3-Benzyl-4-hydroxy-naphthalene-1,2-dione

Base Information

• Chemical Name: 3-Benzyl-4-hydroxy-naphthalene-1,2-dione
• CAS No.: 15451-41-9
• Molecular Formula: C17H12 O3
• Molecular Weight: 264.28
• NSC Number: 98019
• DSSTox Substance ID: DTXSID80294768
• Nikkaji Number: J533.252D
• Wikidata: Q82034248
• Pharos Ligand ID: HLKQ4PNC4UCP
• ChEMBL ID: CHEMBL1317916
• Mol file: 15451-41-9.mol

Synonyms:NSC98019;15451-41-9;2-BENZYL-3-HYDROXYNAPHTHALENE-1,4-DIONE;NSC-98019;3-benzyl-4-hydroxy-naphthalene-1,2-dione;NCIStruc1_000893;NCIStruc2_000560;Oprea1_062439;Oprea1_175666;CHEMBL1317916;SCHEMBL14765070;DTXSID80294768;NCI98019;CCG-36297;NCGC00014020;AKOS024406463;2-BENZYL-3-HYDROXYNAPHTHOQUINONE;NCGC00014020-02;NCGC00097129-01;NCI60_042192

Chemical Property of 3-Benzyl-4-hydroxy-naphthalene-1,2-dione

Chemical Property:

• Vapor Pressure: 2.38E-09mmHg at 25°C
• Boiling Point: 462.5°C at 760 mmHg
• Flash Point: 247.6°C
• Density: 1.363g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 264.078644241
• Heavy Atom Count: 20
• Complexity: 443

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2=C(C3=CC=CC=C3C(=O)C2=O)O

Technology Process of 3-Benzyl-4-hydroxy-naphthalene-1,2-dione

There total 18 articles about 3-Benzyl-4-hydroxy-naphthalene-1,2-dione 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: 90.0%

2‐hydroxy‐1,4‐naphthoquinone (27699-93-0) + benzaldehyde (100-52-7) → 2-hydroxy-3-benzyl-1,4-naphthoquinone (15451-41-9)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; L-proline; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1002/anie.201706557

Reference yield: 85.0%

2-hydroxynaphtho-1,4-quinone (83-72-7) + benzaldehyde (100-52-7) → 2-hydroxy-3-benzyl-1,4-naphthoquinone (15451-41-9)

Guidance literature:

With formic acid; In ethanol; water; at 200 ℃; for 3h; under 155.149 - 155149 Torr; chemoselective reaction;

DOI:10.1055/s-0030-1260771

Reference yield: 78.0%

2-hydroxynaphtho-1,4-quinone (83-72-7) + toluene (108-88-3,15644-74-3,16713-13-6) → 2-hydroxy-3-benzyl-1,4-naphthoquinone (15451-41-9)

Guidance literature:

With di-tert-butyl peroxide; at 120 ℃; for 16h; Sealed tube;

DOI:10.1039/c9ra05678e

upstream raw materials:

2-hydroxynaphtho-1,4-quinone

phenyacetyl peroxide

benzyl bromide

2-hydroxy-1,4-naphthoquinone silver salt

Downstream raw materials:

2-benzoyl-3-hydroxy-[1,4]naphthoquinone

2-benzyl-1-oxo-indene-3-carboxylic acid

[2-(3-phenyl-propionyl)-phenyl]-glyoxylic acid

2-hydroxy-3-phenyl-1,4-naphthoquinone