Stannane, tributyl-1-cyclohexen-1-yl-

Base Information

• Chemical Name: Stannane, tributyl-1-cyclohexen-1-yl-
• CAS No.: 100073-20-9
• Molecular Formula: C18H36Sn
• Molecular Weight: 371.194
• DSSTox Substance ID: DTXSID90472555
• Mol file: 100073-20-9.mol

Synonyms:100073-20-9;Stannane, tributyl-1-cyclohexen-1-yl-;tributyl(cyclohexen-1-yl)stannane;(Tributyl(1-cyclohexen-1-yl)stannane;cyclohexenyltributyltin;1-tributylstannylcyclohex-1-ene;DTXSID90472555;tributyl-cyclohex-1-enyl stannane;OBYRCTCRALMZKW-UHFFFAOYSA-N;tri-n-butyl-(1-cyclohex-1-enyl)-stannane

Chemical Property of Stannane, tributyl-1-cyclohexen-1-yl-

Chemical Property:

• PSA: 0.00000
• LogP: 6.87510
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 10
• Exact Mass: 372.183904
• Heavy Atom Count: 19
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)C1=CCCCC1

Technology Process of Stannane, tributyl-1-cyclohexen-1-yl-

There total 10 articles about Stannane, tributyl-1-cyclohexen-1-yl- 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: 96.0%

1-bromocyclohex-1-ene (2044-08-8) + tributyltin chloride (1461-22-9) → tri-n-butyl-(1-cyclohex-1-enyl)-stannane (100073-20-9)

Guidance literature:

1-bromocyclohex-1-ene; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 1h; Inert atmosphere;

tributyltin chloride; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/acs.joc.7b00082

Reference yield: 71.0%

tributyltin chloride (1461-22-9) + cyclohex-1-enyl magnesium bromide (81518-07-2) → tri-n-butyl-(1-cyclohex-1-enyl)-stannane (100073-20-9)

Guidance literature:

In tetrahydrofuran; addn. of Bu3SnCl (room temp., N2) to soln. of Grignard reagent (from 1-bromocyclohexene and Mg in THF); mixt. refluxed for 2 h; cooled at 0°C, petroleum ether added, then satd. NH4Cl soln., sepn., drying, solvents removed, distn.;

DOI:10.1021/om00059a068

Reference yield: 59.0%

p-Tolyl chlorothionoformate (937-63-3) + (CH3(CH2)3)3SnC6H10(OH) (27490-36-4) → tri-n-butyl-(1-cyclohex-1-enyl)-stannane (100073-20-9)

Guidance literature:

With sodium hydrogen sulfate; sulfuric acid; water; In pyridine; dichloromethane; byproducts: p-H3CC6H4OH; slow addn. of soln. of CH3PhOC(S)Cl in CH2Cl2 to cold (-20°C) soln. of alcohol in pyridine, 3h. 0°C, ice, extd. with CH2Cl2, treatment with H2SO4 (10%), NaHCO3 (10%), H2O; mixt. warmed up to 200°C, then thermolysis at 700°C; in N2, condensation of products in a dewar vessel (liquid N2), warmed up to ambient temp.; first reaction detected by HPLC and IR, purifn. of educt by chromy. (Florisil, pentane), purifn. detected by HPLC or GC;

DOI:10.1016/0022-328X(87)80020-7

upstream raw materials:

Burgess Reagent

(CH₃(CH₂)3)3SnC₆H₁₀(OH)

p-Tolyl chlorothionoformate

tributylstannylmagnesium chloride

Downstream raw materials:

1-cyclohexenyl acetate

3-Cyclohex-1-enyl-8-methyl-5,6,10,11-tetrahydro-9,11a-diaza-benzo[c]fluorene

methyl 3-[(1E)-3-tert-butoxy-3-oxoprop-1-enyl]-2-(cyclohex-1-enyl)-4-oxo-4H-pyrido[1,2-a]pyrimidine-8-carboxylate

4-cyclohex-1-enyl-1-methoxy-2-nitro-benzene