Oxenine

Base Information

• Chemical Name: Oxenine
• CAS No.: 3230-75-9
• Molecular Formula: C20H30O2
• Molecular Weight: 302.457
• Mol file: 3230-75-9.mol

Synonyms:Oxenine;3230-75-9;11,12-Didehydro-7,10-dihydro-10-hydroxyretinol;SCHEMBL20658940;3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)nona-2,7-dien-4-yne-1,6-diol;2,7-Nonadien-4-yne-1,6-diol, 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (Z,Z)-

Chemical Property of Oxenine

Chemical Property:

• Vapor Pressure: 3.95E-10mmHg at 25°C
• Melting Point: 58.5-59°
• Refractive Index: nD22 1.5344
• Boiling Point: 453.5°Cat760mmHg
• Flash Point: 201.4°C
• PSA: 40.46000
• Density: 0.989g/cm³
• LogP: 4.15230
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 302.224580195
• Heavy Atom Count: 22
• Complexity: 547

Purity/Quality:

99% ^*data from raw suppliers

OXENIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(CCC1)(C)C)CC=C(C)C(C#CC(=CCO)C)O
• Isomeric SMILES: CC1=C(C(CCC1)(C)C)C/C=C(\C)/C(C#C/C(=C\CO)/C)O

Technology Process of Oxenine

There total 4 articles about Oxenine 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: 87.4%

(E)-3,7-Dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-1,7-dien-4-yne-3,6-diol (23351-54-4) → 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,7-diene-4-yne-1,6-diol (3230-75-9)

Guidance literature:

With sulfuric acid; In hexane; at 20 ℃; Temperature;

Reference yield:

(Z)-3-methylpent-2-en-4-ynol (6153-05-5,105-29-3) + 2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)-2-butenal (3155-71-3) → (+/-)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2c,7ξ-dien-4-yne-1,6-diol (3230-75-9,50895-68-6,50895-69-7,125072-53-9)

Guidance literature:

With ethylmagnesium chloride; at 0 ℃; Temperature;

Reference yield:

→ (+/-)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2c,7ξ-dien-4-yne-1,6-diol (3230-75-9,50895-68-6,50895-69-7,125072-53-9)

Guidance literature:

With diethyl ether; ethylmagnesium bromide; anschliessend Behandeln mit 2-Methyl-4-<2,2,6-trimethyl-cyclohexen-(6)-yl>-buten-(2)-al-(1);

DOI:10.1021/ja01592a095 DOI:10.1002/hlca.19490320218 DOI:10.1080/014311600750020000

upstream raw materials:

(E)-3,7-Dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-1,7-dien-4-yne-3,6-diol

(Z)-3-methylpent-2-en-4-ynol

2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)-2-butenal

(E)-3-methylpent-2-en-4-yn-1-ol

Downstream raw materials:

11,12-Didehydro-[7t,9t,13c]retinol

(+/-)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2ξ,4t,7ξ-triene-1,6-diol

(+/-)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2c,4c,7ξ-triene-1,6-diol

(+/-)-9-acetoxy-3.7-dimethyl-1-(2.2.6-trimethyl-cyclohexen-(6)-yl)-nonatrien-(2ξ.5c.7c)-ol-(4)