10-Formylanthracene-9-carboxylic acid

Base Information

• Chemical Name: 10-Formylanthracene-9-carboxylic acid
• CAS No.: 71000-08-3
• Molecular Formula: C16H10O3
• Molecular Weight: 250.254
• DSSTox Substance ID: DTXSID30500225
• Wikidata: Q82351659
• Mol file: 71000-08-3.mol

Synonyms:71000-08-3;10-FORMYLANTHRACENE-9-CARBOXYLIC ACID;SCHEMBL17081341;DTXSID30500225

Chemical Property of 10-Formylanthracene-9-carboxylic acid

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 250.062994177
• Heavy Atom Count: 19
• Complexity: 341

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C3C=CC=CC3=C2C(=O)O)C=O

Technology Process of 10-Formylanthracene-9-carboxylic acid

There total 1 articles about 10-Formylanthracene-9-carboxylic acid 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: 5.2%

9,10-dimethylanthracene (781-43-1) + iodoxybenzene (696-33-3) → 10-methyl-9-anthraldehyde (7072-00-6) + 10-carboxaldehyde-9-anthracenecarboxylic acid (71000-08-3)

Guidance literature:

In nitrobenzene; at 170 ℃; for 5h;

DOI:10.1016/S0040-4020(01)82441-8

Reference yield:

10-carboxaldehyde-9-anthracenecarboxylic acid (71000-08-3) → 10-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl)-9-anthracenecarboxylic acid

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride; triethylamine / acetonitrile / 3 h / Reflux

2: triethylamine; sodium hypochlorite / water; tetrahydrofuran / 1 h / 5 - 20 °C

With sodium hypochlorite; hydroxylamine hydrochloride; triethylamine; In tetrahydrofuran; water; acetonitrile;

Reference yield:

10-carboxaldehyde-9-anthracenecarboxylic acid (71000-08-3) → 10-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl)-9-(2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)anthraceamide

Guidance literature:

Multi-step reaction with 3 steps

1: hydroxylamine hydrochloride; triethylamine / acetonitrile / 3 h / Reflux

2: triethylamine; sodium hypochlorite / water; tetrahydrofuran / 1 h / 5 - 20 °C

3: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 8 h / 0 - 20 °C

With dmap; sodium hypochlorite; hydroxylamine hydrochloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; acetonitrile;

upstream raw materials:

9,10-dimethylanthracene

iodoxybenzene