9,10-Anthracenediol, diacetate

Base Information

• Chemical Name: 9,10-Anthracenediol, diacetate
• CAS No.: 604-66-0
• Molecular Formula: C18H14O4
• Molecular Weight: 294.307
• NSC Number: 4719
• DSSTox Substance ID: DTXSID40209156
• Nikkaji Number: J79.710C
• Wikidata: Q27122537
• Metabolomics Workbench ID: 57691
• Mol file: 604-66-0.mol

Synonyms:9,10-Anthracenediol, diacetate;604-66-0;9,10-Diacetoxyanthracene;anthracene-9,10-diyl diacetate;Anthrahydroquinone diacetate;9,10-Anthradiol, diacetate;anthracene-9,10-diol diacetate;(10-acetyloxyanthracen-9-yl) acetate;1,10-Dihydroxyanthracene diacetate;BRN 2335936;4-06-00-06892 (Beilstein Handbook Reference);Oxanthranol diacetate;Oprea1_423860;CBDivE_002933;anthracene-9,10-diyldiacetate;SCHEMBL6907648;CHEBI:51306;DTXSID40209156;NSC4719;NSC 4719;NSC-4719;(10-Acetyloxyanthracen-9-yl)acetate;STK398375;10-(Acetyloxy)-9-anthryl acetate #;AKOS004907189;NCGC00341940-01;BS-52038;LS-20298;F71886;AB01334841-02;Q27122537

Chemical Property of 9,10-Anthracenediol, diacetate

Chemical Property:

• Vapor Pressure: 2.81E-09mmHg at 25°C
• Boiling Point: 477.4°Cat760mmHg
• Flash Point: 246.4°C
• PSA: 52.60000
• Density: 1.263g/cm³
• LogP: 3.84360
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 294.08920892
• Heavy Atom Count: 22
• Complexity: 369

Purity/Quality:

98%min ^*data from raw suppliers

Anthracene-9,10-diyldiacetate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=C2C=CC=CC2=C(C3=CC=CC=C31)OC(=O)C

Technology Process of 9,10-Anthracenediol, diacetate

There total 5 articles about 9,10-Anthracenediol, 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: 77.0%

anthracene; phenanthrene; mixture of + acetic anhydride (108-24-7) → 9,10-diacetoxyanthracene (604-66-0) + 9,10-phenanthrenequinone (84-65-1)

Guidance literature:

anthracene; phenanthrene; mixture of; acetic anhydride; With manganese(II)carbonate; oxygen; acetic acid; sodium bromide; at 60 ℃; for 24h;

acetic anhydride; With pyridine; zinc; at 20 ℃; for 0.5h;

Reference yield: 42.0%

acetic anhydride (108-24-7) + dispiro (76664-78-3) → 9,10-diacetoxyanthracene (604-66-0) + 10-acetoxy-9-(cyclohexylmethyl)anthracene (76664-83-0)

Guidance literature:

With zinc; for 50h; Ambient temperature;

Reference yield: 34.0%

9,10-diacetoxy-9,10-dihydro-9,10-epidioxidoanthracene → 9,10-diacetoxyanthracene (604-66-0) + C18H14O6 + C32H28O8 + 9,10-phenanthrenequinone (84-65-1)

Guidance literature:

In 1,2-dichloro-benzene; at 180 ℃; for 0.75h;

DOI:10.1002/poc.3607

upstream raw materials:

acetic anhydride

dispiro

C₂₃H₂₂O₆

sodium acetate

Downstream raw materials:

anthracene

9,10-bis(phenylthio)anthracene

9,10-phenanthrenequinone

Refernces

• 1、 -. "Process for the production of carboxylic acid esters of 9,10-dihydroxy anthracene". Page 3; 4. . Retrieved 2010/02/07.
• 2、 Hirakawa, Kiyoichi,Nosaka, Toshikazu. "Syntheses and reactions of spirocyclopropaneanthrones. Part 2. Rearrangements and cyclopropyl ring-opening reactions of phenyl-substituted spirocyclopropaneanthrones and related compounds". . p. 2835 - 2841. Retrieved 2007/10/02.