1,1-Dibutyl-1H-stannepine

Base Information

• Chemical Name: 1,1-Dibutyl-1H-stannepine
• CAS No.: 114245-35-1
• Molecular Formula: C14H24Sn
• Molecular Weight: 311.055
• DSSTox Substance ID: DTXSID00566075
• Wikidata: Q82451518
• Mol file: 114245-35-1.mol

Synonyms:1,1-Dibutyl-1H-stannepine;114245-35-1;1-dibutylstannepin;DTXSID00566075

Chemical Property of 1,1-Dibutyl-1H-stannepine

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 312.090003
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn]1(C=CC=CC=C1)CCCC

Technology Process of 1,1-Dibutyl-1H-stannepine

There total 1 articles about 1,1-Dibutyl-1H-stannepine 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:

1,1-dibutyl-1-stannacyclohexa-2,5-diene (31732-31-7) + methyllithium (917-54-4) + diisopropylamine (108-18-9) → 1,1-di-n-butyl-1-stannacyclohepta-2,4,6-triene (114245-35-1) + 2,2-dibutyl-2-stannabicyclo{3.2.0}hepta-3,6-diene (149312-59-4) + tetra-n-butyltin(IV) (1461-25-2)

Guidance literature:

With BuLi; In diethyl ether; hexane; inert atmosphere; addn. of BuLi (in hexane) to HN(i-Pr)2 (in ether), addn. of Sn-compd. (-78°C, during 5 min), warming to 25°C (over 2 h, stirring), addn. of MeLi in Et2O (-78°C); addn. to CH2Cl2 (-78°C), then addn. to water, washing of org. layer (aq. HCl, H2O), drying (MgSO4), solvent removal, chromy. (SiO2/hexane);

DOI:10.1021/om00032a051

Reference yield: 74.0%

1,1-di-n-butyl-1-stannacyclohepta-2,4,6-triene (114245-35-1) + 2,2-dibutyl-2-stannabicyclo{3.2.0}hepta-3,6-diene (149312-59-4) + dibromomethylborane (17933-16-3) → 1-phenylborepine (142868-01-7)

Guidance literature:

In pentane; inert atmosphere; mixing at -78°C, slow warming to 25°C, stirring (25°C, 12 h); solvent removal (vac., -5°C), distn. (50°C, 0.05 Torr); can be purified by gas chromy. (Apiezon L on Chromosorb W);

DOI:10.1021/om00032a051

upstream raw materials:

1,1-dibutyl-1-stannacyclohexa-2,5-diene

methyllithium

diisopropylamine

Downstream raw materials:

1-phenylborepine