Dibutyl-chloro-prop-2-enylstannane

Base Information

• Chemical Name: Dibutyl-chloro-prop-2-enylstannane
• CAS No.: 64549-05-9
• Molecular Formula: C11H23 Cl Sn
• Molecular Weight: 309.467
• Hs Code.: 29310099
• DSSTox Substance ID: DTXSID20369348
• Mol file: 64549-05-9.mol

Synonyms:ALLYLDIBUTYLTIN CHLORIDE;dibutyl-chloro-prop-2-enylstannane;64549-05-9;allyldibutylchlorostannane;ALLYLDIBUTYLTINCHLORIDE;DTXSID20369348;AKOS025312375;Dibutyl(chloro)(prop-2-en-1-yl)stannane

Chemical Property of Dibutyl-chloro-prop-2-enylstannane

Chemical Property:

• Boiling Point: 103 °C (5 mmHg)
• PSA: 0.00000
• Density: 1.2
• LogP: 4.95690
• Storage Temp.: 0-6°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 8
• Exact Mass: 310.051031
• Heavy Atom Count: 13
• Complexity: 126

Purity/Quality:

98%Min ^*data from raw suppliers

ALLYLDIBUTYLTIN CHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Dibutyl-chloro-prop-2-enylstannane

There total 3 articles about Dibutyl-chloro-prop-2-enylstannane 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: 42.0%

dibutyltin chloride (683-18-1) + allyl bromide (106-95-6) → diallyldibutyltin (15336-98-8) + allyldibutyltin chloride (64549-05-9)

Guidance literature:

With ammonium chloride; zinc; In tetrahydrofuran; water; appropriate alkyltin chloride is added to THF/H2O mixt. with excess of zinc powder, appropriate allyl bromide is added dropwise under stirring within 5 min, mixt. is stirred for 30 min; extn. (petroleum ether), separated org. layer is washed (aq. NaCl), drying (MgSO4), solvent is removed, distn., mixt. of Bu2Sn(CH2CHCH2)2 and Bu2Sn(CH2CHCH2)Cl in ratio 2:3;

DOI:10.1021/om00015a025

Reference yield:

2-methylpent-4-en-2-ol (624-97-5) + 1,3-dichlorotetrabutyldistannoxane (10428-19-0) → dibutyltin chloride (683-18-1) + tributyltin chloride (1461-22-9) + allyldibutyltin chloride (64549-05-9)

Guidance literature:

In neat (no solvent); byproducts: acetone, water; 20°C, 6 h (distn. off of ketone); distn. (reduced pressure);

DOI:10.1016/S0020-1693(00)87170-4

Reference yield:

methyl-isopropyl-allyl-carbinol (19550-90-4) + 1,3-dichlorotetrabutyldistannoxane (10428-19-0) → dibutyltin chloride (683-18-1) + tributyltin chloride (1461-22-9) + allyldibutyltin chloride (64549-05-9)

Guidance literature:

In neat (no solvent); byproducts: methyl isopropyl ketone; 220°C, 10 h (distn. off of ketone); distn. (reduced pressure);

DOI:10.1016/S0020-1693(00)87170-4

upstream raw materials:

2-methylpent-4-en-2-ol

1,3-dichlorotetrabutyldistannoxane

methyl-isopropyl-allyl-carbinol

dibutyltin chloride

Downstream raw materials:

2,4-dimethyl-6-hepten-4-ol

2-methylpent-4-en-2-ol

1-cyclohexyl-3-buten-1-ol

homoalylic alcohol