Ethyl 4-(tributylstannyl)benzoate

Base Information

• Chemical Name: Ethyl 4-(tributylstannyl)benzoate
• CAS No.: 294210-67-6
• Molecular Formula: C21H36O2Sn
• Molecular Weight: 439.226
• Hs Code.: 2931200000
• DSSTox Substance ID: DTXSID60459671
• Mol file: 294210-67-6.mol

Synonyms:ethyl 4-(tributylstannyl)benzoate;294210-67-6;Ethyl 4-tributylstannylbenzoate;[4-(Ethoxycarbonyl)phenyl]tributylstannane;SCHEMBL1454369;DTXSID60459671;QPRJKHORUOULRT-UHFFFAOYSA-N;4-(tri-n-butyl-stannyl)-benzoic acid ethyl ester

Chemical Property of Ethyl 4-(tributylstannyl)benzoate

Chemical Property:

• PSA: 26.30000
• LogP: 5.35070
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 13
• Exact Mass: 440.173733
• Heavy Atom Count: 24
• Complexity: 313

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)C1=CC=C(C=C1)C(=O)OCC

Technology Process of Ethyl 4-(tributylstannyl)benzoate

There total 7 articles about Ethyl 4-(tributylstannyl)benzoate 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: 93.0%

Ethyl 4-bromobenzoate (5798-75-4) + bis(tri-n-butyltin) (813-19-4) → ethyl 4-(tributylstannyl)benzoate (294210-67-6)

Guidance literature:

With palladium diacetate; tricyclohexylphosphine; In neat (no solvent); at 110 ℃; for 24h; under 760.051 Torr; Sealed tube;

DOI:10.1002/ejoc.201701463

Reference yield: 90.0%

Ethyl 4-bromobenzoate (5798-75-4) + tributyltin chloride (1461-22-9) → ethyl 4-(tributylstannyl)benzoate (294210-67-6)

Guidance literature:

With trifluoroacetic acid; cobalt(II) bromide; zinc; In acetonitrile; CoBr2 and Zn dust activated with CF3CO2H reacted for 5 min with allyl chloride in MeCN, aryl halide and tributylstannyl chloride added simultaneously in MeCN at room temp., stirred for 1 h at 50°C;

DOI:10.1039/b417326k

Reference yield: 85.0%

4-iodobenzoic acid ethyl ester (51934-41-9) + bis(tri-n-butyltin) (813-19-4) → ethyl 4-(tributylstannyl)benzoate (294210-67-6)

Guidance literature:

With lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 23 - 100 ℃;

upstream raw materials:

Ethyl 4-bromobenzoate

tributyltin chloride

zinc

4-iodobenzoic acid ethyl ester

Downstream raw materials:

4-fluorobenzoic acid ethyl ester

4'-fluorobiphenyl-4-carboxylic acid ethyl ester

ethyl 4′-formyl[1,1′-biphenyl]-4-carboxylate

4-(pyrimidin-5-yl)benzoic acid ethyl ester

Refernces

• 1、 Alexoff, David,Choi, Seok Rye,Kung, Hank F.,Ploessl, Karl,Yao, Xinyue,Zha, Zhihao,Zhao, Ruiyue,Zhu, Lin. "Synthesis and evaluation of novel radioiodinated PSMA targeting ligands for potential radiotherapy of prostate cancer". . . Retrieved 2020/01/31.
• 2、 Lian, Chang,Yue, Guanglu,Zhang, Haonan,Wei, Liyan,Liu, Danyang,Liu, Sichen,Fang, Huayi,Qiu, Di. "Synthesis of arylstannanes by palladium-catalyzed desulfitative coupling reaction of sodium arylsulfinates with distannanes". supporting information. p. 4019 - 4023. Retrieved 2018/10/04.