Hexabutyldistannane

Base Information

• Chemical Name: Hexabutyldistannane
• CAS No.: 813-19-4
• Molecular Formula: C24H54Sn2
• Molecular Weight: 580.113
• Hs Code.: 29319019
• European Community (EC) Number: 212-383-3
• NSC Number: 92633,227367,65520
• UNII: 4Z9Y3T58UD
• Mol file: 813-19-4.mol

Synonyms:Hexabutylditin;Hexabutyldistannane;813-19-4;Bis(tributyltin);Distannane, hexabutyl-;Hexa-n-butylditin;Tin, hexabutyldi-;Stannane, hexabutyldi-;1,1,1,2,2,2-Hexabutyldistannane;NSC 92633;MFCD00009417;NSC 65520;NSC 227367;4Z9Y3T58UD;EINECS 212-383-3;NSC-65520;NSC-92633;NSC-227367;Hexa-n-butyldistannane;1,1,1,2,2,2-Hexabutyl-distannane;Hexabutyidistannane;hexabutyl distannane;hexabutyl-distannane;Bis-tri-n-butyltin;Hexa-n-butyl di-tin;hexa(n-butyl)distannane;Bis(tributyltin), 95%;UNII-4Z9Y3T58UD;C24H54Sn2;NSC65520;NSC92633;1,1,1,2,2,2-hexabutyidistannane;NSC227367;1,1, 1,2,2,2-hexabutyldistannane;AKOS015839554;Distannane, 1,1,1,2,2,2-hexabutyl-;SY012846;B1832;EN300-194532;F21249;F0001-2097

Chemical Property of Hexabutyldistannane

Chemical Property:

• Appearance/Colour: Clear colorless to slightly yellow liquid
• Refractive Index: n20/D 1.512(lit.)
• Boiling Point: 471.8 °C at 760 mmHg
• Flash Point: 240.1 °C
• PSA: 0.00000
• Density: 1.148 g/mL
• LogP: 9.76300
• Storage Temp.: Freezer (-20°C)
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Methanol (Slightly)
• Water Solubility.: Immiscible with water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 18
• Exact Mass: 580.22636
• Heavy Atom Count: 26
• Complexity: 168

Purity/Quality:

99.0% ^*data from raw suppliers

Hexabutylditin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• 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

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Tin Compounds, Organic
• Canonical SMILES: CCCC[Sn](CCCC)CCCC.CCCC[Sn](CCCC)CCCC
• Uses: Hexabutylditin (CAS# 813-19-4) is a building block used to synthesize stannylation of aryl halides, or to prepare functionalized arylstannates via Pd-catalyzed cross-coupling reactions.

Technology Process of Hexabutyldistannane

There total 136 articles about Hexabutyldistannane 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: 98.0%

bis(trimethylsilyl)mercury (4656-04-6) + tributyltin methoxide (1067-52-3) → Trimethylmethoxysilane (1825-61-2) + bis(tri-n-butyltin) (813-19-4) + mercury

Guidance literature:

In benzene; 25°C; 0.1 h;

DOI:10.1016/S0022-328X(00)87693-7 DOI:10.1016/S0022-328X(00)85682-X

Reference yield: 96.0%

N-[(1R)-2-hydroxy-1-phenylethyl]-N-[(1S)-1-(tributylstannyl)but-3-en-1-yl]benzenesulfonamide (1175712-18-1,1175712-19-2) → D-2-phenylglycinol (56613-80-0) + bis(tri-n-butyltin) (813-19-4)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; In acetonitrile; Inert atmosphere; Electrolysis;

DOI:10.1021/ol300003f

Reference yield: 94.0%

tri-n-butyl-tin hydride (688-73-3) + lithium diisopropyl amide (4111-54-0) → hydrogen (1333-74-0) + bis(tri-n-butyltin) (813-19-4)

Guidance literature:

In diethyl ether; cyclohexane; byproducts: i-Pr2NH; Bu3SnH in Et2O cooled to 0°C under Ar, LDA in cyclohexane (1.6 M) added via syringe, stirred for 60 min at room temp., hydrolysis;

DOI:10.1021/om00146a021

upstream raw materials:

9,10-Dicyanoanthracene

benzyltributyltin

tri-n-butyl-tin hydride

N,N-dimethylaminomethylidene-P-phenylphosphine

Downstream raw materials:

1-methanesulfonyl-4-(tributylstannyl)benzene

4-hexyloxybenzoyl chloride

3-N,N-dimethylcarbamoylphenyltri-n-butylstannane

3-[(trans-4-hydroxy-cyclohexyl)-(trans-4-methyl-cyclohexanecarbonyl)-amino]-5-tributylstannanyl-thiophene-2-carboxylic acid methyl ester

Refernces

• 1、 Bagh, Bidraha,Broere, Dani?l L. J.,Siegler, Maxime A.,van der Vlugt, Jarl Ivar. "Redox-Active-Ligand-Mediated Formation of an Acyclic Trinuclear Ruthenium Complex with Bridging Nitrido Ligands". . p. 8381 - 8385. Retrieved 2016.
• 2、 Cai, Xiaochen,Majumdar, Subhojit,Fortman, George C.,Koppaka, Anjaneyulu,Serafim, Leonardo,Captain, Burjor,Temprado, Manuel,Hoff, Carl D.. "Thermodynamic, Kinetic, Structural, and Computational Studies of the Ph3Sn-H, Ph3Sn-SnPh3, and Ph3Sn-Cr(CO)3C5Me5 Bond Dissociation Enthalpies". . p. 10751 - 10766. Retrieved 2016.
• 3、 McAlonan, Helena,Stevenson, Paul J.. "Convenient one-pot synthesis of hexa-n-butylditin from bis(tri-n-butyltin) oxide". . p. 4021 - 4022. Retrieved 1995.
• 4、 Bentley, Jordan N.,Caputo, Christopher B.,Pradhan, Ekadashi,Zeng, Tao. "Bis(pentafluorophenyl)phenothiazylborane-an intramolecular frustrated Lewis pair catalyst for stannane dehydrocoupling". . p. 16054 - 16058. Retrieved 2020/12/03.
• 5、 Wang, Xiu,Wang, Zhenhua,Liu, Li,Asanuma, Yuya,Nishihara, Yasushi. "Nickel-catalyzed decarbonylative stannylation of acyl fluorides under ligand-free conditions". . . Retrieved 2019/05/24.