6,6-dimethyl-2-methylene-(1(Z)-methylthio-1,3-butadiene)-1-yl cyclohexane

Base Information

• Chemical Name: 6,6-dimethyl-2-methylene-(1(Z)-methylthio-1,3-butadiene)-1-yl cyclohexane
• CAS No.: 109988-97-8
• Molecular Formula: C₁₄H₂₂S
• Molecular Weight: 222.395
• Mol file: 109988-97-8.mol

Synonyms:6,6-dimethyl-2-methylene-(1(Z)-methylthio-1,3-butadiene)-1-yl cyclohexane

Chemical Property of 6,6-dimethyl-2-methylene-(1(Z)-methylthio-1,3-butadiene)-1-yl cyclohexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 6,6-dimethyl-2-methylene-(1(Z)-methylthio-1,3-butadiene)-1-yl cyclohexane

There total 3 articles about 6,6-dimethyl-2-methylene-(1(Z)-methylthio-1,3-butadiene)-1-yl cyclohexane 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: 94.0%

methyl-γ-dithiocyclogeranate (109988-96-7) + methyl iodide (74-88-4) + allylmagnesium bromide (1730-25-2) → 6,6-dimethyl-2-methylene-(1(Z)-methylthio-1,3-butadiene)-1-yl cyclohexane (109988-97-8)

Guidance literature:

In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -10 - -5 ℃; Mechanism;

DOI:10.1016/S0040-4020(01)90341-2

Reference yield:

1-(2,2-Dimethyl-6-methylene-cyclohexyl)-but-3-ene-1-thione + methyl iodide (74-88-4) → 6,6-dimethyl-2-methylene-(1(E)-methylthio-1,3-butadiene)-1-yl cyclohexane (121067-34-3) + 6,6-dimethyl-2-methylene-(1(Z)-methylthio-1,3-butadiene)-1-yl cyclohexane (109988-97-8)

Guidance literature:

In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -50 ℃; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)85246-6

Reference yield:

methyl-γ-dithiocyclogeranate (109988-96-7) → 6,6-dimethyl-2-methylene-(1(Z)-methylthio-1,3-butadiene)-1-yl cyclohexane (109988-97-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / -10 - -5 °C

2: tetrahydrofuran; hexamethylphosphoric acid triamide / -50 °C

In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1016/S0040-4039(00)85246-6

upstream raw materials:

methyl iodide

methyl-γ-dithiocyclogeranate

allylmagnesium bromide

Downstream raw materials:

2-methylene-6,6-dimethyl-1-[but-2-enoyl]-cyclohexane

methoxy-3 (dimethyl-6,6 methylene-2 cyclohexane)yl-1 butanone-1

6,6-dimethyl-2-methylene-(1(E)-methylthio-1,3-butadiene)-1-yl cyclohexane

α-damascone