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D-2,4-Dinitrophenylcysteine

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Identification
Molecular formula
C9H9N3O6S
CAS number
26472-65-7
IUPAC name
(2R)-2-amino-3-(2,4-dinitrophenyl)sulfanyl-propanoic acid
State
State

At room temperature, D-2,4-Dinitrophenylcysteine is a solid. Its crystalline structure contributes to a stable solid state under standard conditions. The compound is not typically volatile or gaseous at room temperature due to its larger molecular structure and derivatization.

Melting point (Celsius)
194.00
Melting point (Kelvin)
467.15
Boiling point (Celsius)
340.00
Boiling point (Kelvin)
613.15
General information
Molecular weight
317.30g/mol
Molar mass
317.2990g/mol
Density
1.7240g/cm3
Appearence

D-2,4-Dinitrophenylcysteine typically appears as a crystalline solid that is often yellow in color due to the presence of the nitro groups. It is a detailed form of a cysteine derivative with specific substitutions that modify its properties and appearance.

Comment on solubility

Solubility of (2R)-2-amino-3-(2,4-dinitrophenyl)sulfanyl-propanoic acid

The solubility of (2R)-2-amino-3-(2,4-dinitrophenyl)sulfanyl-propanoic acid can be characterized by several key factors that influence its behavior in various solvents:

  • Polarity: Due to the presence of both amino and dinitrophenyl groups, the compound exhibits significant polarity. This implies that it is more likely to be soluble in polar solvents, such as water or alcohols.
  • Functional Groups: The amino (-NH2) and sulfanyl (-SH) groups tend to enhance solubility in aqueous solutions, while the dinitrophenyl group may create steric hindrance affecting overall solubility.
  • pH Sensitivity: At different pH levels, the protonation state of the amino group can alter, which in turn can affect solubility. An increase in acidity may lead to greater solubility in water due to the formation of cationic species.
  • Temperature Dependence: As with many compounds, solubility may also vary with temperature. Increased temperatures generally enhance solubility in many cases, leading to a better dissolution of the compound.

In conclusion, while (2R)-2-amino-3-(2,4-dinitrophenyl)sulfanyl-propanoic acid demonstrates promising solubility in polar solvents, its exact solubility must be measured under specific conditions, and thus one might say, "Solubility is a dance with the solvent's nature." To determine practical solubility, experimental data is essential.

Interesting facts

Interesting Facts About (2R)-2-amino-3-(2,4-dinitrophenyl)sulfanyl-propanoic Acid

(2R)-2-amino-3-(2,4-dinitrophenyl)sulfanyl-propanoic acid, commonly referred to as a derivative of the amino acid cysteine, possesses unique characteristics due to the presence of a dinitrophenyl group. This compound is notable for its role in the field of organic chemistry and biochemistry.

Key Characteristics:

  • Functional Versatility: The dinitrophenyl moiety serves as an excellent electrophile, which can engage in further chemical reactions, such as nucleophilic addition reactions and coupling reactions.
  • Biological Significance: Compounds similar to this sulfanyl amino acid have potential applications in drug design and development, particularly for targeting enzymes or proteins that may exhibit oxidative stress.
  • Research Applications: Scientists often utilize this compound in studies involving protein modifications, as the sulfanyl group can participate in disulfide bond formation essential to maintain protein structure.
  • Analytical Chemistry: The presence of dinitrophenyl groups makes this compound useful in various analytical techniques, such as UV-Vis spectroscopy, due to their strong absorbance.

As a synthesis product, it is a subject of *intensive study* due to its potential applications in various chemical reactions and its significance in biological systems. The exploration of racemic mixtures and chiral applications surrounding this compound has also gained attention, showcasing the complexity and beauty of stereochemistry in organic compounds.

In essence, (2R)-2-amino-3-(2,4-dinitrophenyl)sulfanyl-propanoic acid serves as a bridge connecting *fundamental chemistry* with *practical laboratory applications*, thereby making it an intriguing topic of discussion among chemists and students alike.

Synonyms
S-(2,4-Dinitrophenyl)cysteine
L-CYSTEINE, S-(2,4-DINITROPHENYL)-
23815-63-6
Q9EK8B2P5C
S-(2,4-dinitrophenyl)-L-cysteine
CCRIS 1805
NSC 89977
BRN 2544571
NSC-89977
(2R)-2-amino-3-(2,4-dinitrophenyl)sulfanylpropanoic acid
UNII-Q9EK8B2P5C
4-06-00-01764 (Beilstein Handbook Reference)
SCHEMBL8963352
S-(2,4-dinitrophenyl)-cysteine
DTXSID301030916