(Z)-tributyl(1-methyl-1-propenyl)stannane

Base Information

• Chemical Name: (Z)-tributyl(1-methyl-1-propenyl)stannane
• CAS No.: 859828-60-7
• Molecular Formula: C₁₆H₃₄Sn
• Molecular Weight: 345.156
• Mol file: 859828-60-7.mol

Synonyms:

Chemical Property of (Z)-tributyl(1-methyl-1-propenyl)stannane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-tributyl(1-methyl-1-propenyl)stannane

There total 7 articles about (Z)-tributyl(1-methyl-1-propenyl)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%

(E)-2-bromobut-2-ene (3017-71-8) + tributyltin chloride (1461-22-9) → (E)-but-2-en-2-yltributylstannane (86633-14-9,86633-15-0,859828-60-7)

Guidance literature:

(E)-2-bromobut-2-ene; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -50 ℃; for 1h;

tributyltin chloride; In tetrahydrofuran; pentane; at -50 - 20 ℃;

DOI:10.1021/ol303502a

Reference yield: 70.0%

2-chloro-but-2-ene (4461-41-0) + tributyltin chloride (1461-22-9) + magnesium (7439-95-4) → 1-methylprop-1-enyltributyltin (86633-14-9,86633-15-0,859828-60-7)

Guidance literature:

In tetrahydrofuran; soln. of 2-chloro-2-butene in THF added to Mg in THF, soln. heated at reflux for 5 h, cooled, treated with Bu3SnCl, stirred at ambient temp. for 10 h; added aq. soln. of NH4Cl, org. layer sepd., washed with satd. aq. Na2CO3 and brine, dried over Na2SO4, concd., distd., elem. anal.;

DOI:10.1021/ja00357a026

Reference yield: 30.4%

tributylstannylmagnesium chloride (27262-82-4) + acetyl chloride (75-36-5) + butanone (78-93-3) → Bu3Sn(C2H5)C=CH2 (115969-19-2) + 1-methylprop-1-enyltributyltin (86633-14-9,86633-15-0,859828-60-7)

Guidance literature:

In diethyl ether; byproducts: magnesium chloride, acetic acid; 1: addn. of soln. of carbonyl in ether to equimolar amts. of Bu3SnMgCl in ether, addn. of CH3COCl, reflux, under inert atmosphere, filtration, distn. in vac.; 2: mixt. warmed up to 200°C, then thermolysis at 650°C in N2, condensation of; products in dewar vessel (liquid N2), warmed up to ambient temp.; first reaction detected IR and NMR, purifn. of intermediate (acetate) and product by chromy. (Florisil, pentane), ratio of Bu3Sn(CH3)C=CHCH3 isomers: Z/E = 54/46 (detected by (13)C-NMR);

DOI:10.1016/0022-328X(87)80020-7

upstream raw materials:

tributylstannylmagnesium chloride

butanone

(E)-2-bromobut-2-ene

tributyltin chloride

Downstream raw materials:

2-methylbut-2-enal

(Z)-2-methyl-2-butenal

(Z)-2-methyl-1-phenyl-2-buten-1-one

phenyl butyl ketone