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Diphenylacetic acid

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Identification
Molecular formula
C14H12O2
CAS number
117-34-0
IUPAC name
2,2-diphenylacetic acid
State
State

At room temperature, diphenylacetic acid is in a solid state.

Melting point (Celsius)
147.00
Melting point (Kelvin)
420.15
Boiling point (Celsius)
305.00
Boiling point (Kelvin)
578.15
General information
Molecular weight
212.24g/mol
Molar mass
212.2430g/mol
Density
1.2090g/cm3
Appearence

Diphenylacetic acid is a white crystalline solid at room temperature. It is often available in powder form and is typically odorless. The crystals reflect light, giving them a shiny appearance.

Comment on solubility

Solubility of 2,2-Diphenylacetic Acid

2,2-Diphenylacetic acid (C15H14O2) displays interesting solubility characteristics that are affected by the presence of its bulky phenyl groups. This compound is generally regarded as:

  • Soluble in organic solvents: It dissolves well in non-polar and slightly polar solvents such as dichloromethane, ether, and benzene.
  • Poorly soluble in water: Functioning as a carboxylic acid, its solubility in water is limited, which can be attributed to:
    • The hydrophobic nature of the two phenyl groups
    • Steric hindrance that affects intermolecular interactions and hydrogen bonding

When assessing the solubility of 2,2-diphenylacetic acid, it is crucial to remember that:

  1. The solubility can be enhanced through the application of temperature, as increased temperature typically increases solubility for many organic compounds.
  2. Its acidic properties might facilitate its ionization in basic solutions, potentially increasing its solubility due to enhanced polarity.

In summary, while 2,2-diphenylacetic acid offers some interesting solubility properties in organic media, it remains largely insoluble in aqueous environments due to its structural characteristics. This emphasizes the importance of considering both molecular structure and the surrounding environment in solubility assessments.

Interesting facts

Interesting Facts About 2,2-Diphenylacetic Acid

2,2-Diphenylacetic acid is a fascinating organic compound known for its unique structure and versatility in chemical applications. The compound features two phenyl groups attached to a central acetic acid moiety, making it a derivative of the larger category of carboxylic acids.

Key Characteristics and Applications

  • Pharmaceutical Significance: 2,2-Diphenylacetic acid has gained attention in the pharmaceutical industry as a potential lead compound for the development of anti-inflammatory and analgesic agents.
  • Molecular Versatility: Its structure allows for modifications that can lead to a variety of derivatives, enhancing its utility in research and synthetic chemistry.
  • Chirality Consideration: Aspects of chirality can be explored with this compound, making it an interesting subject for stereochemistry studies.

Reactivity and Synthesis

This compound engages in numerous chemical reactions, including:

  • Esterification: It can react with alcohols to form esters, which have various applications in plastics and perfumes.
  • Decarboxylation: Under specific conditions, 2,2-diphenylacetic acid can undergo decarboxylation, leading to different acyclic compounds.

Conclusion

Overall, 2,2-diphenylacetic acid represents a notable intersection of interesting structure and potential applications in medicinal chemistry and organic synthesis. As scientists continue to explore its properties, the compound may reveal even more utility in the field of chemical science.

Synonyms
DIPHENYLACETIC ACID
2,2-diphenylacetic acid
117-34-0
Diphenylethanoic acid
Acetic acid, diphenyl-
Benzeneacetic acid, .alpha.-phenyl-
Benzeneacetic acid, alpha-phenyl-
1,1-Diphenylacetic acid
alpha-phenylbenzeneacetic acid
MFCD00004251
alpha-Toluic acid, alpha-phenyl-
.alpha.,.alpha.-Diphenylacetic acid
EINECS 204-185-0
658NCZ0NKO
diphenyl acetic acid
Diphenyl-acetic acid
NSC 120417
BRN 1910978
CHEBI:41967
AI3-23777
NSC-8742
NSC-120417
DIPHENYLACETIC ACID [MI]
DTXSID0059453
4-09-00-02492 (Beilstein Handbook Reference)
.alpha.-Toluic acid, .alpha.-phenyl-
.ALPHA.-PHENYLBENZENEACETIC ACID
2,2-Diphenylaceticacid
UNII-658NCZ0NKO
2,2-di(phenyl)acetic acid
Diphenylmethane-alpha-carboxylic Acid
Acetic acid, diphenyl
2,2Diphenylacetic acid
2,2-diphenyl-acetic acid
bmse000721
Diphenylacetic acid, 99%
alphaPhenylbenzeneacetic acid
Oprea1_633306
SCHEMBL38022
alphaToluic acid, alphaphenyl
MLS001066368
Diphenylmethaneacarboxylic acid
alpha,alpha-Diphenylacetic acid
Benzeneacetic acid, alphaphenyl
CHEMBL1232181
DTXCID9033399
PYHXGXCGESYPCW-UHFFFAOYSA-
NSC8742
HMS2270K07
Benzeneacetic acid, I+/--phenyl-
HY-Y0549
STR02769
AR3860
BBL013452
NSC120417
STK297834
AKOS000119583
CS-W008595
DB03588
FD52483
PB39724
NCGC00247023-01
Lgc' (246);2,2-Diphenyl acetic acid
SMR000112185
SY011402
DB-060999
D0869
NS00023782
EN300-20209
SR-01000389184
SR-01000389184-1
Diphenylacetic acid-Melting point 147.26 degrees C
Q27094513
Diphenylacetic acid - Melting point 147.26 masculineC
F0347-1724
Z104477292
204-185-0
InChI=1/C14H12O2/c15-14(16)13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13H,(H,15,16)