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2-Phenylquinoline-4-carboxylic acid

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Identification
Molecular formula
C16H11NO2
CAS number
892-65-5
IUPAC name
2-phenylquinoline-4-carboxylic acid
State
State
At room temperature, 2-phenylquinoline-4-carboxylic acid is found as a solid. It is commonly supplied in fine crystalline forms suitable for laboratory use.
Melting point (Celsius)
210.00
Melting point (Kelvin)
483.15
Boiling point (Celsius)
433.70
Boiling point (Kelvin)
706.90
General information
Molecular weight
273.27g/mol
Molar mass
273.2940g/mol
Density
1.3560g/cm3
Appearence

2-Phenylquinoline-4-carboxylic acid typically appears as a solid crystalline powder. The color can vary depending on the purity and form of the compound, typically ranging from white to pale yellow.

Comment on solubility

Solubility of 2-phenylquinoline-4-carboxylic acid

The solubility of 2-phenylquinoline-4-carboxylic acid is an intriguing subject, reflecting the compound's unique structure and functional groups. This compound is classified as a heterocyclic aromatic carboxylic acid, which significantly influences its solubility characteristics.

In general, the factors affecting its solubility include:

  • Polarity: The presence of the carboxylic acid group (-COOH) tends to enhance solubility in polar solvents due to hydrogen bonding.
  • Hydrophobic Character: The phenyl and quinoline rings contribute to hydrophobic interactions, which may limit solubility in non-polar solvents.
  • pH Dependency: The solubility can vary with pH, as the carboxylic acid can donate a proton, becoming more soluble in basic conditions.

As a result, 2-phenylquinoline-4-carboxylic acid exhibits:

  • Higher solubility in water at increased pH levels.
  • Limited solubility in organic solvents, especially non-polar ones.

In conclusion, understanding the solubility of 2-phenylquinoline-4-carboxylic acid is crucial for its applications in various chemical formulations and processes. As with many compounds, the interplay between hydrophilic and hydrophobic characteristics defines its behavior in different solvents!

Interesting facts

Interesting Facts about 2-Phenylquinoline-4-Carboxylic Acid

2-Phenylquinoline-4-carboxylic acid is a fascinating compound that serves as an important building block in various fields of chemistry. This heterocyclic compound, which integrates both quinoline and carboxylic acid functionalities, opens doors to a variety of applications, notably in pharmaceuticals and organic synthesis.

Applications and Uses

  • Pharmaceutical Industry: This compound can be a precursor in the synthesis of biologically active molecules, which may exhibit antifungal and antibacterial properties.
  • Material Science: The unique structure of 2-phenylquinoline-4-carboxylic acid allows it to act as a ligand in coordination chemistry, leading to potential applications in the development of new materials.
  • Organic Synthesis: This compound is frequently used in the synthesis of complex organic compounds, illustrating its versatility in academic and industrial settings.

Chemical Properties and Behavior

One of the intriguing aspects of 2-phenylquinoline-4-carboxylic acid is its ability to participate in various chemical reactions due to the reactive carboxylic acid group. It can undergo:

  • Decarboxylation: Under certain conditions, it may lose a carbon dioxide molecule, which is crucial in synthetic pathways.
  • Esterification: The carboxylic acid can react with alcohols to form esters, thus creating diverse derivatives.

Cultural and Historical Context

The quinoline structure itself has a rich history in the field of microbiology and medicine, as it relates to compounds developed to combat malaria. Therefore, the derivatives of quinoline and compounds like 2-phenylquinoline-4-carboxylic acid carry a legacy that spans over a century.

In summary, 2-phenylquinoline-4-carboxylic acid is more than just a chemical entity; it's a compound with numerous applications and a storied past that highlights the interplay between chemistry, medicine, and material science. Its involvement in drug discovery and organic synthesis reflects the compound's significance and potential for future exploration.

Synonyms
Cinchophen
132-60-5
2-Phenylquinoline-4-carboxylic acid
2-Phenyl-4-quinolinecarboxylic acid
Cinchopen
2-Phenylcinchoninic acid
Cinchophene
Atophan
Tervalon
Cinconal
Phenoquin
Quinofen
Quinophan
Quinophen
Atofan
Cinchophenic acid
Aciphenochinolinium
Aminophan
Cincosal
Ikterosan
Mylofanol
Phenophan
Rhematan
Tophosan
Traubofan
Agotan
Alutyl
Artexin
Atigoa
Atocin
Rheumin
Tophol
Vantyl
Viophan
Artam
Aciphenochinoline
CINCOPHEN
2-Phenylcinchonic acid
Acifenokinolin
Cincofeno
Artamin
4-Quinolinecarboxylic acid, 2-phenyl-
Aciphenochinolinum
Cinchoninic acid, 2-phenyl-
Cincofene [DCIT]
Cinchophenum
Cincofene
Phenylcinchoninic Acid
2-Phenyl-quinoline-4-carboxylic acid
Cincofeno [INN-Spanish]
Cinchophene [INN-French]
Cinchophenum [INN-Latin]
NSC 2617
Rheumatan
Alutyo
HSDB 2085
2-Phenylquinoline-4-carboxlic acid
NSC-2617
Cinchophen [INN:BAN:NF]
EINECS 205-067-1
MFCD00006750
Cinchophen (BAN)
BRN 0192803
DTXSID0040705
UNII-39Y533Z02M
AI3-15400
CINCHOPHEN [MI]
CINCHOPHEN [INN]
CINCHOPHEN [HSDB]
39Y533Z02M
CINCHOPHEN [MART.]
CINCHOPHEN [WHO-DD]
MLS000053018
N-Cyclohexyl-2-phenyl-4-chinolincarboxamid
CHEMBL348000
DTXCID8020705
5-22-03-00484 (Beilstein Handbook Reference)
2-Phenylquinolinecarboxylic acid-(4)
NCGC00018221-06
NCGC00018221-08
SMR000059017
Cincofeno (INN-Spanish)
Cinchophene (INN-French)
Cinchophenum (INN-Latin)
CINCHOPHEN (MART.)
WLN: T66 BNJ CR & EVQ
aciphenochinolium
CAS-132-60-5
SR-01000000141
aciphenocholinum
Cincain (TN)
Cinchophen (Standard)
2-Phenylquinoline acid
Opera_ID_819
Cambridge id 5117240
TimTec1_001239
Oprea1_652483
SCHEMBL25519
MLS000069591
MLS001074296
HY-B0972R
M04AC02
NSC2617
CHEBI:114195
HMS1537I07
HMS2236H09
HMS3264N13
HMS3369G13
HMS3652D09
Pharmakon1600-01504508
ALBB-035149
HY-B0972
NSC70178
Tox21_110841
Tox21_400022
BBL011719
BDBM50097100
CCG-34161
NSC-70178
NSC758887
STK076256
2-phenyl-4-quinoline-carboxylic acid
AKOS000264299
Tox21_110841_1
CS-4461
DB13551
FP44219
NSC-758887
SB18446
methylium phenylcinchoninicum (for ester)
NCGC00018221-01
NCGC00018221-02
NCGC00018221-03
NCGC00018221-04
NCGC00018221-05
NCGC00018221-07
NCGC00018221-09
NCGC00018221-10
NCGC00018221-13
NCGC00021229-04
NCGC00021229-05
NCGC00021229-06
AS-56238
SY048847
2-Phenyl-4-quinolinecarboxylic acid, 99%
SBI-0207075.P001
DB-000656
4-Quinolinecarboxylic acid, 2-phenyl-(9CI)
EU-0096447
NS00024224
P1301
S4190
SW089640-2
EN300-16799
D07280
D92104
AB00275103-10
AB00275103-16
AB00275103_18
AB00275103_19
AE-641/00678051
Q5120196
SR-01000000141-2
SR-01000000141-4
BRD-K72915123-001-01-7
BRD-K72915123-001-11-6
BRD-K72915123-001-17-3
BRD-K72915123-001-18-1
Z56782585
F0391-0013
205-067-1