trimethyl-(trimethylstannylmethyl)stannane

Base Information

• Chemical Name: trimethyl-(trimethylstannylmethyl)stannane
• CAS No.: 16812-43-4
• Molecular Formula: C7H20 Sn2
• Molecular Weight: 341.656
• Hs Code.: 2931900090
• Mol file: 16812-43-4.mol

Synonyms:Stannane,methylenebis[trimethyl- (8CI,9CI); Tin, methylenebis[trimethyl- (6CI);Bis(trimethylstannyl)methane; NSC 227331

Chemical Property of trimethyl-(trimethylstannylmethyl)stannane

Chemical Property:

• Vapor Pressure: 0.305mmHg at 25°C
• Boiling Point: 208.7°Cat760mmHg
• Flash Point: 78.8°C
• PSA: 0.00000
• Density: g/cm³
• LogP: 3.20200

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of trimethyl-(trimethylstannylmethyl)stannane

There total 3 articles about trimethyl-(trimethylstannylmethyl)stannane 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: 47.9%

3,exo-4-dibromobicyclo{3.2.1}octa-2,6-diene + trimethyltin(IV)chloride (1066-45-1) → 3-bromo-exo-4-trimethylstannylbicyclo{3.2.1}octa-2,6-diene + 3,endo-6-bis(trimethylstannyl)tricyclo{3.2.1.0}oct-3-ene (122911-07-3,123000-16-8) + 3,exo-4-bis(trimethylstannyl)bicyclo{3.2.1}octa-2,6-diene + hexamethyldistannane (661-69-8) + bis(trimethylstannyl)methane (16812-43-4)

Guidance literature:

With lithium; In tetrahydrofuran; water; O2-free atmosphere; Li (cuttings) and Me3SnCl in THF (25°C, 15 h), filtrate added to dibromobicyclooctadiene (THF, -78°C)(molar ratio 1.54), stirring (room temp.), poured into water, extn. (pentane), drying (Na2SO4);other products; monitored by (1)H-NMR;

Reference yield: 35.0%

1,1,2,2,4,4,5,5-octamethyl-1,2,4,5-tetrastannacyclohexane (89748-39-0) + trimethylstannylacetylene (1112-00-1) → ((CH3)3Sn)CCHSn2(CH3)4CH2 (145065-48-1) + hexamethyldistannane (661-69-8) + bis(trimethylstannyl)methane (16812-43-4)

Guidance literature:

With catalyst: Pd bis(dibenzylideneacetone)/P(OC₂H₅)3; In toluene; heating soln. of (CH3)3SnCCH (20 mmol) and CH2(Sn(CH3)2)4CH2 (10 mmol) in toluene for 30 h at 75°C in presence of palladium bis(dibenzylidene acetone) (3 mol%) and P(OC2H5)3 (6 mol%);; removing toluene under water-pump vac.; Kugelrohr distn. at 120°C/0.001 torr; formation of 3% ((CH3)3Sn)2CH2 and 10% (CH3)6Sn2 is observed;;

DOI:10.1016/0022-328X(92)83437-M

Reference yield:

Bromoform (75-25-2) + trimethyltin(IV)chloride (1066-45-1) → bis(trimethylstannyl)methane (16812-43-4) + Tris-(trimethylstannyl)-methan (56177-42-5)

Guidance literature:

With magnesium; In tetrahydrofuran; careful addn. of CHBr3 in dry THF to the Grignard reagent from Me3SnCl and Mg turnings; distd. at <0.8 mmHg, purified by crystn. from ethanol;

DOI:10.1016/0022-328X(84)80108-4

upstream raw materials:

Bromoform

trimethyltin(IV)chloride

1,1,2,2,4,4,5,5-octamethyl-1,2,4,5-tetrastannacyclohexane

trimethylstannylacetylene

Downstream raw materials:

(C₆H₅)2C(OH)CH₂CH₂Sn(CH₃)3

CH₃(C₆H₅)C(OH)CH₂CH₂Sn(CH₃)3

CH₃(C₆H₅)C(OH)CH₂CH₂Sn(CH₃)2(C₄H₉)

3-Methyl-3-trimethylstannanylmethyl-cyclohexanone

Refernces

• 1、 Hertkorn, N.,Koehler, F. H.. "Selective Metalation of Bicycloocta-2,6-diene, II. Distannylated Derivatives and Stannylated Tricyclic Secondary Products". . p. 1405 - 1415. Retrieved 2007/10/02.