Olivetol

Base Information

• Chemical Name: Olivetol
• CAS No.: 500-66-3
• Molecular Formula: C11H16O2
• Molecular Weight: 180.247
• Hs Code.: 2907299090
• European Community (EC) Number: 207-908-8
• UNII: 65OP0NEZ1P
• DSSTox Substance ID: DTXSID0025812
• Nikkaji Number: J11.681E
• Wikipedia: Olivetol
• Wikidata: Q3881822
• Metabolomics Workbench ID: 64881
• ChEMBL ID: CHEMBL154533
• Mol file: 500-66-3.mol

Synonyms:5-Pentylbenzene-1,3-diol;1,3-Dihydroxy-5-pentylbenzene;3,5-Dihydroxyamylbenzene;Resorcinol, 5-pentyl- (8CI);Olivetol(6CI);5-n-Amylresorcinol;5-Pentylresorcinol;5-n-Pentylresorcinol;

Chemical Property of Olivetol

Chemical Property:

• Appearance/Colour: light purple to brown crystalline mass
• Vapor Pressure: 0.000273mmHg at 25°C
• Melting Point: 46-48 °C(lit.)
• Refractive Index: 1.546
• Boiling Point: 313.259 °C at 760 mmHg
• PKA: 9.59±0.10(Predicted)
• Flash Point: 148.758 °C
• PSA: 40.46000
• Density: 1.069 g/cm³
• LogP: 2.83050
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 180.115029749
• Heavy Atom Count: 13
• Complexity: 126

Purity/Quality:

98% ^*data from raw suppliers

Olivetol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC(=CC(=C1)O)O
• Physical properties: light purple to brown crystalline mass.
• Uses: Olivetol was used as a template molecule in the synthesis of molecularly imprinted polymer (MIP). It was also used as an inhibitor of (S)-mephenytoin 4'-hydroxylase activity of recombinant CYP2C19.

Technology Process of Olivetol

There total 66 articles about Olivetol 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: 98.7%

3,5-diethoxypentabenzene → Olivetol (500-66-3)

Guidance literature:

With pyridine hydrochloride; at 150 ℃; for 1h; Inert atmosphere;

Reference yield: 94.0%

methyl 2,6-dihydroxy-6-pentylbenzoate (58016-28-7) → Olivetol (500-66-3)

Guidance literature:

With water; potassium hydroxide; at 50 - 100 ℃;

Reference yield: 81.0%

1,3-Bis-benzyloxy-5-((Z)-pent-1-enyl)-benzene → Olivetol (500-66-3)

Guidance literature:

With sodium; butan-1-ol; at 80 - 90 ℃; for 1h;

DOI:10.3184/030823409X417306

upstream raw materials:

methanol

olivetoric acid

formic acid

1,3-dimethoxy-5-pentylbenzene

Downstream raw materials:

2,4-dihydroxyl-6-pentylbenzaldehyde

(+/-)-1-hydroxy-9-methyl-3-pentyl-7,8,9,10-tetrahydro-benzo[c]chromen-6-one

5-Pentyl-1,3-cyclohexanedione

4-bromo-5-pentylbenzene-1,3-diol

Refernces

• 1、 -. "SYNTHESIS AND PURIFICATION OF CANNABIGEROL AND ITS APPLICATION". Page/Page column 19-20. . Retrieved 2020/12/30.
• 2、 Sisa, Miroslav,Dvorakova, Marcela,Temml, Veronika,Jarosova, Veronika,Vanek, Tomas,Landa, Premysl. "Synthesis, inhibitory activity and in silico docking of dual COX/5-LOX inhibitors with quinone and resorcinol core". . . Retrieved 2020/07/31.