Naphthazarin diacetate

Base Information

• Chemical Name: Naphthazarin diacetate
• CAS No.: 14569-45-0
• Molecular Formula: C14H10O6
• Molecular Weight: 274.23
• NSC Number: 117920
• DSSTox Substance ID: DTXSID60297772
• Nikkaji Number: J635.964G
• Wikidata: Q82039142
• ChEMBL ID: CHEMBL3272773
• Mol file: 14569-45-0.mol

Synonyms:Naphthazarin diacetate;14569-45-0;(4-acetyloxy-5,8-dioxonaphthalen-1-yl) acetate;4-(acetyloxy)-5,8-dioxo-5,8-dihydro-1-naphthalenyl acetate;1, 5,8-bis(acetyloxy)-;CHEMBL3272773;SCHEMBL10378556;1, 5,8-dihydroxy-, diacetate;DTXSID60297772;DEYKOBAZKKDRES-UHFFFAOYSA-N;NSC117920;NSC-117920;5,8-bis(acetyloxy)-1,4-napthalenedione;AG-650/41069381

Chemical Property of Naphthazarin diacetate

Chemical Property:

• Vapor Pressure: 1.82E-09mmHg at 25°C
• Refractive Index: 1.577
• Boiling Point: 482.5 °C at 760 mmHg
• Flash Point: 218 °C
• Density: 1.386 g/cm³
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 274.04773803
• Heavy Atom Count: 20
• Complexity: 448

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=C2C(=O)C=CC(=O)C2=C(C=C1)OC(=O)C

Technology Process of Naphthazarin diacetate

There total 7 articles about Naphthazarin diacetate 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%

1,4-diacetoxy-5,8-dimethoxynaphthalene (65978-30-5) → 5,8-diacetoxy-1,4-naphthoquinone (14569-45-0)

Guidance literature:

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

DOI:10.3184/174751911X556710

Reference yield: 97.0%

acetic anhydride (108-24-7) + 5,8-Dihydroxy-1,4-naphthoquinone (475-38-7) → 5,8-diacetoxy-1,4-naphthoquinone (14569-45-0) + 5-acetoxy-8-hydroxy-1,4-naphthoquinone (14597-06-9)

Guidance literature:

With sulfuric acid; In dichloromethane; for 3h;

Reference yield: 69.0%

acetic anhydride (108-24-7) + 5,8-Dihydroxy-1,4-naphthoquinone (475-38-7) → 5,8-diacetoxy-1,4-naphthoquinone (14569-45-0)

Guidance literature:

With sulfuric acid; at 100 ℃; for 0.166667h;

upstream raw materials:

acetic anhydride

5,8-Dihydroxy-1,4-naphthoquinone

4-acetyloxy-5,8-dihydronaphthalen-1-yl acetate

5,8-dimethoxynaphthoquinone

Downstream raw materials:

5,8-Dihydroxy-1,4-naphthoquinone

1,4-diacetoxy-5-hydroxy-9,10-anthraquinone

Benzoic acid (1S,4R,4aS,9aR)-5,8-diacetoxy-4-ethoxycarbonylamino-9,10-dioxo-1,4,4a,9,9a,10-hexahydro-anthracen-1-yl ester

1,4-dihydroxy-9,10-anthracenedione