Dibenz(a,h)anthracene-5,6-diol

Base Information

• Chemical Name: Dibenz(a,h)anthracene-5,6-diol
• CAS No.: 105453-66-5
• Molecular Formula: C₂₂H₁₆O₂
• Molecular Weight: 312.368
• Hs Code.: 2906299090
• DSSTox Substance ID: DTXSID20909546
• Nikkaji Number: J581.200C
• Wikidata: Q83063056
• Mol file: 105453-66-5.mol

Synonyms:DB(a,h)A-5,6-diol;DBA 5,6-diol;dibenz(a,h)anthracene-5,6-diol;dibenzoanthracene-5,6-dihydrodiol;dibenzoanthracene-5,6-dihydrodiol, cis-isomer;dibenzoanthracene-5,6-dihydrodiol, trans-isomer;trans-5,6-dihydroxy-5,6-dihydrodibenzo(a,h)anthracene

Chemical Property of Dibenz(a,h)anthracene-5,6-diol

Chemical Property:

• Vapor Pressure: 2.59E-14mmHg at 25°C
• Boiling Point: 580.4°Cat760mmHg
• PKA: 13.43±0.40(Predicted)
• Flash Point: 276.7°C
• PSA: 40.46000
• Density: 1.368g/cm³
• LogP: 4.74040
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 312.115029749
• Heavy Atom Count: 24
• Complexity: 463

Purity/Quality:

(-)-TRANS-5,6-DIHYDROXY-5,6-DIHYDRODIBENZ(A,H)ANTHRACENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=CC4=C(C=C32)C(C(C5=CC=CC=C54)O)O
• Isomeric SMILES: C1=CC=C2C(=C1)C=CC3=CC4=C(C=C32)[C@H]([C@@H](C5=CC=CC=C54)O)O

Technology Process of Dibenz(a,h)anthracene-5,6-diol

There total 3 articles about Dibenz(a,h)anthracene-5,6-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: 80.0%

dibenz[a,h]anthracene-5,6-dione (3732-92-1) → (5S,6S)-5,6-Dihydro-dibenzo[a,h]anthracene-5,6-diol (1421-84-7,3719-39-9,3719-40-2,105453-66-5,105453-67-6,119363-28-9,119363-29-0,119363-32-5,119363-33-6)

Guidance literature:

With sodium tetrahydroborate; oxygen; In ethanol; for 24h; Ambient temperature;

DOI:10.1055/s-1982-29834

Reference yield: 78.0%

5,6-diacetoxy-dibenz[a,h]anthracene (60699-26-5) → (5S,6S)-5,6-Dihydro-dibenzo[a,h]anthracene-5,6-diol (1421-84-7,3719-39-9,3719-40-2,105453-66-5,105453-67-6,119363-28-9,119363-29-0,119363-32-5,119363-33-6)

Guidance literature:

With sodium tetrahydroborate; oxygen; In ethanol; for 24h; Ambient temperature;

DOI:10.1055/s-1982-29834

Reference yield:

dibenzo[a,h]anthracene (53-70-3) → (+/-)-cis-5,6-dihydroxy-5,6-dihydro-dibenz[a,h]anthracene (1421-84-7,3719-39-9,3719-40-2,105453-66-5,105453-67-6,119363-28-9,119363-29-0,119363-32-5,119363-33-6)

Guidance literature:

With pyridine; osmium(VIII) oxide; benzene; Schuetteln des Reaktionsprodukts in Dichlormethan mit wss. KOH und Mannit;

DOI:10.1039/jr9480000170

upstream raw materials:

dibenzo[a,h]anthracene

5,6-diacetoxy-dibenz[a,h]anthracene

dibenz[a,h]anthracene-5,6-dione

Downstream raw materials:

5-Methoxydibenzanthracen

dibenz[a,h]anthracene-5,6-dione