4b,5a-dihydrobenzo[10,11]tetrapheno[5,6-b]oxirene

Base Information

• Chemical Name: 4b,5a-dihydrobenzo[10,11]tetrapheno[5,6-b]oxirene
• CAS No.: 131407-74-4
• Molecular Formula: C₂₂H₁₄O
• Molecular Weight: 294.353
• Mol file: 131407-74-4.mol

Synonyms:

Chemical Property of 4b,5a-dihydrobenzo[10,11]tetrapheno[5,6-b]oxirene

Chemical Property:

• Vapor Pressure: 5.74E-11mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4b,5a-dihydrobenzo[10,11]tetrapheno[5,6-b]oxirene

There total 5 articles about 4b,5a-dihydrobenzo[10,11]tetrapheno[5,6-b]oxirene 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%

3-(2-Formylphenyl)-2-phenanthrenecarboxaldehyde (134273-46-4) → dibenz[a,j]anthracene-5,6-oxide (131407-74-4)

Guidance literature:

With Hexamethylphosphorous triamide; In benzene; for 3h; Heating;

Reference yield: 41.0%

dibenz[a,j]anthracene-5,6-trans-dihydrodiol → dibenz[a,j]anthracene-5,6-oxide (131407-74-4)

Guidance literature:

With N,N-dimethyl-formamide dimethyl acetal; In tetrahydrofuran; N,N-dimethyl-formamide; for 72h; Heating;

DOI:10.1021/tx00044a015

Reference yield:

dibenz[a,j]anthracene (224-41-9) → dibenz[a,j]anthracene-5,6-oxide (131407-74-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / osmium tetraoxide / pyridine / 3 h / 20 °C

2: 480 mg / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / tetrahydrofuran / 1 h / 20 °C

3: 55 percent / NaBH₄ / ethanol / 72 h

4: 41 percent / dimethyl acetal of dimethylformamide / dimethylformamide; tetrahydrofuran / 72 h / Heating

With sodium tetrahydroborate; osmium(VIII) oxide; N,N-dimethyl-formamide dimethyl acetal; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; pyridine; ethanol; N,N-dimethyl-formamide; 1: Oxidation / 2: Oxidation / 3: Reduction / 4: Dehydration;

DOI:10.1021/tx00044a015

upstream raw materials:

3-(2-Formylphenyl)-2-phenanthrenecarboxaldehyde

dibenz[a,j]anthracene

dibenzanthracene-5,6-dione

cis-5,6-Dihydro-5,6-dibenzanthracenediol

Refernces

• 1、 Abu-Shqara, Elias,Blum, Jochanan. "The Syntheses of 4b,5a-Dihydrodibenzanthraoxirene and 4b,5a-Dihydro-5H-dibenzanthraazirine". . p. 473 - 475. Retrieved 2007/10/02.