3,4-Dihydrobenz(a)anthracene-3,4-diol diacetate, trans-

Base Information

• Chemical Name: 3,4-Dihydrobenz(a)anthracene-3,4-diol diacetate, trans-
• CAS No.: 60967-85-3
• Molecular Formula: C22H18O4
• Molecular Weight: 346.3759
• DSSTox Substance ID: DTXSID20976435
• Wikidata: Q82961331
• Mol file: 60967-85-3.mol

Synonyms:60967-85-3;3,4-Dihydrobenz(a)anthracene-3,4-diol diacetate, trans-;DTXSID20976435;Benz(a)anthracene-3,4-diol, 3,4-dihydro-, diacetate, trans-;((3S,4S)-3-Acetyloxy-3,4-dihydrobenzo(a)anthracen-4-yl) acetate;Benz(a)anthracene-3,4-diol, 3,4-dihydro-, diacetate, (3S-trans)-;80433-93-8;3,4-Dihydrotetraphene-3,4-diyl diacetate

Chemical Property of 3,4-Dihydrobenz(a)anthracene-3,4-diol diacetate, trans-

Chemical Property:

• Vapor Pressure: 4.97E-11mmHg at 25°C
• Boiling Point: 522.9°C at 760 mmHg
• Flash Point: 268°C
• Density: 1.28g/cm³
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 346.12050905
• Heavy Atom Count: 26
• Complexity: 583

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OC1C=CC2=C(C1OC(=O)C)C=CC3=CC4=CC=CC=C4C=C32
• Isomeric SMILES: CC(=O)O[C@H]1C=CC2=C([C@@H]1OC(=O)C)C=CC3=CC4=CC=CC=C4C=C32

Technology Process of 3,4-Dihydrobenz(a)anthracene-3,4-diol diacetate, trans-

There total 3 articles about 3,4-Dihydrobenz(a)anthracene-3,4-diol diacetate, trans- 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: 74.0%

acetic anhydride (108-24-7) + (+/-)-trans-3,4-dihydroxy-3,4-dihydrobenzanthracene (60967-89-7,64501-86-6,60839-18-1,67335-42-6,67335-43-7) → trans-3,4-dihydroxy-3,4-dihydrobenzanthracene diacetate (60967-85-3)

Guidance literature:

With pyridine; for 4h; Ambient temperature;

DOI:10.1021/jm00396a023

Reference yield:

1β-Brom-3α,4β-diacetoxy-1,2,3,4-tetrahydrobenzoanthracen → trans-3,4-dihydroxy-3,4-dihydrobenzanthracene diacetate (60967-85-3)

Guidance literature:

With sodium hydrogencarbonate;

DOI:10.1021/jo00424a036

Reference yield:

trans-3,4-Diacetoxy-3,4-tetrahydrobenzoanthracen (60968-11-8) → trans-3,4-dihydroxy-3,4-dihydrobenzanthracene diacetate (60967-85-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NBS, AIBN

2: NaHCO₃

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium hydrogencarbonate;

DOI:10.1021/jo00424a036

upstream raw materials:

acetic anhydride

(+/-)-trans-3,4-dihydroxy-3,4-dihydrobenzanthracene

trans-3,4-Diacetoxy-3,4-tetrahydrobenzoanthracen

Downstream raw materials:

(+/-)-trans-3,4-dihydroxy-3,4-dihydrobenzanthracene

Refernces