2-(4-(Diethylamino)-2-hydroxybenzoyl)benzoic acid

Base Information

• Chemical Name: 2-(4-(Diethylamino)-2-hydroxybenzoyl)benzoic acid
• CAS No.: 5809-23-4
• Deprecated CAS: 52470-08-3,53558-66-0,53558-66-0
• Molecular Formula: C18H19NO4
• Molecular Weight: 313.353
• Hs Code.: 29163990
• European Community (EC) Number: 227-370-8
• NSC Number: 625797
• UNII: X4K32L28QB
• DSSTox Substance ID: DTXSID4027604
• Nikkaji Number: J22.385I
• Wikidata: Q27293549
• ChEMBL ID: CHEMBL1241671
• Mol file: 5809-23-4.mol

Synonyms:5809-23-4;2-(4-(Diethylamino)-2-hydroxybenzoyl)benzoic acid;2-(4-Diethylamino-2-hydroxybenzoyl)benzoic Acid;2-[4-(Diethylamino)-2-hydroxybenzoyl]benzoic acid;Benzoic acid, 2-[4-(diethylamino)-2-hydroxybenzoyl]-;EINECS 227-370-8;NSC625797;UNII-X4K32L28QB;Benzoic acid, 2-(4-(diethylamino)-2-hydroxybenzoyl)-;X4K32L28QB;DTXSID4027604;2-(4-Diethylamino-2-hydroxy-benzoyl)-benzoic acid;MFCD00134669;NSC-625797;2-{[4-(diethylamino)-2-hydroxyphenyl]carbonyl}benzoic acid;Benzoic acid, o-(4-(diethylamino)salicyloyl)-;4-Diethylamino-2-hydroxybenzophenone-2 inverted exclamation mark -carboxylic acid;DTXCID507604;2-Hydroxy-4-diethylamino-2'-hydroxycarbonylbenzophenone;CAS-5809-23-4;Benzoic acid, o-[4-(diethylamino)salicyloyl]-;4-Diethylamino-2-hydroxybenzophenone-2'-carboxylic acid;2-(4-(Diethylamino)-2-hydroxybenzoyl)benzoicacid;Oprea1_291995;Oprea1_606815;SCHEMBL39206;MLS000035475;CHEMBL1241671;HMS2405N14;AMY21813;Tox21_201935;Tox21_303154;BBL025839;STL360341;AKOS000287873;NCGC00245284-01;NCGC00245284-02;NCGC00257163-01;NCGC00259484-01;AC-19653;AS-15665;NCI60_008083;SMR000123090;SY052579;2-(2'-carboxybenzoyl)-5-diethylaminophenol;LS-195368;CS-0152035;D2140;FT-0608633;FT-0660412;H11257;AB00086179-01;2-(4-diethylamino-2-hydroxybenzoyl)-benzoic acid;A831735;2-[4-(diethylamino)-2-hydroxy-benzoyl]benzoic acid;W-105412;2-[4-(Diethylamino)-2-hydroxybenzoyl]benzoic acid #;Q27293549;4-di-ethylamino-2-hydroxy-2'-carboxybenzophenone(EBA);2-(2-HYDROXY-4-(DIETHYLAMINO)BENZOYL)BENZOIC ACID;2-CARBOXYL-4'-DIETHYLAMINO-2'-HYDROXY BENZOPHENONE;2-HYDROXY-4-(DIETHYLAMINO)-2'-CARBOXYBENZOPHENONE;4-(2-CARBOXYBENZOYL)-N,N-DIETHYL-3-HYDROXYANILINE;4-(DIETHYLAMINO)-2-HYDROXY-2'-CARBOXYBENZOPHENONE;4-N,N-DIETHYLAMINO-2-HYDROXY-2'-CARBOXYBENZOPHENONE;O-(2-HYDROXY-4-(DIETHYLAMINO)BENZOYL)BENZOIC ACID;O-(4-(DIETHYLAMINO)-2-HYDROXYBENZOYL)BENZOIC ACID;1-(2-CARBOXYBENZOYL)-4-(DIETHYLAMINO)-2-HYDROXYBENZENE;2-(4-diethylamino-2-hydroxybenzoyl)benzoic acid, AldrichCPR;4-DIETHYLAMINO-2-HYDROXYBENZOPHENONE-2'CARBOXYLIC ACID;3-[(6-ethoxy-1,3-benzothiazol-2-yl)sulfanyl]-1-(4-methoxyphenyl)pyrrolidine-2,5-dione

Chemical Property of 2-(4-(Diethylamino)-2-hydroxybenzoyl)benzoic acid

Chemical Property:

• Appearance/Colour: light colored powder
• Vapor Pressure: 6.63E-19mmHg at 25°C
• Melting Point: 180°C(dec.)(lit.)
• Refractive Index: 1.695
• Boiling Point: 537.143 °C at 760 mmHg
• PKA: 3.27±0.36(Predicted)
• Flash Point: 278.654 °C
• PSA: 77.84000
• Density: 1.256 g/cm³
• LogP: 3.16760
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Dimethylformamide
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 313.13140809
• Heavy Atom Count: 23
• Complexity: 421

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(4-Diethylamino-2-hydroxybenzoyl)benzoic Acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(4-(Diethylamino)-2-hydroxybenzoyl)benzoic acid

There total 13 articles about 2-(4-(Diethylamino)-2-hydroxybenzoyl)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: 98.0%

phthalic anhydride (85-44-9) + 3-diethylaminophenol (91-68-9) → 2'-Carboxy-4-diethylamino-2-hydroxybenzophenon (5809-23-4)

Guidance literature:

phthalic anhydride; 3-diethylaminophenol; In toluene; Reflux;

With sodium hydroxide; In water; toluene; Reflux;

DOI:10.1021/acs.bioconjchem.7b00821

Reference yield: 65.0%

4-diethylamino-2-methoxy-2'-carboxybenzophenone (59404-96-5) → 2'-Carboxy-4-diethylamino-2-hydroxybenzophenon (5809-23-4)

Guidance literature:

4-diethylamino-2-methoxy-2'-carboxybenzophenone; With boron tribromide; In dichloromethane; at -78 - -25 ℃;

With water; In dichloromethane;

DOI:10.1039/c0cc03407j

Reference yield: 60.0%

→ 1H-benzimidazol-2-acetonitrile (4414-88-4) + 2'-Carboxy-4-diethylamino-2-hydroxybenzophenon (5809-23-4)

Guidance literature:

upstream raw materials:

phthalic anhydride

toluene

3-diethylaminophenol

rhodamine B

Downstream raw materials:

2-(4-diethylamino-2-hydroxybenzoyl) methyl benzoate

3-(2-acetoxy-4-diethylamino-phenyl)-3-(4-diethylamino-2-methoxy-phenyl)-phthalide

rhodamine B

C₃₀H₃₁N₂O₃⁽¹⁺⁾

Refernces

• 1、 Tiensomjitr, Khomsan,Noorat, Rattha,Wechakorn, Kanokorn,Prabpai, Samran,Suksen, Kanoknetr,Kanjanasirirat, Phongthon,Pewkliang, Yongyut,Borwornpinyo, Suparerk,Kongsaeree, Palangpon. "A rhodol-based fluorescent chemosensor for hydrazine and its application in live cell bioimaging". . p. 228 - 233. Retrieved 2017.
• 2、 Li, Ling,Wang, Chunyan,Wu, Jianjian,Tse, Yu Chung,Cai, Yue-Peng,Wong, Keith Man-Chung. "A Molecular Chameleon with Fluorescein and Rhodamine Spectroscopic Behaviors". . p. 205 - 213. Retrieved 2016.
• 3、 Wang, Chunyan,Wong, Keith Man-Chung. "Selective Hg2+ sensing behaviors of rhodamine derivatives with extended conjugation based on two successive ring-opening processes". . p. 13432 - 13441. Retrieved 2013.
• 4、 Patil, Supriya S.,Thorat, Kishor G.,Mallah, Ramnath,Sekar, Nagaiyan. "Novel Rhodafluors: Synthesis, Photophysical, pH and TD-DFT Studies". . p. 2187 - 2197. Retrieved 2016.
• 5、 Liu, Mengmeng,Leng, Taohua,Wang, Kai,Shen, Yongjia,Wang, Chengyun. "A novel dual-mode turn-on optional chemodosimeter for the visualization of Pd0 with a low detection limit". . p. 25 - 32. Retrieved 2017.
• 6、 Guo, Shao-Hua,Leng, Tao-Hua,Wang, Kai,Shen, Yong-Jia,Wang, Cheng-Yun. "A near-infrared xanthene-based fluorescent probe for selective detection of hydrazine and its application in living cells". . . Retrieved 2019.
• 7、 Liu, Yunchang,Xiang, Kaiqiang,Tian, Baozhu,Zhang, Jinlong. "Rhodol-based far-red fluorescent probe for the detection of cysteine and homocysteine over glutathione". . p. 78 - 85. Retrieved 2017.
• 8、 Karaoglu, Kaan. "A new chromenylium-cyanine chemosensor for switch-ON near-infrared copper (II) sensing". . . Retrieved 2020.
• 9、 Karaoglu, Kaan,Kaya, Kerem,Yilmaz, Ismail. "New Chromenylium?cyanine based dual channel chemosensors for copper and hypochlorite sensing". . . Retrieved 2020.
• 10、 Hao, Junsheng,Li, Yaping,Lv, Xin,Qiao, Liuqi,Yang, Yongxing. "A fluorescent probe capable of naked eye recognition for the selective detection of biothiols". . . Retrieved 2021/12/01.