Stannane, dichlorobis(2-methyl-2-phenylpropyl)-

Base Information

• Chemical Name: Stannane, dichlorobis(2-methyl-2-phenylpropyl)-
• CAS No.: 14208-42-5
• Molecular Formula: C20H26 Cl2 Sn
• Molecular Weight: 456.042
• Hs Code.: 2931900090
• NSC Number: 175978
• DSSTox Substance ID: DTXSID40306376
• Wikidata: Q82053442
• Mol file: 14208-42-5.mol

Synonyms:14208-42-5;Stannane, dichlorobis(2-methyl-2-phenylpropyl)-;dichloro-bis(2-methyl-2-phenylpropyl)stannane;BIS(2-METHYL-2-PHENYLPROPYL)DICHLOROTIN;Dineophyldichlorotin;NSC175978;DTXSID40306376;AKOS025293690;NSC-175978

Chemical Property of Stannane, dichlorobis(2-methyl-2-phenylpropyl)-

Chemical Property:

• Vapor Pressure: 4.19E-08mmHg at 25°C
• Melting Point: 50-2°C
• Boiling Point: 457°Cat760mmHg
• Flash Point: 230.2°C
• PSA: 0.00000
• Density: g/cm³
• LogP: 6.86180
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 456.043359
• Heavy Atom Count: 23
• Complexity: 330

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C[Sn](CC(C)(C)C1=CC=CC=C1)(Cl)Cl)C2=CC=CC=C2
• Uses: Dineophyltin Dichloride is an intermediate in the synthesis of Dihydroxybis(2-methyl-2-phenylpropyl)-stannane (Technical Grade) (S125400). Dihydroxybis(2-methyl-2-phenylpropyl)-stannane is a metabolite of Fenbutatin Oxide(F247230) which is an organotin pesticide. Fenbutatin Oxide is widely used as an aracacide in the control of mites, in particular spider mites.

Technology Process of Stannane, dichlorobis(2-methyl-2-phenylpropyl)-

There total 4 articles about Stannane, dichlorobis(2-methyl-2-phenylpropyl)- 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: 71.0%

tin(IV) chloride (7646-78-8) + 2-methyl-2-phenyl-1-propylmagnesium chloride (35293-35-7) → tris(2-methyl-2-phenylpropyl)stannane chloride (1178-79-6) + dineophyltin dichloride (14208-42-5)

Guidance literature:

In diethyl ether; toluene; 1.44M Et2O soln. of NeophMgCl (1.7-2.05 equiv.) dropwise with stirring added to toluene soln. of SnCl4 (1 equiv.) under N2 at room temp., heatedat reflux for 3 h, left at room temp. for 12 h; aq. satd. soln. NH4Cl added, organic layer separated, aq. layer extracted with Et2O, combined organic extracts dried over MgSO4, solvent removedunder vac., recrystd. from n-heptane; ratio of Nph3SnCl/Nph2SnCl2 was 6 0/40-24.5/75.5, NMR;

DOI:10.1016/j.jorganchem.2010.12.033

Reference yield:

tris(2-methyl-2-phenylpropyl)stannane bromide (1256-56-0) → dineophyltin dichloride (14208-42-5)

Guidance literature:

With NaHSO₃; NaOH; HCl; In diethyl ether; NaHSO3, 10% NaOH, 10% HCl;

DOI:10.1021/jo01349a515

Reference yield:

tetrakis(2-methyl-2-phenylpropyl)stannane (1262-78-8) → dineophyltin dichloride (14208-42-5)

Guidance literature:

Multi-step reaction with 2 steps

2: NaHSO₃; NaOH; HCl / diethyl ether

With NaHSO₃; NaOH; HCl; In diethyl ether;

upstream raw materials:

tris(2-methyl-2-phenylpropyl)stannane bromide

tetrakis(2-methyl-2-phenylpropyl)stannane

tin(IV) chloride

2-methyl-2-phenyl-1-propylmagnesium chloride

Downstream raw materials:

dineophyltin dihydride

1,1-dineophyl-2,3-dihydro-3-methyl-2-oxastannole

(2Z,2E')-(HOCH₂CHCH)2Sn(CH₂CMe₂Ph)2

(2E,2E')-(HOCH₂CHCH)2Sn(CH₂CMe₂Ph)2