2-(4-Dimethylamino-2-hydroxy-benzoyl)-benzoic acid

Base Information

• Chemical Name: 2-(4-Dimethylamino-2-hydroxy-benzoyl)-benzoic acid
• CAS No.: 24460-11-5
• Molecular Formula: C16H15 N O4
• Molecular Weight: 285.299
• Hs Code.: 2922509090
• European Community (EC) Number: 675-228-2
• DSSTox Substance ID: DTXSID50349613
• Nikkaji Number: J22.388C
• Wikidata: Q82125016
• ChEMBL ID: CHEMBL1717865
• Mol file: 24460-11-5.mol

Synonyms:24460-11-5;2-(4-Dimethylamino-2-hydroxy-benzoyl)-benzoic acid;2-[4-(dimethylamino)-2-hydroxybenzoyl]benzoic acid;2-(4-(Dimethylamino)-2-hydroxybenzoyl)benzoic acid;SMR000013370;MLS000031356;2-(4-dimethylamino-2-hydroxybenzoyl)benzoic acid;2-(4-dimethylamino-2-hydroxy-benzoyl)benzoic acid;CBMicro_020480;Cambridge id 5981462;Oprea1_452155;cid_655619;SCHEMBL6205557;CHEMBL1717865;BDBM40808;DTXSID50349613;2-{[4-(dimethylamino)-2-hydroxyphenyl]carbonyl}benzoic acid;HMS1610M01;HMS2315K11;CCG-13490;STL378991;AKOS000300440;SB82116;BIM-0020470.P001;CS-0328245;FT-0676767;2-(4-(Dimethylamino)-2-hydroxybenzoyl)benzoicacid;SR-01000430247;SR-01000430247-1;2-[4-(dimethylamino)-2-hydroxy-benzoyl]benzoic acid;BRD-K26231863-001-07-7;2-(4-DIMETHYLAMINO-2-HYDROXY-BENZOYL)-BENZOICACID;2-[[4-(dimethylamino)-2-hydroxyphenyl]-oxomethyl]benzoic acid;2-[4-(dimethylamino)-2-oxidanyl-phenyl]carbonylbenzoic acid

Chemical Property of 2-(4-Dimethylamino-2-hydroxy-benzoyl)-benzoic acid

Chemical Property:

• Vapor Pressure: 8.47E-12mmHg at 25°C
• Melting Point: 137-140 °C
• Boiling Point: 523.8°Cat760mmHg
• PKA: 3.27±0.36(Predicted)
• Flash Point: 270.6°C
• PSA: 77.84000
• Density: g/cm³
• LogP: 2.38740
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 285.10010796
• Heavy Atom Count: 21
• Complexity: 396

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-Dimethylamino-2-hydroxy-benzoyl)-benzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC(=C(C=C1)C(=O)C2=CC=CC=C2C(=O)O)O

Technology Process of 2-(4-Dimethylamino-2-hydroxy-benzoyl)-benzoic acid

There total 5 articles about 2-(4-Dimethylamino-2-hydroxy-benzoyl)-benzoic 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: 87.0%

phthalic anhydride (85-44-9) + 3-Dimethylaminophenol (99-07-0) → 2-(4'-dimethylamino-2'-hydroxybenzoyl)benzoic acid (24460-11-5)

Guidance literature:

phthalic anhydride; 3-Dimethylaminophenol; In toluene; for 3h; Inert atmosphere; Reflux;

With sodium hydroxide; In water; toluene; at 100 ℃; for 6h; Inert atmosphere;

With hydrogenchloride; In water; toluene; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c9tc05054j

Reference yield:

C33H29N2O5(1+) → 2-(4'-dimethylamino-2'-hydroxybenzoyl)benzoic acid (24460-11-5) + 10-acetyl-2,3,6,7-tetrahydro-1H-pyrano[2,3-f]pyrido[3,2,1-ij]quinoline-11(5H)-one (55804-67-6)

Guidance literature:

With oxygen; In water;

DOI:10.1039/c8cc08289h

Reference yield:

C16H15NO4 → 2-(4'-dimethylamino-2'-hydroxybenzoyl)benzoic acid (24460-11-5)

Guidance literature:

With sodium hydroxide; In water; toluene; at 90 ℃; for 6h;

DOI:10.1016/j.saa.2009.03.018

upstream raw materials:

phthalic anhydride

3-Dimethylaminophenol

benzene

Downstream raw materials:

C₂₄H₂₃N₂O₃⁽¹⁺⁾

Refernces

• 1、 Kim, Ick Jin,Manivannan, Ramalingam,Son, Young-A. "Thermally reversible fluorans: Synthesis, thermochromic properties and real time application". . p. 3299 - 3305. Retrieved 2018.
• 2、 MacDonald, Patrick J.,Gayda, Susan,Haack, Richard A.,Ruan, Qiaoqiao,Himmelsbach, Richard J.,Tetin, Sergey Y.. "Rhodamine-Derived Fluorescent Dye with Inherent Blinking Behavior for Super-Resolution Imaging". . p. 9165 - 9173. Retrieved 2018.
• 3、 Tanioka, Masaru,Kamino, Shinichiro,Koga, Natsumi,Sawada, Daisuke. "Stepwise structural and fluorescent colour conversion in rhodamine analogues based on light and acid stimulations". . p. 543 - 549. Retrieved 2020.