7-Ethylbenz(a)anthracene 5,6-oxide

Base Information

• Chemical Name: 7-Ethylbenz(a)anthracene 5,6-oxide
• CAS No.: 159714-85-9
• Molecular Formula: C₂₀H₁₆O
• Molecular Weight: 272.346
• DSSTox Substance ID: DTXSID80166719
• Wikidata: Q83035948
• Mol file: 159714-85-9.mol

Synonyms:7-Ethylbenz(a)anthracene 5,6-oxide;159714-85-9;CCRIS 7165;7-ETHYLBENZ[A]ANTHRACENE 5,6-OXIDE;DTXSID80166719

Chemical Property of 7-Ethylbenz(a)anthracene 5,6-oxide

Chemical Property:

• Vapor Pressure: 4.28E-09mmHg at 25°C
• Boiling Point: 485.1°Cat760mmHg
• Flash Point: 248.5°C
• Density: 1.291g/cm³
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 270.104465066
• Heavy Atom Count: 21
• Complexity: 405

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C2C(=CC3=CC=CC=C31)C4=CC=CC=C4C5=C2O5

Technology Process of 7-Ethylbenz(a)anthracene 5,6-oxide

There total 3 articles about 7-Ethylbenz(a)anthracene 5,6-oxide 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: 87.0%

1-ethyl-3-(2-formyl-phenyl)-naphthalene-2-carbaldehyde (159714-88-2) → 11-ethyl-1a,11b-dihydrobenz<3,4>anthra<1,2-b>oxirene (159714-85-9)

Guidance literature:

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

DOI:10.1093/mutage/9.2.83

Reference yield:

7-ethylbenzanthracene (3697-30-1) → 11-ethyl-1a,11b-dihydrobenz<3,4>anthra<1,2-b>oxirene (159714-85-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: OsO₄ / pyridine / 192 h / exclusion of light and air

1.2: 76 percent / sodium bisulphite / H₂O / 3 h

2.1: 56 percent / sodium metaperiodate / methanol; H₂O / 48 h

3.1: 87 percent / tris(dimethylamino)phosphine / benzene / 3 h / reflux

With sodium periodate; osmium(VIII) oxide; Hexamethylphosphorous triamide; In pyridine; methanol; water; benzene; 1.1: Oxidation / 1.2: Hydrolysis / 2.1: Oxidation / 3.1: Cyclization;

DOI:10.1093/mutage/9.2.83

Reference yield:

cis-7-ethyl-5,6-dihydrobenzanthracene-5,6-diol → 11-ethyl-1a,11b-dihydrobenz<3,4>anthra<1,2-b>oxirene (159714-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / sodium metaperiodate / methanol; H₂O / 48 h

2: 87 percent / tris(dimethylamino)phosphine / benzene / 3 h / reflux

With sodium periodate; Hexamethylphosphorous triamide; In methanol; water; benzene; 1: Oxidation / 2: Cyclization;

DOI:10.1093/mutage/9.2.83

upstream raw materials:

1-ethyl-3-(2-formyl-phenyl)-naphthalene-2-carbaldehyde

7-ethylbenzanthracene

Refernces