9-Methoxyanthracene

Base Information

• Chemical Name: 9-Methoxyanthracene
• CAS No.: 2395-96-2
• Molecular Formula: C15H12 O
• Molecular Weight: 208.26
• NSC Number: 122699
• UNII: 6677670EP6
• DSSTox Substance ID: DTXSID60178653
• Nikkaji Number: J45.201G
• Wikidata: Q27263961
• Mol file: 2395-96-2.mol

Synonyms:9-METHOXYANTHRACENE;Anthracene, 9-methoxy-;2395-96-2;Anthranol methyl ether;9-methoxy-anthracene;UNII-6677670EP6;NSC-122699;AI3-16058;6677670EP6;NSC122699;9-Anthryl methyl ether #;AnthranolmethylA currencyther;SCHEMBL599396;DTXSID60178653;ANTHRANOL METHYL ETHER [MI];MFCD00229433;AKOS024331824;NSC 122699;SY301288;Q27263961;InChI=1/C15H12O/c1-16-15-13-8-4-2-6-11(13)10-12-7-3-5-9-14(12)15/h2-10H,1H

Chemical Property of 9-Methoxyanthracene

Chemical Property:

• Boiling Point: 375.5°Cat760mmHg
• Flash Point: 150.8°C
• Density: 1.146g/cm³
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 208.088815002
• Heavy Atom Count: 16
• Complexity: 216

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2C=CC=CC2=CC3=CC=CC=C31

Technology Process of 9-Methoxyanthracene

There total 40 articles about 9-Methoxyanthracene 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: 82.0%

methanol (67-56-1) + anthracene (120-12-7) → trans-9,10-dihydro-9,10-dimethoxyanthracene (31750-30-8) + 9,10-Dibromoanthracene (523-27-3) + 9-methoxyanthracene (2395-96-2,34516-97-7,84367-94-2) + 9,10-dimethoxyanthracene (2395-97-3)

Guidance literature:

With pyridine; bromine; sodium hydrogencarbonate; water; at 20 ℃; for 0.25h;

DOI:10.1016/j.tet.2008.04.032

Reference yield: 74.0%

trans-9,10-dihydro-9,10-dimethoxyanthracene (31750-30-8) → anthracene (120-12-7) + 9-methoxyanthracene (2395-96-2,34516-97-7,84367-94-2)

Guidance literature:

With propan-1-ol; at 75 ℃; for 0.166667h;

DOI:10.1055/s-0028-1088073

Reference yield: 68.0%

trans-9,10-dihydro-9,10-dimethoxyanthracene (31750-30-8) + pentan-1-ol (71-41-0) → anthracene (120-12-7) + 9-methoxyanthracene (2395-96-2,34516-97-7,84367-94-2) + 9-n-pentoxyanthracene (112607-81-5)

Guidance literature:

With sulfuric acid; at 75 ℃; for 0.166667h;

DOI:10.1055/s-0028-1088073

upstream raw materials:

anthracen-9(10H)-one

methyl p-toluene sulfonate

dimethyl sulfate

methanol

Downstream raw materials:

9,10-phenanthrenequinone

bianthrone

dianthraquinoethylene

anthracen-9(10H)-one

Refernces

• 1、 Zanardi, María M.,Botta, María C.,Suárez, Alejandra G.. "New chiral 1,2-aminoalcohols derived from biomass and their application in diethyl zinc additions". . p. 5832 - 5835. Retrieved 2014.
• 2、 Giles, Robin G. F.,Green, Ivan R.,Swigelaar, Wendell P.,Taylor, C. Peter. "Naphthopyrans and their C4 alcohols by cyclization of substituted naphthalenes using potassium t-butoxide in dimethylformamide. generality and stereochemical, including conformational, effects". . p. 934 - 945. Retrieved 2007.
• 3、 Chari, Rama,Jayabalan, J.,Saha, Amrita,Singh, Asha. "Unraveling relation between nonlinear absorption and structure of push pull ornamented anthracenyl chalcone derivatives". . . Retrieved 2020/06/27.
• 4、 Hu, Peng,Feng, Tianshi,Yeung, Chi-Chung,Koo, Chi-Kin,Lau, Kai-Chung,Lam, Michael H. W.. "A Photo-Triggered Traceless Staudinger–Bertozzi Ligation Reaction". supporting information. p. 11537 - 11542. Retrieved 2016/08/05.