2-Propenoic acid, 2-[(tributylstannyl)methyl]-, ethyl ester

Base Information

• Chemical Name: 2-Propenoic acid, 2-[(tributylstannyl)methyl]-, ethyl ester
• CAS No.: 108286-71-1
• Molecular Formula: C18H36O2Sn
• Molecular Weight: 403.193
• DSSTox Substance ID: DTXSID70451949
• Mol file: 108286-71-1.mol

Synonyms:108286-71-1;2-Propenoic acid, 2-[(tributylstannyl)methyl]-, ethyl ester;Ethyl 2-(tributylstannylmethyl)prop-2-enoate;SCHEMBL3189690;DTXSID70451949;CHNKRIGYIYMYEZ-UHFFFAOYSA-N;Ethyl alpha-(Tri-n-butylstannylmethyl)acrylate

Chemical Property of 2-Propenoic acid, 2-[(tributylstannyl)methyl]-, ethyl ester

Chemical Property:

• PSA: 26.30000
• LogP: 4.88540
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 404.173733
• Heavy Atom Count: 21
• Complexity: 278

Purity/Quality:

99% ，98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Propenoic acid, 2-[(tributylstannyl)methyl]-, ethyl ester

There total 3 articles about 2-Propenoic acid, 2-[(tributylstannyl)methyl]-, ethyl ester 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: 92.0%

ethanol (64-17-5) + tert-butyl phenyl(2-[(tributylstannyl)methyl]acryloyl)carbamate (1204430-96-5) → ethyl-2-tributylstannylmethyl acrylate (108286-71-1)

Guidance literature:

With NaH; In ethanol; soln. of Sn compd. in EtOH added to soln. of NaH in EtOH at 0°C, mixt. warmed to room temp., stirred for 1 h, aq. soln. of NH4Cl added; extn. with ethyl acetate, combined org. phases dried over Na2SO4, chromy. (SiO2, hexane/EtOAc 60/1); elem. anal.;

DOI:10.1016/j.jorganchem.2009.09.037

Reference yield: 70.0%

tri-n-butyl-tin hydride (688-73-3) + 2-(ethoxycarbonyl)prop-2-en-1-yl phenyl sulfone (89295-32-9) → ethyl-2-tributylstannylmethyl acrylate (108286-71-1)

Guidance literature:

With catalyst: azobisisobutyronitrile; In benzene; 2 equiv of (n-Bu)3SnH, 80°C, 1.5 h;

DOI:10.1039/c39860001339

Reference yield: 65.0%

2-benzenesulfonylmethacrylic acid methyl ester (38131-57-6) + tri-n-butyl-tin hydride (688-73-3) → ethyl-2-tributylstannylmethyl acrylate (108286-71-1)

Guidance literature:

With azobisisobutyronitrile; In benzene; for 1h; Heating / reflux;

upstream raw materials:

2-benzenesulfonylmethacrylic acid methyl ester

tri-n-butyl-tin hydride

2-(ethoxycarbonyl)prop-2-en-1-yl phenyl sulfone

ethanol

Downstream raw materials:

4-[2-(1-Hydroxy-butyl)-cyclohex-1-enyl]-2-methylene-butyric acid ethyl ester

ethyl 4-hydroxy-2-methylene-4-phenylbutanoate

α-methylenecyclohexanepropanoic acid ethyl ester

4-((S)-2,2-Dimethyl-6-methylene-cyclohexyl)-2-methylene-butyric acid ethyl ester