Curcumenol

Base Information

• Chemical Name: Curcumenol
• CAS No.: 19431-84-6
• Molecular Formula: C15H22O2
• Molecular Weight: 234.338
• DSSTox Substance ID: DTXSID0058011
• Nikkaji Number: J15.774K
• Wikidata: Q72457789
• Mol file: 19431-84-6.mol

Synonyms:curcumenol

Chemical Property of Curcumenol

Chemical Property:

• Vapor Pressure: 2.88E-06mmHg at 25°C
• Melting Point: 113-115 °C
• Refractive Index: 1.553
• Boiling Point: 349.3 °C at 760 mmHg
• PKA: 12.38±0.60(Predicted)
• Flash Point: 146.7 °C
• PSA: 29.46000
• Density: 1.1g/cm³
• LogP: 3.17650
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 234.161979940
• Heavy Atom Count: 17
• Complexity: 430

Purity/Quality:

Curcumenol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2C13CC(=C(C)C)C(O3)(C=C2C)O
• Isomeric SMILES: C[C@H]1CC[C@@H]2[C@]13CC(=C(C)C)[C@](O3)(C=C2C)O
• Uses: Curcumenol is used in methods and formulations for preventing downward migration of agricultural materials.

Technology Process of Curcumenol

There total 2 articles about Curcumenol 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: 87.0%

dehydrocurdione (38230-32-9) → Curcumenol (19431-84-6,350602-21-0)

Guidance literature:

With aluminum oxide; In benzene; K₂CO₃ in MeOH or pyrolysis at 230 deg C;

DOI:10.1016/S0040-4039(00)61963-9

Reference yield: 73.0%

dehydrocurdione (38230-32-9) → Curcumenol (19431-84-6,350602-21-0) + isocurcumenol (24063-71-6)

Guidance literature:

at 230 ℃; Yields of byproduct given;

DOI:10.1016/S0040-4039(00)61963-9

Reference yield: 24.0%

Curcumenol (19431-84-6,350602-21-0) → 1α,7α,10α,11-tetrahydroneocurcumenol + 1α,10α-dihydroneocurcumenol

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 2h;

DOI:10.1248/cpb.49.1558

upstream raw materials:

dehydrocurdione

Downstream raw materials:

4-Bromo-benzoic acid (1S,2S,5S,8S)-9-isopropylidene-2,6-dimethyl-11-oxa-tricyclo[6.2.1.0^1,5]undec-6-en-8-yl ester

C₂₂H₂₅BrO₄

Refernces