Isophorol, (+)-

Base Information

• Chemical Name: Isophorol, (+)-
• CAS No.: 80311-51-9
• Molecular Formula: C₉H₁₆O
• Molecular Weight: 140.225
• UNII: NKD1A95R44
• Nikkaji Number: J950.979H
• Wikidata: Q27284918
• Mol file: 80311-51-9.mol

Synonyms:Isophorol, (+)-;UNII-NKD1A95R44;NKD1A95R44;80311-51-9;(+)-isophorol;(R)-3,5,5-Trimethyl-2-cyclohexene-1-ol;Q27284918

Chemical Property of Isophorol, (+)-

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 140.120115130
• Heavy Atom Count: 10
• Complexity: 156

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(CC(C1)(C)C)O
• Isomeric SMILES: CC1=C[C@@H](CC(C1)(C)C)O

Technology Process of Isophorol, (+)-

There total 4 articles about Isophorol, (+)- 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: 16.0%

vinyl acetate (108-05-4,9003-20-7) + isophorol (470-99-5) → (S)-3,5,5-trimethyl-2-cyclohexen-1-yl acetate (1073591-09-9) + (R)-3,5,5-trimethyl-2-cyclohexen-1-yl acetate (1073591-18-0) + (S)-(-)-3,5,5-trimethyl-2-cyclohexenol (64543-48-2) + (R)-(+)-3,5,5-trimethyl-2-cyclohexenol (80311-51-9)

Guidance literature:

Multistep reaction.;

Reference yield:

3,5,5-Trimethylcyclohex-2-en-1-one (78-59-1) → (S)-(-)-3,5,5-trimethyl-2-cyclohexenol (64543-48-2) + (R)-(+)-3,5,5-trimethyl-2-cyclohexenol (80311-51-9)

Guidance literature:

With <<(1S,2R)-6,6-dimethylbicyclo<3.1.1>heptan-2-yl>methyl>aluminum dichloride; In diethyl ether; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00176a018

Reference yield:

1,5,5-trimethylcyclohexa-1,3-diene (25866-59-5) → (S)-(-)-3,5,5-trimethyl-2-cyclohexenol (64543-48-2) + (R)-(+)-3,5,5-trimethyl-2-cyclohexenol (80311-51-9)

Guidance literature:

With di-(2-isocaranyl)borane; dihydrogen peroxide; triethylamine; Yield given. Multistep reaction. Title compound not separated from byproducts; 1.) THF, -5 deg C, 19 h, 2.) THF, from -20 deg C to -10 deg C;

upstream raw materials:

3,5,5-Trimethylcyclohex-2-en-1-one

1,5,5-trimethylcyclohexa-1,3-diene

vinyl acetate

isophorol

Downstream raw materials:

(R)-3,5,5-trimethyl-2-cyclohexen-1-yl propionate

ethyl (R)-(1,5,5-trimethyl-2-cyclohexen-1-yl)acetate

(R)-3,5,5-trimethyl-2-cyclohexen-1-yl acetate

(R)-3,5,5-trimethyl-2-cyclohexen-1-yl butyrate