Benz(a)anthracene-3,4-dione, 7,12-dimethyl-

Base Information

• Chemical Name: Benz(a)anthracene-3,4-dione, 7,12-dimethyl-
• CAS No.: 70092-13-6
• Molecular Formula: C20H14O2
• Molecular Weight: 286.324
• DSSTox Substance ID: DTXSID60220368
• Nikkaji Number: J549.594F
• Wikidata: Q83097571
• Mol file: 70092-13-6.mol

Synonyms:CCRIS 7613;Benz(a)anthracene-3,4-dione, 7,12-dimethyl-;70092-13-6;7,12-Dimethylbenz(a)anthracene-3,4-dione;7,12-Dimethylbenz[a]anthracene-3,4-dione;DTXSID60220368;LS-188729;7,12-dimethyl-benzo[a]anthracene-3,4-dione

Chemical Property of Benz(a)anthracene-3,4-dione, 7,12-dimethyl-

Chemical Property:

• Vapor Pressure: 7.21E-11mmHg at 25°C
• Boiling Point: 518.8°Cat760mmHg
• Flash Point: 227.5°C
• PSA: 34.14000
• Density: 1.282g/cm³
• LogP: 4.38840
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 286.099379685
• Heavy Atom Count: 22
• Complexity: 520

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C=CC3=C(C2=C(C4=CC=CC=C14)C)C=CC(=O)C3=O

Technology Process of Benz(a)anthracene-3,4-dione, 7,12-dimethyl-

There total 11 articles about Benz(a)anthracene-3,4-dione, 7,12-dimethyl- 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: 88.0%

3-hydroxy-7,12-dimethylbenzanthracene (57266-83-8) → 7,12-dimethylbenzanthracene-3,4-dione (70092-13-6)

Guidance literature:

With potassium dihydrogenphosphate; adogen 464; potassiuim nitrosodisulfonate; In water; benzene; for 0.5h;

DOI:10.1080/00397919308009793

Reference yield:

3-methoxy-7,12-dimethylbenzanthracene (66240-02-6) → 7,12-dimethylbenzanthracene-3,4-dione (70092-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1: BBr₃ / CH₂Cl₂ / 20 °C

2: 0.10 g / o-iodoxybenzoic acid / dimethylformamide / 0.17 h

With boron tribromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo030348n

Reference yield:

3-methoxy-7-(chloromethyl)-12-methylbenzanthracene (66240-01-5) → 7,12-dimethylbenzanthracene-3,4-dione (70092-13-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / NaBH₄ / dimethylsulfoxide / 5 h / Ambient temperature

2: 95 percent / lithium thiomethoxide / dimethylformamide / 4 h / Heating

3: 81 percent / potassium dihydrogen phosphate, <(KSO₃)2NO> / methanol; H₂O / 16 h / 35 °C

With sodium tetrahydroborate; potassium dihydrogenphosphate; potassium nitrososulfonate; lithium methanethiolate; In methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jo01310a029

upstream raw materials:

4-Hydroxy-7,12-dimethylbenz[a]anthracene

3-hydroxy-7,12-dimethylbenzanthracene

3-methoxy-7,12-dimethylbenzanthracene

3-oxo-1,2,3,4,5,6-hexahydrobenzo(a)anthracene

Downstream raw materials:

3,4-dihydroxy-7,12-dimethylbenzanthracene

trans-3,4-dihydroxy-syn-1,2-epoxy-1,2,3,4-tetrahydro-7,12-dimethylbenzanthracene

3-methoxybenzanthracene-7,12-dione

7,12-dimethylbenz[a]anthracene anti-diol epoxide

Refernces

• 1、 Sharma. "A new synthesis of trans-3,4-dihydroxy-anti-1,2-epoxy-1,2,3,4-tetrahydro-7,12- dimethylbenz(a)anthracene". . p. 389 - 394. Retrieved 2007/10/02.
• 2、 Sukumaran, K.B.,Harvey, Ronald G.. "Synthesis of the o-Quinones and Dihydro Diols of Polycyclic Aromatic Hydrocarbons from the Corresponding Phenols". . p. 4407 - 4413. Retrieved 2007/10/02.