2-iodo-3-methyl-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2,4-pentadienenitrile

Base Information

• Chemical Name: 2-iodo-3-methyl-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2,4-pentadienenitrile
• CAS No.: 330808-36-1
• Molecular Formula: C₁₅H₂₀IN
• Molecular Weight: 341.235

Synonyms:2-iodo-3-methyl-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2,4-pentadienenitrile

Chemical Property of 2-iodo-3-methyl-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2,4-pentadienenitrile

Chemical Property:

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Technology Process of 2-iodo-3-methyl-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2,4-pentadienenitrile

There total 2 articles about 2-iodo-3-methyl-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2,4-pentadienenitrile 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: 90.0%

(2E,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienenitrile (5299-98-9) → 2-iodo-3-methyl-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2,4-pentadienenitrile (330808-36-1)

Guidance literature:

With n-butyllithium; iodine; diisopropylamine; In tetrahydrofuran; hexane; at -85 ℃;

DOI:10.1021/jo0009595

Reference yield:

(E)-β-ionone (79-77-6,14901-07-6) → 2-iodo-3-methyl-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2,4-pentadienenitrile (330808-36-1)

Guidance literature:

Multi-step reaction with 2 steps

1: BuLi / tetrahydrofuran; hexane / 2 h / -80 - 20 °C

2: 90 percent / i-Pr₂NH; BuLi; I₂ / tetrahydrofuran; hexane / -85 °C

With n-butyllithium; iodine; diisopropylamine; In tetrahydrofuran; hexane; 1: Horner-Emmonds reaction;

DOI:10.1021/jo0009595

Reference yield: 70.0%

2-iodo-3-methyl-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2,4-pentadienenitrile (330808-36-1) → 2-iodo-3-methyl-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2,4-pentadienal (330808-38-3)

Guidance literature:

With diisobutylaluminium hydride; In hexane; Petroleum ether; at -50 ℃; for 0.333333h;

DOI:10.1021/jo0009595

upstream raw materials:

(2E,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienenitrile

(E)-β-ionone

Downstream raw materials:

2-iodo-3-methyl-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-2,4-pentadienal

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