7,12-DIMETHYLBENZ(A)ANTHRACENE-3,4-DIOL

Base Information

• Chemical Name: 7,12-DIMETHYLBENZ(A)ANTHRACENE-3,4-DIOL
• CAS No.: 71964-72-2
• Molecular Formula: C20H16O2
• Molecular Weight: 288.36
• Mol file: 71964-72-2.mol

Synonyms:

Chemical Property of 7,12-DIMETHYLBENZ(A)ANTHRACENE-3,4-DIOL

Chemical Property:

• Vapor Pressure: 3.44E-13mmHg at 25°C
• Refractive Index: 1.6200 (estimate)
• Boiling Point: 561°Cat760mmHg
• Flash Point: 269.9°C
• PSA: 40.46000
• Density: 1.303g/cm³
• LogP: 5.17420

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7,12-DIMETHYLBENZ(A)ANTHRACENE-3,4-DIOL

There total 7 articles about 7,12-DIMETHYLBENZ(A)ANTHRACENE-3,4-DIOL 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: 43.0%

7,12-dimethylbenzanthracene-3,4-dione (70092-13-6) → 3,4-dihydroxy-7,12-dimethylbenzanthracene (71964-72-2) + (+/-)-trans-3,4-Dihydroxy-3,4-dihydro-7,12-dimethylbenzanthracene (68162-13-0,72617-60-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1021/jo01310a029

Reference yield:

3-hydroxy-7,12-dimethylbenzanthracene (57266-83-8) → 3,4-dihydroxy-7,12-dimethylbenzanthracene (71964-72-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.10 g / o-iodoxybenzoic acid / dimethylformamide / 0.17 h

2: NaBH₄ / dimethylformamide

With sodium tetrahydroborate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In N,N-dimethyl-formamide;

DOI:10.1021/jo030348n

Reference yield:

3-methoxy-7,12-dimethylbenzanthracene (66240-02-6) → 3,4-dihydroxy-7,12-dimethylbenzanthracene (71964-72-2)

Guidance literature:

Multi-step reaction with 3 steps

1: BBr₃ / CH₂Cl₂ / 20 °C

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

3: NaBH₄ / dimethylformamide

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

DOI:10.1021/jo030348n

upstream raw materials:

7,12-dimethylbenzanthracene-3,4-dione

3-hydroxy-7,12-dimethylbenzanthracene

3-methoxy-7,12-dimethylbenzanthracene

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

Refernces

• 1、 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.