3-(tributylstannyl)-(2E)-butenonitrile

Base Information

• Chemical Name: 3-(tributylstannyl)-(2E)-butenonitrile
• CAS No.: 151568-75-1
• Molecular Formula: C₁₆H₃₁NSn
• Molecular Weight: 356.139
• Mol file: 151568-75-1.mol

Synonyms:

Chemical Property of 3-(tributylstannyl)-(2E)-butenonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(tributylstannyl)-(2E)-butenonitrile

There total 4 articles about 3-(tributylstannyl)-(2E)-butenonitrile 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)-3-(tributylstannyl)but-2-enamide (135440-24-3,410080-79-4) → 3-(tributylstannyl)-(2E)-butenonitrile (151568-76-2,151568-75-1)

Guidance literature:

With triethylamine; In dichloromethane; Cl3CCOCl in CH2Cl2 was added dropwise over 5 min tp amide andNEt3 in icecold dry CH2Cl2, suspn. was stirred at 0°C for 90 min; buffer was added to pH 7, extracted with CH2Cl2, dried (Na2SO4) andchromed. (hexane-Et2O 9:1); elem. anal.;

DOI:10.1139/v01-133

Reference yield: 95.0%

3-(tributylstannyl)-(2Z)-butenamide (410080-79-4,135440-24-3) → 3-(tributylstannyl)-(2Z)-butenonitrile (151568-75-1,151568-76-2)

Guidance literature:

With triethylamine; In dichloromethane; Cl3CCOCl in CH2Cl2 was added dropwise over 5 min tp amide andNEt3 in icecold dry CH2Cl2, suspn. was stirred at 0°C for 90 min; buffer was added to pH 7, extracted with CH2Cl2, dried (Na2SO4) andchromed. (hexane-Et2O 9:1); elem. anal.;

DOI:10.1139/v01-133

Reference yield:

diethyl 1-cyanomethylphosphonate (2537-48-6) + (tri-n-butylstannyl)ethanone (52168-13-5) → 3-(tributylstannyl)-(2Z)-butenonitrile (151568-75-1,151568-76-2) + 3-(tributylstannyl)-(2E)-butenonitrile (151568-76-2,151568-75-1)

Guidance literature:

With sodium hydride; In diethylene glycol; to the phosphonate is added a stirred slurry of NaH in diglyme at room temp. under N2, the mixt. is stirred for 1 h, addn. of Sn-compd. and the mixt. is stirred for 12 h at 120°C; an excess of H2O is added to the cooled mixt., extraction with ether, the extract is dried with MgSO4 and concentrated under reduced pressure, purifn. by column chromy., content of (Z)-isomer is determined by GC (ratio: Z/E=28/72), total yield 70 %;

upstream raw materials:

diethyl 1-cyanomethylphosphonate

(tri-n-butylstannyl)ethanone

3-(tributylstannyl)-(2Z)-butenamide

(E)-3-(tributylstannyl)but-2-enamide