gamma-Ionone

Base Information

• Chemical Name: gamma-Ionone
• CAS No.: 49816-69-5
• Molecular Formula: C13H20O
• Molecular Weight: 192.301
• European Community (EC) Number: 201-223-8
• UNII: A1LVV75YWS
• Nikkaji Number: J1.199.638H,J103.917B
• Wikidata: Q27190003
• Metabolomics Workbench ID: 46786
• Mol file: 49816-69-5.mol

Synonyms:gamma-Ionone;79-76-5;4-(2,2-Dimethyl-6-methylenecyclohexyl)-3-buten-2-one;gamma-lonone;.gamma.-Ionone;gamma-Ionon;Ionone, gamma-;FEMA No. 3175;UNII-A1LVV75YWS;A1LVV75YWS;3-BUTEN-2-ONE, 4-(2,2-DIMETHYL-6-METHYLENECYCLOHEXYL)-;(E)-4-(2,2-dimethyl-6-methylidenecyclohexyl)but-3-en-2-one;EINECS 201-223-8;4-(2-Methylene-6,6-dimethylcyclohexyl)-3-buten-2-one;(3E)-4-(2,2-dimethyl-6-methylidenecyclohexyl)but-3-en-2-one;(3E)-4-(2,2-Dimethyl-6-methylenecyclohexyl)-3-buten-2-one;g-Ionone;laquo gammaRaquo -ionone;IONONE, .GAMMA.-;SCHEMBL155252;SCHEMBL756921;CHEBI:49250;FEMA 3175;(+/-)-.GAMMA.-IONONE;4-(2,2-dimethyl-6-methylencyclohexyl)-3-buten-2-on;Q27190003;(E)-4-(2-Methylene-6,6-dimethylcyclohexyl)-3-butene-2-one;4-(2,2-Dimethyl-6-methylenecyclohexyl)-3-buten-2-one, 9CI;(3E)-4-(2,2-Dimethyl-6-methylenecyclohexyl)-3-buten-2-one #;3-BUTEN-2-ONE, 4-(2,2-DIMETHYL-6-METHYLENECYCLOHEXYL)-, (3E)-;3-BUTEN-2-ONE, 4-(2,2-DIMETHYL-6-METHYLENECYCLOHEXYL)-, (E)-;3-Buten-2-one,4-(2,2-dimethyl-6-methylenecyclohexyl)-, monomethyl deriv;3-BUTEN-2-ONE, 4-(2,2-DIMETHYL-6-METHYLENECYCLOHEXYL)-, (E)-(+/-)-;49816-69-5

Chemical Property of gamma-Ionone

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 192.151415257
• Heavy Atom Count: 14
• Complexity: 271

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C=CC1C(=C)CCCC1(C)C
• Isomeric SMILES: CC(=O)/C=C/C1C(=C)CCCC1(C)C

Technology Process of gamma-Ionone

There total 34 articles about gamma-Ionone 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: 86.0%

(E)-4-{2,2-Dimethyl-6-[1-trimethylsilanyl-meth-(E)-ylidene]-cyclohexyl}-but-3-en-2-one → gamma-ionone (49816-69-5)

Guidance literature:

With p-toluene sulfinic acid; In water; acetonitrile;

DOI:10.1016/S0040-4039(00)79170-2

Reference yield: 80.0%

methyllithium (917-54-4) + acide (dimethyl-3,3 methylene cyclohexane-2 yl)-3 propenoique Δ2 trans (111923-58-1) → gamma-ionone (49816-69-5)

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:

pseudoionone (141-10-6,3548-78-5) → gamma-ionone (49816-69-5) + (E)-β-ionone (79-77-6,14901-07-6) + alpha-ionone (127-41-3,6901-97-9,14398-36-8,24190-29-2,30685-95-1,31798-12-6,52340-45-1,67529-94-6,67529-95-7)

Guidance literature:

With tungstophosphoric acid on mesoporous SBA-15; In toluene; under 760.051 Torr;

DOI:10.1007/s10562-011-0631-1

upstream raw materials:

(3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one

pseudoionone

methyllithium

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

Downstream raw materials:

γ-Ionylidenaethanol

(S)-(+)-(E)-4-(2',2'-dimethyl-6'-methylene-1'-cyclohexyl)but-3-en-2-one

ethyl-5-(2,2-dimethyl-6-methylene)cyclohexyl-3-methyl-2,4-pentadienoate

(+/-)-(2Z,4E)-ethyl γ-ionylideneacetate