9-Anthracenecarboxylic acid

Base Information

• Chemical Name: 9-Anthracenecarboxylic acid
• CAS No.: 723-62-6
• Molecular Formula: C15H10O2
• Molecular Weight: 222.243
• Hs Code.: 29163900
• European Community (EC) Number: 211-964-9
• NSC Number: 151909
• UNII: 7VK69492FV
• DSSTox Substance ID: DTXSID7049427
• Nikkaji Number: J79.927K
• Wikidata: Q27074044
• Pharos Ligand ID: SB1KD3SBR4NW
• Metabolomics Workbench ID: 54985
• ChEMBL ID: CHEMBL1513985
• Mol file: 723-62-6.mol

Synonyms:9-AC cpd;9-ACA;9-anthracene carboxylic acid;9-anthracenecarboxylic acid;9-anthroic acid;9-anthroic acid, sodium salt;9-anthroic acid, sodium salt, 11C-labeled;anthracene-9-carboxylic acid

Chemical Property of 9-Anthracenecarboxylic acid

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 1.53E-09mmHg at 25°C
• Melting Point: 214-218 °C
• Refractive Index: 1.6600 (estimate)
• Boiling Point: 467.5 °C at 760 mmHg
• PKA: pK1: 3.65 (25°C)
• Flash Point: 206.1 °C
• PSA: 37.30000
• Density: 1.305 g/cm³
• LogP: 3.69120
• Storage Temp.: Store at RT
• Solubility.: H2O: soluble
• Water Solubility.: insoluble
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 222.068079557
• Heavy Atom Count: 17
• Complexity: 277

Purity/Quality:

98%, ^*data from raw suppliers

9-AC ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, C, Xi
• Hazard Codes: Xi,C,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 37/39-26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C2C(=C1)C=C3C=CC=CC3=C2C(=O)O
• Uses: Anthracene-9-carboxylic acid is a Cl- transport inhibitor with a moderate to strong inhibitory action on PKA activated cardiac IcI.

Technology Process of 9-Anthracenecarboxylic acid

There total 40 articles about 9-Anthracenecarboxylic 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: 100.0%

9-anthracene aldehyde (642-31-9) → anthracen-9-carboxylic acid (723-62-6)

Guidance literature:

With cobalt(II) 2,9,16,23-phthalocyanine tetrasulfonic acid; In water; acetonitrile; at 20 ℃; for 150h; under 760.051 Torr; UV-irradiation;

DOI:10.1007/s11243-018-0281-x

Reference yield: 87.0%

anthracene-9-boronic acid (100622-34-2) + ethyl acetoacetate (141-97-9) → anthracen-9-carboxylic acid (723-62-6)

Guidance literature:

With copper(l) iodide; potassium carbonate; In dimethyl sulfoxide; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.08.090

Reference yield: 86.0%

carbon dioxide (124-38-9,18923-20-1) → anthracen-9-carboxylic acid (723-62-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

carbon dioxide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

upstream raw materials:

oxalyl dichloride

anthracene

9-Bromoanthracene

methylammonium carbonate

Downstream raw materials:

anthracene-9-carboxylic acid anhydride with p-fluorobenzoic acid

p-(9-anthroyloxy)acetophenone

p-nitrophenyl anthracene-9-carboxylate

carbon dioxide

Refernces

• 1、 Khot, Mahadev S.,Desai, Netaji K.,Kolekar, Govind B.,Patil, Shivajirao R.. "Fluorescence enhancement effect for the determination of adenosine 5′-monophosphate with 9-anthracene carboxylic acid-cetyl trimethyl ammonium bromide system". . p. 1997 - 2003. Retrieved 2011.
• 2、 Collet, Guillaume,Lathion, Timothée,Besnard, Céline,Piguet, Claude,Petoud, Stéphane. "On-Demand Degradation of Metal-Organic Framework Based on Photocleavable Dianthracene-Based Ligand". . p. 10820 - 10828. Retrieved 2018.
• 3、 Bhat, Khursheed Ahmad,Bhat, Mohsin Ahmad,Bhat, Sajad Ahmad,Ingole, Pravin P.,Manzoor Bhat, Zahid,Pandit, Sarwar Ahmad,Rather, Mudasir Ahmad,Rehman, Shakeel U.,Sofi, Feroz Ahmad,Thotiyl, Musthafa Ottakam. "Surface active ionic liquid assisted metal-free electrocatalytic-carboxylation in aqueous phase: A sustainable approach for CO2utilization paired with electro-detoxification of halocarbons". . p. 9992 - 10005. Retrieved 2021/12/24.