3-Hydroxytropolone

Base Information

• Chemical Name: 3-Hydroxytropolone
• CAS No.: 34777-04-3
• Molecular Formula: C7H6O3
• Molecular Weight: 138.1207
• NSC Number: 742578
• DSSTox Substance ID: DTXSID80955342
• Nikkaji Number: J57.874F,J838.839C
• ChEMBL ID: CHEMBL3357560
• Mol file: 34777-04-3.mol

Synonyms:2,7-dihydroxy-2,4,6-cycloheptatrien-1-one;3-hydroxytropolone;7-hydroxytropolone

Chemical Property of 3-Hydroxytropolone

Chemical Property:

• Vapor Pressure: 0.000765mmHg at 25°C
• Melting Point: 137 °C
• Boiling Point: 272.8°Cat760mmHg
• PKA: 4.50±1.00(Predicted)
• Flash Point: 133°C
• PSA: 57.53000
• Density: 1.525g/cm³
• LogP: 0.45800
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 138.031694049
• Heavy Atom Count: 10
• Complexity: 246

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=O)C=C1)O)O

Technology Process of 3-Hydroxytropolone

There total 2 articles about 3-Hydroxytropolone 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:

2-hydroxy-2,4,6-cycloheptatrien-1-one (533-75-5) → 2,5-dihydroxycyclohepta-2,4,6-trien-1-one (15852-34-3) + 3-Hydroxytropolone (34777-04-3,33739-50-3)

Guidance literature:

With potassium hydroxide; dipotassium peroxodisulfate; water;

DOI:10.1007/BF03019807

Reference yield:

3-bromo-2-hydroxy-2,4,6-cycloheptatrien-1-one (4584-68-3) → 3-Hydroxytropolone (34777-04-3,33739-50-3)

Guidance literature:

With hydrogenchloride; acetic acid; at 180 ℃;

DOI:10.1007/BF01230590

Reference yield: 47.0%

3-Hydroxytropolone (34777-04-3,33739-50-3) + 1-bromomethyl-4-nitro-benzene (100-11-8) → 3-(4-Nitrobenzyloxy)tropolone (138912-49-9) + 2,3-Bis(4-nitrobenzyloxy)tropone (138912-48-8) + Bis(4-nitrobenzyl) (Z,Z)-2,4-hexadienoate (138912-50-2) + 2,7-Bis(4-nitrobenzyloxy)tropone (138912-47-7)

Guidance literature:

With potassium hydroxide; multistep reaction; other tropolones;

DOI:10.1246/bcsj.64.3306

upstream raw materials:

2-hydroxy-2,4,6-cycloheptatrien-1-one

3-bromo-2-hydroxy-2,4,6-cycloheptatrien-1-one

Downstream raw materials:

3-(4-Nitrobenzyloxy)tropolone

2,3-Bis(4-nitrobenzyloxy)tropone

Bis(4-nitrobenzyl) (Z,Z)-2,4-hexadienoate

2,7-Bis(4-nitrobenzyloxy)tropone