1,4-Bis(tributylstannyl)benzene

Base Information

• Chemical Name: 1,4-Bis(tributylstannyl)benzene
• CAS No.: 17151-51-8
• Molecular Formula: C30H58Sn2
• Molecular Weight: 656.211
• Hs Code.: 2850002090
• European Community (EC) Number: 803-078-1
• DSSTox Substance ID: DTXSID50448650
• Mol file: 17151-51-8.mol

Synonyms:1,4-Bis(tributylstannyl)benzene;17151-51-8;1,4-Phenylenebis[tributylstannane];Tributyl-(4-tributylstannylphenyl)stannane;Stannane, 1,4-phenylenebis[tributyl-;tributyl[4-(tributylstannyl)phenyl]stannane;1,4-Bis-tributylstannanylbenzene;DTXSID50448650;RZCMLHJDBZGVSJ-UHFFFAOYSA-N;MFCD17015284;AKOS027338250;GS-5594;H10249;A927231

Chemical Property of 1,4-Bis(tributylstannyl)benzene

Chemical Property:

• Refractive Index: n20/D 1.522
• Boiling Point: 206-210 °C(Press: 0.04 Torr)
• Flash Point: >110°C
• PSA: 0.00000
• Density: 1.147g/mLat 25℃
• LogP: 9.31380
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 20
• Exact Mass: 656.25766
• Heavy Atom Count: 32
• Complexity: 341

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,4-Bis(tributylstannyl)benzene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,N
• Statements: 21-25-36/38-48/23/25-50/53
• Safety Statements: 35-36/37/39-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)C1=CC=C(C=C1)[Sn](CCCC)(CCCC)CCCC
• Uses: Reactant for:? ;Preparation of covalent analogs of DNA base pairs and triplets from 9-benzyl-6-chloropurine via a Stille cross-coupling reaction1? ;Reaction with glucuronolactone derivatives in preparation of 3-C-iodomethyl, 6-C-iodomethyl and 6-C-iodophenyl derivatives as higher iodinated analogs of D-glucose2 Reactant for:Preparation of covalent analogs of DNA base pairs and triplets from 9-benzyl-6-chloropurine via a Stille cross-coupling reactionReaction with glucuronolactone derivatives in preparation of 3-C-iodomethyl, 6-C-iodomethyl and 6-C-iodophenyl derivatives as higher iodinated analogs of D-glucose

Technology Process of 1,4-Bis(tributylstannyl)benzene

There total 5 articles about 1,4-Bis(tributylstannyl)benzene 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: 75.0%

1.4-dibromobenzene (106-37-6) + tributyltin chloride (1461-22-9) → tributylphenylstannane (960-16-7) + 1,4-bis-(tri-n-butylstannyl)benzene (17151-51-8)

Guidance literature:

With magnesium; ethylene dibromide; In tetrahydrofuran; at 20 ℃; for 4h; Sonication; Inert atmosphere;

DOI:10.1016/j.jorganchem.2013.04.044

Reference yield: 67.0%

1.4-dibromobenzene (106-37-6) + tributyltin chloride (1461-22-9) → 1,4-bis-(tri-n-butylstannyl)benzene (17151-51-8)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; pentane; stirring (-78°C,1 h), addn. of n-Bu3SnCl, warming, stirring (roomtemp., overnight); quenching with NH4Cl, extn. (Et2O), vacuum distillation;

DOI:10.1021/ja00117a009

Reference yield: 66.0%

1.4-dibromobenzene (106-37-6) + bis(tri-n-butyltin)oxide (56-35-9) → tributylphenylstannane (960-16-7) + (4-bromophenyl)tri-n-butylstannane (17151-49-4) + 1,4-bis-(tri-n-butylstannyl)benzene (17151-51-8)

Guidance literature:

With magnesium; ethylene dibromide; In tetrahydrofuran; at 20 ℃; for 4h; Sonication; Inert atmosphere;

DOI:10.1016/j.jorganchem.2013.04.044

upstream raw materials:

4-(trimethylsilyl)phenyl trifluoromethanesulfonate

bis(tri-n-butyltin)

1.4-dibromobenzene

tributyltin chloride

Downstream raw materials:

1-chloroadamantane

1-benzoyladamantane

N,N'-bisTs-2,2''-diamino-[1,1';4',1'']terphenyl

1’’,4’’-bis(2,4-dipyrid-2’-yl-1,3,5-triazin-6-yl)benzene

Refernces

• 1、 Gerbino, Darío C.,Fidelibus, Pablo M.,Mandolesi, Sandra D.,Ocampo, Romina A.,Scoccia, Jimena,Podestá, Julio C.. "Sonochemical synthesis of bis(tri-n-butylstannyl) aromatic compounds via Barbier-like reactions". . p. 24 - 32. Retrieved 2013/10/01.
• 2、 Koo, Sangho,Liebeskind, Lanny S.. "General synthetic entry to highly-oxygenated, angularly-fused polycyclic aromatic compounds". . p. 3389 - 3404. Retrieved 2007/10/02.