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2,3-dinitrophenol

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Identification
Molecular formula
C6H4N2O5
CAS number
66-56-8
IUPAC name
2,3-dinitrophenol
State
State

At room temperature, 2,3-dinitrophenol is a solid. It remains stable under standard conditions but is known for its reactivity due to the presence of nitro groups, particularly when heated or in the presence of a strong base.

Melting point (Celsius)
114.00
Melting point (Kelvin)
387.15
Boiling point (Celsius)
315.00
Boiling point (Kelvin)
588.15
General information
Molecular weight
184.11g/mol
Molar mass
184.1070g/mol
Density
1.3660g/cm3
Appearence

2,3-Dinitrophenol is a yellow crystalline solid. The appearance is similar to other dinitrophenol isomers, characterized by an intense yellow hue due to its conjugated nitro-aromatic system. It is often provided in powder or crystalline form and has a distinct chemical odor.

Comment on solubility

Solubility of 2,3-Dinitrophenol (C6H4N2O5)

2,3-Dinitrophenol is known for its notable solubility characteristics in various solvents, making it an interesting compound from a solubility perspective. Below are key insights regarding its solubility:

  • Water Solubility: 2,3-Dinitrophenol is moderately soluble in water, with solubility typically reported around 1 g/100 mL at room temperature. The solubility can increase with temperature.
  • Solubility in Organic Solvents: It is highly soluble in organic solvents such as ethanol, acetone, and chloroform. This property makes it useful in organic synthesis and analytical chemistry.
  • pH Dependency: The solubility of this compound can be influenced by pH. It tends to be more soluble in alkaline solutions due to the deprotonation of its acidic hydroxyl group.

In summary, the solubility of 2,3-dinitrophenol reveals its versatility and utility in various chemical applications. Its solubility in both polar and non-polar solvents showcases the compound's ability to interact with different chemical environments, making it a significant interest in research and practical applications.

Interesting facts

Interesting Facts about 2,3-Dinitrophenol

2,3-Dinitrophenol, commonly abbreviated as DNP, is a fascinating chemical compound that has garnered attention both in scientific research and in various practical applications. Here are some intriguing aspects of this compound:

  • Key Applications: DNP is primarily known for its use in the manufacturing of dyes and explosives. Its ability to undergo rapid nitration reactions makes it a valuable precursor in the production of various synthetic materials.
  • Metabolic Effects: In the realm of biochemistry, 2,3-dinitrophenol is noted for its role as a metabolic uncoupler. This means it disrupts the normal coupling of electron transport and ATP synthesis in mitochondria, leading to increased energy expenditure. Some have explored its controversial use in weight loss, although this application comes with serious health risks.
  • Historical Context: The compound has a rich history, having been first synthesized in the late 19th century. Over the years, it has been subjected to intense scrutiny due to its toxicity and potential dangers, especially when misused.
  • Toxicity Concerns: Scientists have raised significant concerns regarding the safety of DNP. Symptoms of toxicity can include nausea, rapid breathing, and even life-threatening conditions. Thus, its usage is heavily regulated in many countries, and understanding its risks is crucial for anyone working with it.
  • Chemical Structure: The molecular structure of 2,3-dinitrophenol features two nitro groups (-NO2) attached to the benzene ring at the 2 and 3 positions. This arrangement contributes to its unique chemical properties and reactivity.
  • Scientific Research: Ongoing studies concerning DNP focus on its potential implications in energy metabolism and its effects on cellular respiration, which could provide insights into metabolic disorders.

In conclusion, while 2,3-dinitrophenol can be a useful compound in various fields, it is imperative to approach this chemical with caution due to its toxic nature. As the scientific community continues to explore its properties, a balanced understanding of both its applications and hazards is essential.

Synonyms
2,3-DINITROPHENOL
66-56-8
Phenol, 2,3-dinitro-
2,3-DNP
2,3-Dinitrofenol
2,3-Dinitrofenol [Czech]
CCRIS 3101
EINECS 200-628-7
NSC 156083
BRN 2213580
CHEBI:39354
NSC-156083
735M30625H
DTXSID2075261
UNII-735M30625H
4-06-00-01369 (Beilstein Handbook Reference)
2,3Dinitrofenol
Phenol,3-dinitro-
NSC156083
2,3-Dinitro-phenol
Phenol, 2,3dinitro
WLN: WNR CQ BNW
2,3-Dinitrophenol, wetted
SCHEMBL16979
2,3DNP
CHEMBL3347393
DTXCID7044685
AKOS015912555
AKOS016013016
AC-24718
DB-019792
NS00014392
Q19949845
2,3-Dinitrophenol, moistened with water, >=98.0% (HPLC)
200-628-7