Stannane, 2-butenyltriphenyl-

Base Information

• Chemical Name: Stannane, 2-butenyltriphenyl-
• CAS No.: 2591-43-7
• Molecular Formula: C₂₂H₂₂Sn
• Molecular Weight: 405.127
• Mol file: 2591-43-7.mol

Synonyms:

Chemical Property of Stannane, 2-butenyltriphenyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Stannane, 2-butenyltriphenyl-

There total 10 articles about Stannane, 2-butenyltriphenyl- 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: 88.0%

(E/Z)-crotyl bromide (4784-77-4,29576-14-5,39616-19-8) + iodotriphenylstannane (894-09-7) → (1-methyl-2-propenyl)triphenylstannane (2591-43-7,2591-51-7)

Guidance literature:

With ammonium chloride; zinc; In tetrahydrofuran; water; Ph3SnI is added to THF/H2O (NH4Cl saturated) mixt. with excess of zinc powder, crotyl bromide (mixt. of trans, cis and α 76:9:15) is added dropwise under stirring within 5 min, filtn. after 1 h of mixing, THF is removed; residue is treated with chlorroform, extn. (chloroform), drying (Na2SO4), solvent is evapd., treated with petroleum ether or n-hexane, solvent is evapd., crystd. (ethanol), isomeric mixt. of α, trans and cis with α as major component;

DOI:10.1021/om00015a025

Reference yield: 80.0%

triphenyltin chloride (639-58-7) + 2-butenylmagnesium bromide (6088-87-5,53247-17-9) → (E/Z)-triphenyl crotylstannane (2591-43-7,2591-51-7)

Guidance literature:

In diethyl ether;

Reference yield: 70.0%

(E/Z)-crotyl bromide (4784-77-4,29576-14-5,39616-19-8) + triphenyltin(IV) hydroxide (76-87-9) → (1-methyl-2-propenyl)triphenylstannane (2591-43-7,2591-51-7)

Guidance literature:

With ammonium chloride; zinc; In tetrahydrofuran; water; byproducts: Ph3SnSnPh3; Ph3SnOH is added to THF/H2O (NH4Cl saturated) mixt. with excess of zinc powder, crotyl bromide (mixt. of trans, cis and α 76:9:15) is added dropwise under stirring within 5 min, filtn. after 1 h of mixing, THF is removed; residue is treated with chlorroform, extn. (chloroform), drying (Na2SO4), solvent is evapd., treated with petroleum ether or n-hexane, solvent is evapd., crystd. (ethanol), isomeric mixt. of α, trans and cis with α as major component;

DOI:10.1021/om00015a025

upstream raw materials:

(E/Z)-crotyl bromide

3-bromo-1-butene

triphenyltin chloride

1-chloro-2-butene

Downstream raw materials:

<3S,4S,6S,6(4R)>-4-hydroxy-6-<(4-methoxybenzyl)oxy>-3-methyl-6-<2-(iodomethyl)tetrahydrofuran-4-yl>hex-1-ene

(E)-(1S,3R)-1-((R)-5-Iodomethyl-tetrahydro-furan-3-yl)-1-(4-methoxy-benzyloxy)-hept-5-en-3-ol

(3S,4S,6S,7S,8R,9R)-9-(tert-Butyl-dimethyl-silanyloxy)-8-methoxy-6-(4-methoxy-benzyloxy)-3,7-dimethyl-dec-1-en-4-ol

(1-methyl-2-propenyl)triphenylstannane