probably exo-4 and endo-4 (7d) are obtained when 1 is treated first with an excess of n-BuLi/t-BuOK in alkane and then with (CH3)3SnCl.Byproducts are monostannylated derivatives of 1 and 1,4-bis(trimethylstannyl)but-2-ene (3).The formation of 7a/b/c is best understood when the two possible bicycloocta-2,6-dienyl dianions are generated as intermediates. 3, exo-4-Bis(trimethylstannylbicycloocta-2,6-diene (7e) is obtained from the corresponding dibromo derivative of 1 and (CH3)3SnLi with 3-bromo-exo-4-trimethylstannylbicycloocta-2,6-diene (9) as an intermediate.The bicyclic stannyl compounds are susceptible to a 1,5-homopentadienyl shift of a (CH3)3Sn group at relatively low temperature when the starting compound has the stannyl group in position 4 of 1 and when positions 6 or 7 are unsubstituted.Tricyclo2,7>oct-3-enes with (CH3)3Sn groups in positions exo-6 (5a), endo-6 (5b), 3 and exo-6 (10a), and 3 and endo-6 (10b) are thus obtained.On further heating, 10b gives 1-trimethylstannyl-3-vinylbenzene (11).All compounds have been studied systematically by NMR spectroscopy including δ(119Sn), δ(13C), δ(1H), 4/5J(119/117Sn-119Sn), nJ(119/117Sn-13C), nJ(119/117Sn-1H), 1J(13C-1H), and nJ(1H-1H).Among all nuclei, 119Sn gives the most simple spectra.From the 13C NMR spectra a series of useful increments of (CH3)3Sn groups emerges.The most interesting coupling constants are 5J(119/117Sn-119Sn), for which a considerable change with the dihedral angle is established, and nJ(119/117Sn-13C). For n = 3 and 4 the latter are especially useful because their angular dependence leads to unambiguous signal assignments. - Keywords: Bicycloocta-2,6-diene, Double Deprotonation, Stannyl Derivatives, Tricyclo2,7>oct-3-ene Derivatives, 119Sn, 13C, 1H NMR Spectra