2-Acetyl-1,4-naphthoquinone

Base Information

• Chemical Name: 2-Acetyl-1,4-naphthoquinone
• CAS No.: 5813-57-0
• Molecular Formula: C12H8O3
• Molecular Weight: 200.194
• NSC Number: 111550
• DSSTox Substance ID: DTXSID40296783
• Nikkaji Number: J121.639B
• Wikidata: Q82037548
• Mol file: 5813-57-0.mol

Synonyms:2-Acetyl-1,4-naphthoquinone;5813-57-0;2-acetylnaphthalene-1,4-dione;1,4-Naphthoquinone, 2-acetyl-;acetonaphthoquinone;1,4-Naphthalenedione, 2-acetyl-;NSC111550;2-Acetylnaphthoquinone #;SCHEMBL49598;DTXSID40296783;LKDQLNOZQAMIOG-UHFFFAOYSA-N;NSC-111550

Chemical Property of 2-Acetyl-1,4-naphthoquinone

Chemical Property:

• Vapor Pressure: 6.44E-06mmHg at 25°C
• Boiling Point: 378.1°C at 760 mmHg
• Flash Point: 165.1°C
• PSA: 51.21000
• Density: 1.318g/cm³
• LogP: 1.58100
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 200.047344113
• Heavy Atom Count: 15
• Complexity: 365

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC(=O)C2=CC=CC=C2C1=O

Technology Process of 2-Acetyl-1,4-naphthoquinone

There total 16 articles about 2-Acetyl-1,4-naphthoquinone 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: 99.0%

2-acetyl-1,4-dimethoxy-1-naphthalene (65131-13-7) → 2-acetyl-1,4-naphthoquinone (5813-57-0)

Guidance literature:

With silver(II) oxide; nitric acid; In 1,4-dioxane; for 0.166667h;

DOI:10.1016/j.tet.2004.05.008

Reference yield: 90.0%

1-(4-ethoxy-1-hydroxynaphthalen-2-yl)ethan-1-one (288074-67-9) → 2-acetyl-1,4-naphthoquinone (5813-57-0)

Guidance literature:

With ammonium cerium (IV) nitrate; In water; acetonitrile; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.ejmech.2014.09.025

Reference yield: 82.0%

2-acetylnaphthalene-1,4-diol (40420-48-2) → 2-acetyl-1,4-naphthoquinone (5813-57-0)

Guidance literature:

With tert.-butylhydroperoxide; ammonium cerium(IV) nitrate; In water; acetonitrile; at 20 ℃; for 22h;

upstream raw materials:

1-(4-amino-1-hydroxy-[2]naphthyl)-ethanone

2-acetylnaphthalene-1,4-diol

2-acetyl-1,4-dimethoxy-1-naphthalene

iron(III) chloride

Downstream raw materials:

5-<1,2,3,4-Tetrahydro-3-(1-hydroxyethylidene)-1,4-dioxo-2-naphthyl>furan-2-(5H)-one

cis-6-Acetyl-6b,9a-dihydro-5-hydroxyfuro[3,2-b]naphtho[2,1-d]furan-8(9H)-one

1-{5-Hydroxy-2-[(triphenylsilanyl)-methyl]-2,3-dihydro-naphtho[1,2-b]furan-4-yl}-ethanone

3-Acetyl-4-hydroxy-2-(1-phenyl-allyl)-2H-naphthalen-1-one

Refernces

• 1、 Friedrichs, Ferdinand,Murphy, Brian,Nayrat, Delphine,Ahner, Torsten,Funke, Mario,Ryan, Michael,Lex, Johann,Mattay, Jochen,Oelgem?ller, Michael. "An improved procedure for the photoacylation of 1,4-naphthoquinone with aliphatic aldehydes". . p. 3137 - 3140. Retrieved 2008.
• 2、 Valderrama, Jaime A.,Cabrera, Mónica,Benites, Julio,Ríos, David,Inostroza-Rivera, Ricardo,Muccioli, Giulio G.,Calderon, Pedro Buc. "Synthetic approaches and: In vitro cytotoxic evaluation of 2-acyl-3-(3,4,5-trimethoxyanilino)-1,4-naphthoquinones". . p. 24813 - 24821. Retrieved 2017/07/11.