199446-13-4

Basic information

• Product Name: (bromomethyl)(triphenyl)stannane
• Synonyms: (bromomethyl)(triphenyl)stannane
• CAS NO: 199446-13-4
• Molecular Weight: 443.958
• Mol File: 199446-13-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (bromomethyl)(triphenyl)stannane(CAS DataBase Reference)
• NIST Chemistry Reference: (bromomethyl)(triphenyl)stannane(199446-13-4)
• EPA Substance Registry System: (bromomethyl)(triphenyl)stannane(199446-13-4)

Safety Data

• Hazardous Substances Data: 199446-13-4(Hazardous Substances Data)

Upstream product

• 557-68-6 iodobromomethane 
• 639-58-7 triphenyltin chloride 
• 74-95-3 1,1-dibromomethane 
• 7789-23-3 potassium fluoride 
• 962-89-0 triphenyltin bromide 

Downstream Products

• 71828-34-7 1,1-bis(triphenylstannyl)methane 
• 199446-17-8 (Ph₂ISnCH₂SnIPh)2CH₂ 
• 199446-19-0 bis[((diphenylfluorostannyl)methyl)phenylfluorostannyl]methane 
• 199446-21-4 bis[((diphenylchlorostannyl)methyl)phenylchlorostannyl]methane 
• 199446-16-7 (Ph₂ISnCH₂)2SnIPh 
• 199446-18-9 bis((diphenylfluorostannyl)methyl)phenylfluorostannane 
• 199446-20-3 bis((diphenylchlorostannyl)methyl)phenylchlorostannane 
• 199446-22-5 bis((phenyldichlorostannyl)methyl)dichlorostannane 
• 199446-14-5 bis((triphenylstannyl)methyl)diphenylstannane 
• 199446-15-6 bis[((triphenylstannyl)methyl)diphenylstannyl]methane 

Relevant articles and documents

Homologation of halostannanes with carbenoids: a convenient and straightforward one-step access to α-functionalized organotin reagents

A direct, single synthetic homologative transformation of halostannanes into mono- or di-substituted methyl analogues is documented. Critical for the success of the operation is the excellent nucleophilicity of carbenoid-like methyllithium reagents (LiCHXY, X, Y = halogen, OR, and CN): by simply individuating the reagents' substitution pattern, the desired functionalized fragment is delivered to the electrophile. The wide scope of the protocol is evidenced also in the case of analogous halogermanium compounds. The tandem homologation-quenching with nucleophiles and the use of α-chloroallyllithium is also discussed.

Methylene-bridged tri- and tetratin compounds as Lewis acids

Syntheses of a series of trinuclear tin compounds, (Ph2XSnCH2)2SnXPh (2, X = Ph; 6, X = F; 8, X = Cl) and (PhCl2SnCH2)2SnCl2 (10) and tetranuclear tin compounds (Ph2XSnCH2-SnXPh)2CH2 (3, X = Ph; 7, X = F; 9, X = Cl) are reported, and the crystal structure of [(Ph2FSnCH2)2SnFPh·F]-[C 12H24O6·K]+ (6b) is described. Variable temperature 119Sn and 19F NMR studies indicate that the structure observed for the anion in 6b in the solid state is retained in solution. There is no NMR evidence for the formation of 1:2 adducts with fluoride ion, although such species are identified in acetonitrile solutions from electrospray mass spectrometry (ESMS). 119Sn NMR spectral data indicate that reaction of trinuclear tin compound 8 with [(Ph3P)2N]+Cl- and HMPA results in formation of the 1:1 complexes [(Ph2ClSnCH2)2SnClPh·Cl] -[(Ph3P)2N]+ (8a) and (Ph2ClSnCH2)2SnClPh·[(CH 3)2N]3PO (8b), respectively. In contrast, 19F and 119Sn NMR data show that the tetranuclear tin compound 7 reacts with fluoride ion to give a stable 1:2 adduct [(Ph2FSnCH2SnFPh)2CH 2·2F]2-2[Bu4N]+ (7b) in solution, being no NMR evidence for formation of a 1:1 adduct. However, ESMS indicates the presence of both 1:1 and 1:2 adducts in acetonitrile solution.