Tributyl(2-phenylethenyl)stannane

Base Information

• Chemical Name: Tributyl(2-phenylethenyl)stannane
• CAS No.: 19752-27-3
• Molecular Formula: C₂₁H₃₆Sn
• Molecular Weight: 407.227
• Mol file: 19752-27-3.mol

Synonyms:Tributyl(2-phenylethenyl)stannane;Tributyl(styryl)stannane;

Chemical Property of Tributyl(2-phenylethenyl)stannane

Chemical Property:

• PSA: 0.00000
• LogP: 7.54890

Purity/Quality:

99%, ^*data from raw suppliers

Tributyl(styryl)stannane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tributyl(2-phenylethenyl)stannane

There total 13 articles about Tributyl(2-phenylethenyl)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: 91.0%

bis(tributylstannyl)lithium(cuprate) + 1-phenylpropadiene (2327-99-3) → (C6H5)C(H)C(CH3)(tributylstannyl) (124582-43-0,131428-21-2) + phenylallyl(tributyl)stannane (19752-27-3,104108-28-3)

Guidance literature:

With ammonium chloride; In tetrahydrofuran; React. of starting materials (THF, -78 to 0°C, 1 h).;

DOI:10.1039/c39900001030

Reference yield: 84.0%

trimethylsilyltributyltin (17955-46-3) + 3-phenyl-2-propen-1-yl 2,2-dimethylproponate (77821-95-5) → phenylallyl(tributyl)stannane (19752-27-3,104108-28-3)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; cesium fluoride; 1,2-bis-(dicyclohexylphosphino)ethane; In toluene; at 90 ℃; for 8h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201611720

Reference yield: 81.0%

tri-n-butyltin triflate (68725-14-4) → phenylallyl(tributyl)stannane (19752-27-3,104108-28-3)

Guidance literature:

With phenylpropenyllithium; In tetrahydrofuran; react. of Li- and tin-compd. initially at -78°C, then up to 23°C over 10 min;

DOI:10.1021/ja00260a039

upstream raw materials:

(E)-cinnamyl(tributyl)tin

tributyltin chloride

cinnamyl chloride

1-phenylallyl magnesium chloride

Downstream raw materials:

1,3,4-triphenylhex-5-en-1-one

tributyltin hydroxide

C₂₂H₂₁N

N-cinnamyl-4-methylbenzenesulfonamide

Refernces

• 1、 Kurandina, Daria,Parasram, Marvin,Gevorgyan, Vladimir. "Visible Light-Induced Room-Temperature Heck Reaction of Functionalized Alkyl Halides with Vinyl Arenes/Heteroarenes". supporting information. p. 14212 - 14216. Retrieved 2017/10/13.
• 2、 Brimble, Margaret A.,Fares, Fares A.,Turner, Peter. "Addition of allylstannanes to an oxy-stabilized carbenium ion on a 1,7-dioxaspiro[5.5]undecane ring system". . p. 677 - 684. Retrieved 2007/10/03.