Benz(a)anthracene, 5-methoxy-7,12-dimethyl-

Base Information

• Chemical Name: Benz(a)anthracene, 5-methoxy-7,12-dimethyl-
• CAS No.: 53306-03-9
• Molecular Formula: C21H18O
• Molecular Weight: 286.367
• NSC Number: 254142
• UNII: 10EA78HTP3
• DSSTox Substance ID: DTXSID60201455
• Wikidata: Q83074673
• Mol file: 53306-03-9.mol

Synonyms:Benz(a)anthracene, 5-methoxy-7,12-dimethyl-;53306-03-9;10EA78HTP3;NSC-254142;5-Methoxy-7,12-dimethylbenz(a)anthracene;NSC254142;NSC 254142;UNII-10EA78HTP3;DTXSID60201455

Chemical Property of Benz(a)anthracene, 5-methoxy-7,12-dimethyl-

Chemical Property:

• Vapor Pressure: 1.88E-09mmHg at 25°C
• Boiling Point: 494.9°Cat760mmHg
• Flash Point: 204.7°C
• Density: 1.153g/cm³
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 286.135765193
• Heavy Atom Count: 22
• Complexity: 391

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C=C(C3=CC=CC=C3C2=C(C4=CC=CC=C14)C)OC

Technology Process of Benz(a)anthracene, 5-methoxy-7,12-dimethyl-

There total 12 articles about Benz(a)anthracene, 5-methoxy-7,12-dimethyl- 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: 61.0%

o-<1-(1,4-dimethoxy-2-naphthyl)ethyl>phenylmethylcarbinol (102235-13-2,102235-16-5) → 5-Methoxy-7,12-dimethylbenzanthracen (53306-03-9)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 3h; Heating;

DOI:10.1021/jo00362a040

Reference yield:

(5S,6S)-5-Methoxy-7,12-dimethyl-5,6-dihydro-benzo[a]anthracen-6-ol (89690-61-9) → 5-Methoxy-7,12-dimethylbenzanthracen (53306-03-9)

Guidance literature:

With boron trifluoride diethyl etherate; In diethyl ether; for 4h; Yield given; Ambient temperature;

DOI:10.1021/jo00075a030

Reference yield:

1,4-dimethoxynaphthalene (10075-62-4) → 5-Methoxy-7,12-dimethylbenzanthracen (53306-03-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 92 percent / sulfolane

2: 89 percent / Zn, CuSO₄, 10percent aq. KOH, pyridine / 8 h / Heating

3: 73 percent / tetramethylethylenediamine / diethyl ether / 24 h / Heating

4: 89 percent / NaBH₄ / methanol / 1 h

5: 61 percent / p-toluenesulfonic acid (TSA) / benzene / 3 h / Heating

With pyridine; sulfolane; potassium hydroxide; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; toluene-4-sulfonic acid; copper(II) sulfate; zinc; In methanol; diethyl ether; benzene;

DOI:10.1021/jo00362a040

upstream raw materials:

(+/-)-7,12-dimethylbenzanthracene-cis-5S,6R-dihydrodiol

(5S,6S)-6-Methoxy-7,12-dimethyl-5,6-dihydro-benzo[a]anthracen-5-ol

(5S,6S)-5-Methoxy-7,12-dimethyl-5,6-dihydro-benzo[a]anthracen-6-ol

o-<1-(1,4-dimethoxy-2-naphthyl)ethyl>phenylmethylcarbinol