1,4-Naphthalenedione, 2-(phenylmethyl)-

Base Information

• Chemical Name: 1,4-Naphthalenedione, 2-(phenylmethyl)-
• CAS No.: 33440-68-5
• Molecular Formula: C17H12 O2
• Molecular Weight: 248.281
• DSSTox Substance ID: DTXSID80187085
• Nikkaji Number: J697.695F
• Wikidata: Q83058640
• ChEMBL ID: CHEMBL122058
• Mol file: 33440-68-5.mol

Synonyms:2-benzyl-1,4-naphthoquinone;2-(Phenylmethyl)-1,4-naphthalenedione;33440-68-5;1,4-Naphthalenedione, 2-(phenylmethyl)-;CHEMBL122058;2-Benzyl-[1,4]naphthoquinone;SCHEMBL9588537;DTXSID80187085;NRKPHAPQMRHQNY-UHFFFAOYSA-N;BDBM50012696;FT-0707626

Chemical Property of 1,4-Naphthalenedione, 2-(phenylmethyl)-

Chemical Property:

• Vapor Pressure: 2.46E-07mmHg at 25°C
• Boiling Point: 422.2°Cat760mmHg
• Flash Point: 157.8°C
• Density: 1.248g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 248.083729621
• Heavy Atom Count: 19
• Complexity: 402

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2=CC(=O)C3=CC=CC=C3C2=O

Technology Process of 1,4-Naphthalenedione, 2-(phenylmethyl)-

There total 18 articles about 1,4-Naphthalenedione, 2-(phenylmethyl)- 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: 91.0%

2-benzyl-1,4-dimethoxynaphthalene (68707-65-3) → 2-benzyl-1,4-naphthoquinone (33440-68-5)

Guidance literature:

With ammonium cerium(IV) nitrate; In chloroform; water; acetonitrile; for 0.25h; Ambient temperature;

DOI:10.1021/jo9700484

Reference yield: 80.0%

toluene (108-88-3,15644-74-3,16713-13-6) + [1,4]naphthoquinone (130-15-4) → 2-benzyl-1,4-naphthoquinone (33440-68-5) + benzaldehyde (100-52-7) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With sodium persulfate; sulfuric acid; silver nitrate; In water; at 60 ℃; for 0.5h;

Reference yield: 71.0%

phenylacetic acid (103-82-2) + [1,4]naphthoquinone (130-15-4) → 2-benzyl-1,4-naphthoquinone (33440-68-5)

Guidance literature:

With ammonium peroxodisulfate; silver nitrate; In dichloromethane; water; acetonitrile; at 80 ℃; for 2h;

DOI:10.1021/acs.joc.8b00170

upstream raw materials:

2-Benzyl-1,4-naphthalindiol

1a-benzylnaphtho[2,3-b]oxirene-2,7(1aH,7aH)-dione

toluene

[1,4]naphthoquinone

Downstream raw materials:

9a-benzyl-3a,9a-dihydro-3-methylbenzindazole-4,9(3H)-dione

(-)-2-Benzyl-1,4-naphthoquinone 2,3-epoxide

2,3-dibenzyl-1,4-naphthoquinone

3-Benzyl-1,4-dioxo-1,4-dihydro-naphthalene-2-carboxylic acid ethyl ester