Tributyl(prop-1-en-2-yl)stannane

Base Information

• Chemical Name: Tributyl(prop-1-en-2-yl)stannane
• CAS No.: 100073-15-2
• Molecular Formula: C15H32Sn
• Molecular Weight: 331.129
• Hs Code.: 2931900090
• European Community (EC) Number: 873-088-9
• DSSTox Substance ID: DTXSID30446619
• Mol file: 100073-15-2.mol

Synonyms:100073-15-2;tributyl(prop-1-en-2-yl)stannane;2-(Tributylstannyl)propene;Stannane, tributyl(1-methylethenyl)-;Isopropenyltributylstannane;Tributylisopropenyltin;MFCD10699166;Isopropenyltributyltin;Tri-n-butylisopropenyltin;Tributyl-isopropenyl-stannane;Tributyl(1-propen-2-yl)stannane;Tri-n-butyl-isopropenyltin;isopropenyl tributylstannane;tributylisopropenyl stannane;tributyl(isopropenyl)stannane;tributyl-isopropenyl stannane;DTXSID30446619;PUMSLVXNEXVCIC-UHFFFAOYSA-N;2-(TRIBUTYLSTANNYL) PROPENE;tributyl (prop-1-en-2-yl)stannane;AKOS015839563;GS-6421;2-(Tributylstannyl)propene, AldrichCPR;SY069490;FT-0685462;A51282;EN300-7377592;J-525049

Chemical Property of Tributyl(prop-1-en-2-yl)stannane

Chemical Property:

• Vapor Pressure: 0.000999mmHg at 25°C
• Melting Point: 70-70°C / 0.1
• Boiling Point: 312oC at 760 mmHg
• Flash Point: 146.4oC
• PSA: 0.00000
• LogP: 5.95080
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 10
• Exact Mass: 332.152604
• Heavy Atom Count: 16
• Complexity: 162

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tributyl(prop-1-en-2-yl)stannane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)C(=C)C

Technology Process of Tributyl(prop-1-en-2-yl)stannane

There total 12 articles about Tributyl(prop-1-en-2-yl)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: 95.0%

tributylstannylmagnesium chloride (27262-82-4) + acetone (67-64-1) → tributyl(prop-1-en-2-yl)stannane (100073-15-2)

Guidance literature:

With Burgess Reagent; In benzene; byproducts: HNEt3(1+)*OSO2NHCO2Me(1-); addn. of alcohol to the inner salt under inert atm., room temp., soln. stirred overnight, heated (70°C, 6 h), hydrolyzed; chromy. (florisil, pentane);

Reference yield: 92.0%

bis(tributylstannyl)lithium(cuprate) + 1,2-propanediene (463-49-0) → tributyl(prop-1-en-2-yl)stannane (100073-15-2)

Guidance literature:

React. of starting materials at -100°C for 1 h.; Mixt. is allowed to warm to 0°C over 1 h, and quenched with MeOH at -100°C.;

DOI:10.1039/c39900001030

Reference yield: 92.0%

tri-n-butyltin lithium (4226-01-1) + 1,2-propanediene (463-49-0) + copper(l) cyanide → tributyl(prop-1-en-2-yl)stannane (100073-15-2)

Guidance literature:

With n-butyllithium; ammonium chloride; (Ar); Soln. of (Bu)3SnLi in THF added by syringe to stirred suspensn. of CuCN in THF at -78 °C, mixt. stirred during 30 min at this temp.; further 30 min react. on CO2/acetone bath with allene; slow warming to 0 °C; satd. NH4Cl added; extractn. (Et2O); drying (MgSO4); chromy.;

upstream raw materials:

tributyltin chloride

isopropenylmagnesium bromide

tributylstannylmagnesium chloride

acetone

Downstream raw materials:

1-(1-methylethenyl)-2-nitrobenzene

methyl 2-(3-isopropenylphenyl)propanoate

2-(1-methylethenyl)benzaldehyde

4-fluoro-3-isopropenylbenzaldehyde

Refernces

• 1、 Lamandé-Langle, Sandrine,Abarbri, Mohamed,Thibonnet, Jér?me,Duchêne, Alain. "A novel mode of access to polyfunctional organotin compounds and their reactivity in Stille cross-coupling reaction". . p. 2368 - 2374. Retrieved 2009/09/30.
• 2、 -. "THERAPEUTIC AGENT FOR DIABETES". . . Retrieved 2008/06/13.