Cyclohexene, 2-iodo-1,3-dimethyl-

Base Information

• Chemical Name: Cyclohexene, 2-iodo-1,3-dimethyl-
• CAS No.: 158362-89-1
• Molecular Formula: C8H13I
• Molecular Weight: 236.096
• Mol file: 158362-89-1.mol

Synonyms:

Chemical Property of Cyclohexene, 2-iodo-1,3-dimethyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclohexene, 2-iodo-1,3-dimethyl-

There total 2 articles about Cyclohexene, 2-iodo-1,3-dimethyl- 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: 65.0%

2,6-dimethyl-1-cyclohexanone hydrazone (90255-42-8) → 1,3-dimethyl-2-iodo-cyclohex-1-ene (158362-89-1)

Guidance literature:

2,6-dimethyl-1-cyclohexanone hydrazone; With 2,6-dichloro-benzonitrile; iodine; In diethyl ether; for 15h;

With 2,6-dichloro-benzonitrile; In benzene; for 2.5h; Further stages.; Heating;

DOI:10.1021/jo010711v

Reference yield:

2,6-dimethylcyclohexanone (2816-57-1) → 1,3-dimethyl-2-iodo-cyclohex-1-ene (158362-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 85 percent / H₂NNH₂*H₂O; Et₃N / ethanol / 100 °C

2.1: I₂; DBN / diethyl ether / 15 h

2.2: 65 percent / DBN / benzene / 2.5 h / Heating

With 2,6-dichloro-benzonitrile; iodine; hydrazine hydrate; triethylamine; In diethyl ether; ethanol;

DOI:10.1021/jo010711v

Reference yield: 93.0%

1,3-dimethyl-2-iodo-cyclohex-1-ene (158362-89-1) + (2E,4E,6Z,8E)-9-Iodo-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid ethyl ester (252930-80-6) → ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6-dimethyl-cyclohex-1-en-1-yl)-nona-2,4,6,8-tetraenoate (389636-58-2)

Guidance literature:

1,3-dimethyl-2-iodo-cyclohex-1-ene; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 1h;

With Trimethyl borate; In tetrahydrofuran; pentane; at 0 ℃; for 1h;

(2E,4E,6Z,8E)-9-Iodo-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid ethyl ester; With TlOH; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; pentane; at 25 ℃; for 3h; Further stages.;

DOI:10.1021/jo010711v

upstream raw materials:

2,6-dimethyl-1-cyclohexanone hydrazone

2,6-dimethylcyclohexanone

Downstream raw materials:

1,3-dimethylcyclohexene

ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6-dimethyl-cyclohex-1-en-1-yl)-nona-2,4,6,8-tetraenoate

4-((tert-butyldiphenylsilyl)oxy)-1-(2,6-dimethylcyclohex-1-en-1-yl)butan-1-ol