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Diphenylglycine

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Identification
Molecular formula
C14H13NO2
CAS number
883-40-9
IUPAC name
2-amino-2,2-diphenyl-acetic acid
State
State

At room temperature, diphenylglycine exists as a solid. It is typically stable under standard conditions and should be handled with care to avoid moisture absorption which can affect its stability.

Melting point (Celsius)
261.00
Melting point (Kelvin)
534.00
Boiling point (Celsius)
286.00
Boiling point (Kelvin)
559.00
General information
Molecular weight
227.27g/mol
Molar mass
227.2740g/mol
Density
1.2800g/cm3
Appearence

Diphenylglycine appears as a white or off-white crystalline powder. It has a characteristic appearance common to many crystalline amino acids, often forming needle-like crystals when recrystallized.

Comment on solubility

Solubility of 2-amino-2,2-diphenyl-acetic acid

2-amino-2,2-diphenyl-acetic acid, often referred to as a derivative of amino acid, exhibits unique solubility characteristics:

  • Water Solubility: This compound is generally considered to be sparingly soluble in water, which is common for bulky amino acids due to their hydrophobic phenyl groups.
  • Solvent Compatibility: It tends to be more soluble in organic solvents like ethanol and dimethyl sulfoxide (DMSO), which are capable of solvating its nonpolar character.
  • pH Influence: Its solubility can vary with pH; at lower pH levels (acidic conditions), the compound may more readily protonate, which can help increase its solubility in water.

As a result, when considering the solubility of 2-amino-2,2-diphenyl-acetic acid, it is crucial to take into account:

  1. The choice of solvent for dissolution
  2. The pH of the environment
  3. The temperature, as increased temperature can enhance solubility

In summary, understanding the solubility of this compound encompasses a fascinating interplay of molecular structure and environmental conditions, showcasing the importance of considering various factors for practical applications.

Interesting facts

Interesting Facts about 2-amino-2,2-diphenyl-acetic acid

2-amino-2,2-diphenyl-acetic acid, also known as Diphenylglycine, is a fascinating amino acid derivative that showcases unique properties and applications in both organic chemistry and biochemistry. Here are some intriguing aspects of this compound:

  • Structure and Stereochemistry: The compound is characterized by a central carbon atom bonded to two phenyl groups and an amino group, resulting in a chiral center. This chirality allows for possible variations in biological activity depending on the specific configuration.
  • Biological Relevance: As an amino acid derivative, it plays a role in biological processes and can act as a building block for peptides and proteins. Its structural characteristics may contribute to the synthesis of biologically active compounds.
  • Pharmaceutical Applications: Research suggests that 2-amino-2,2-diphenyl-acetic acid and its derivatives possess potential therapeutic properties, including anti-inflammatory and analgesic effects, making it a candidate for drug development.
  • Role in Organic Synthesis: This compound can serve as a useful intermediate in the synthesis of various organic compounds, facilitating the formation of novel structures that might exhibit interesting chemical reactivity.
  • Polyfunctional Capabilities: The presence of both amino and carboxylic acid functionalities allows for a range of chemical transformations and modifications, enhancing its utility in synthetic organic chemistry.

With its intriguing structure and promising applications, 2-amino-2,2-diphenyl-acetic acid continues to attract attention in the fields of medicinal chemistry and synthetic methodology. As research expands in these areas, the compound could pave the way for new innovations and discoveries.

Synonyms
2,2-Diphenylglycine
2-amino-2,2-diphenylacetic acid
alpha,alpha-Diphenylglycine
Benzeneacetic acid, alpha-amino-alpha-phenyl-
alpha-Aminodiphenylacetic acid
GLYCINE, 2,2-DIPHENYL-
.alpha.-Aminodiphenylacetic acid
.alpha.,.alpha.-Diphenylglycine
Amino(diphenyl)acetic acid
EINECS 221-299-6
NSC 33392
BRN 0746633
alpha-Amino-alpha-phenylbenzeneacetic acid
Benzeneacetic acid, .alpha.-amino-.alpha.-phenyl-
UNII-634Y52030L
NSC-33392
634Y52030L
DTXSID20184674
4-14-00-01830 (Beilstein Handbook Reference)
PHENYTOIN IMPURITY C [EP IMPURITY]
PHENYTOIN SODIUM IMPURITY C [EP IMPURITY]
PHENYTOIN IMPURITY C (EP IMPURITY)
PHENYTOIN SODIUM IMPURITY C (EP IMPURITY)
DTXCID60107165
Benzeneacetic acid, alpha-amino-alpha-phenyl-(9CI)
ybonnynnfbakli-uhfffaoysa-n
3060-50-2
MFCD00008048
Amino(diphenyl)acetic Acid (2,2-Diphenylglycine)
2,2-Diphenyl-DL-glycine
Amino(diphenyl)acetic acid #
2,2-Diphenylglycine, 98%
SCHEMBL638306
2-ammonio-2,2-diphenylacetate
2-amino-2,2-diphenylaceticacid
CHEMBL3544524
NSC33392
AKOS015894403
FD34569
AS-63017
Benzeneacetic acid, |A-amino-|A-phenyl-
SY101075
DB-047810
CS-0060495
NS00015573
F52931
Q27263567