(Z)-retro-α-Ionol

Base Information

• Chemical Name: (Z)-retro-α-Ionol
• CAS No.: 55093-47-5
• Molecular Formula: C13H22O
• Molecular Weight: 194.317
• Hs Code.: 2906199090
• Mol file: 55093-47-5.mol

Synonyms:(4Z)-4-(2,6,6-Trimethyl-2-cyclohexen-1-ylidene)-2-butanol;(Z)-4-(2,6,6-Trimethyl-2-cyclohexen-1-ylidene)-2-butanol;(Z)-retro-α-Ionol;(Z)-retro-a-Ionol

Chemical Property of (Z)-retro-α-Ionol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.528
• Boiling Point: 280.295°C at 760 mmHg
• Flash Point: 105.238°C
• PSA: 20.23000
• Density: 0.951g/cm³
• LogP: 3.45000
• Solubility.: Chloroform

Purity/Quality:

98%Min ^*data from raw suppliers

(Z)-retro-α-Ionol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Intermediate for preparation of optically active theaspirane and ?Damascenone Intermediate for preparation of optically active theaspirane and β-Damascenone Intermediate for preparation of optically active theaspirane and β-Damascenone.

Technology Process of (Z)-retro-α-Ionol

There total 1 articles about (Z)-retro-α-Ionol 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:

(E)-β-ionone (79-77-6,14901-07-6) → (Z)-4-(2,6,6-trimethylcyclohex-2-enylidene)butan-2-ol (55093-47-5)

Guidance literature:

(E)-β-ionone; With Isopropenyl acetate; toluene-4-sulfonic acid; for 24h; Heating;

With sodium tetrahydroborate; In ethanol; for 1.5h; Further stages.; Heating;

DOI:10.1080/00397910701196546

Reference yield: 96.0%

(Z)-4-(2,6,6-trimethylcyclohex-2-enylidene)butan-2-ol (55093-47-5) + methyl iodide (74-88-4) → 4-(2,6,6-trimethyl-2-cyclohexen-1-ylidene)-2-methoxybutane (945426-65-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1080/00397910701196546

Reference yield:

(Z)-4-(2,6,6-trimethylcyclohex-2-enylidene)butan-2-ol (55093-47-5) → Damascenon (23726-93-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 96 percent / sodium hydride / dimethylformamide / 0 - 20 °C

2.1: anhydrous sodium carbonate; m-chloroperbenzoic acid / CH₂Cl₂ / 8 h / 20 °C

2.2: 220 mg / sulfuric acid / H₂O; diethyl ether / 6 h / 20 °C

3.1: pyridine / diethyl ether / 0 - 20 °C

4.1: 84 percent / pyridinium chlorochromate / CH₂Cl₂ / 4 h / 20 °C

5.1: 78 percent / active neutral alumina / diethyl ether / 12 h / 20 °C

6.1: p-toluenesulfonic acid / benzene / 12 h / 50 °C

With pyridine; aluminum oxide; sodium hydride; sodium carbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1080/00397910701196546

upstream raw materials:

(E)-β-ionone

Downstream raw materials:

4-(2,6,6-trimethyl-2-cyclohexen-1-ylidene)-2-methoxybutane

C₁₄H₂₆O₃

C₁₆H₂₈O₄

C₁₆H₂₆O₄