gamma-Irone

Base Information

• Chemical Name: gamma-Irone
• CAS No.: 79-68-5
• Molecular Formula: C14H22 O
• Molecular Weight: 206.328
• Hs Code.: 2914299000
• European Community (EC) Number: 201-218-0
• UNII: IOV6OG0LC8,IS4N6X2NA3
• Nikkaji Number: J1.724.137K,J427.507A
• Wikidata: Q22077110
• Mol file: 79-68-5.mol

Synonyms:(+)-(2R,6S)-cis-gamma-irone;(2R,6S)-irone

Chemical Property of gamma-Irone

Chemical Property:

• Vapor Pressure: 0.00405mmHg at 25°C
• Melting Point: 25°C
• Refractive Index: nD15 1.505
• Boiling Point: 279.3°C at 760 mmHg
• Flash Point: 118.7°C
• PSA: 17.07000
• Density: 0.9g/cm³
• LogP: 3.76010
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 206.167065321
• Heavy Atom Count: 15
• Complexity: 297

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CCC(=C)C(C1(C)C)C=CC(=O)C
• Isomeric SMILES: C[C@@H]1CCC(=C)[C@@H](C1(C)C)/C=C/C(=O)C

Technology Process of gamma-Irone

There total 80 articles about gamma-Irone 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: 80.0%

methyllithium (917-54-4) + acide trans-(trimethyl-3,3,4 methylene cyclohexane-2 yl)-3 propenoique Δ2 trans (111923-59-2,111958-27-1,122046-56-4) → (+/-)-trans-γ-irone (79-68-5,35124-16-4,57129-08-5,72244-00-9,73365-47-6,82890-08-2,82890-09-3,89888-04-0,90242-86-7,101325-32-0,117894-47-0,127128-56-7,129314-22-3)

Guidance literature:

In diethyl ether; 1.) -20 deg C, 5 h, 2.) -5 deg C, 16 h;

DOI:10.1016/S0040-4020(01)89933-6

Reference yield: 57.0%

4-(6-Methylene-2,2,3-trimethylcyclohexyl)-4-hydroxy-2-butanone (96641-42-8) → (+/-)-trans-γ-irone (79-68-5,35124-16-4,57129-08-5,72244-00-9,73365-47-6,82890-08-2,82890-09-3,89888-04-0,90242-86-7,101325-32-0,117894-47-0,127128-56-7,129314-22-3)

Guidance literature:

With aluminum oxide; In diethyl ether; Ambient temperature;

DOI:10.1246/bcsj.58.389

Reference yield:

→ gamma-methyl ionone (79-68-5)

Guidance literature:

φ-Ionon, fluessigem ueberschuessigem Methyliodid in Gegenwart von AlCl3, neben α-Ionon;

upstream raw materials:

(3E,5Ξ)-6,9,10-trimethyl-undeca-3,5,9-trien-2-one

acetone

methyllithium

acide trans-(trimethyl-3,3,4 methylene cyclohexane-2 yl)-3 propenoique Δ² trans

Downstream raw materials:

(2R,3E)-4-[(1S,3S)-2,2,3-trimethyl-6-methylidenecyclohexyl]but-3-en-2-ol

(2R,3E)-4-[(1S,3S)-2,2,3-trimethyl-6-methylidenecyclohexyl]but-3-en-2-ol acetate

(+)-1-((1Ξ)-2,2,3c,6c-tetramethyl-cyclohexyl-(r))-butanone-(3)-semicarbazone

(+)-1-((1Ξ)-2,2,3c,6c-tetramethyl-cyclohexyl-(r))-butanone-(3)