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Benzoyl diazomethane

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Identification
Molecular formula
C8H6N2O
CAS number
1565-06-6
IUPAC name
2-diazo-1-phenyl-ethanone
State
State

At room temperature, Benzoyl diazomethane is typically a solid, taking the form of bright yellow crystals.

Melting point (Celsius)
37.00
Melting point (Kelvin)
310.15
Boiling point (Celsius)
210.00
Boiling point (Kelvin)
483.15
General information
Molecular weight
146.15g/mol
Molar mass
146.1460g/mol
Density
1.1480g/cm3
Appearence

Benzoyl diazomethane appears as a bright yellow crystalline solid. It is often found in a solid form but can also be available as a solution in ether.

Comment on solubility

Solubility of 2-Diazo-1-phenyl-ethanone

2-Diazo-1-phenyl-ethanone, also known as diazoacetophenone, exhibits interesting solubility characteristics that can be influenced by various factors. Below are key points regarding its solubility:

  • Solvent Compatibility: This compound tends to be soluble in organic solvents such as ethanol, acetone, and chloroform. Its solubility in these solvents makes it useful for various chemical reactions and applications.
  • Polarity Influence: The polarity of the solvent plays a significant role. Since 2-diazo-1-phenyl-ethanone contains both polar and non-polar functional groups, it usually dissolves better in polar aprotic solvents than in highly polar protic ones.
  • Temperature Dependence: Like many organic compounds, the solubility of 2-diazo-1-phenyl-ethanone increases with temperature. Thus, heating the solvent can often aid in dissolving this compound.
  • Concentration Effects: At higher concentrations, there might be limitations in solubility due to potential aggregation or solute-solute interactions, which can lead to precipitation.

In summary, while 2-diazo-1-phenyl-ethanone is moderately soluble in a range of organic solvents, its solubility can be influenced by factors such as solvent polarity, temperature, and concentration. It is essential to choose the right conditions for effective use and to ensure desired outcomes in chemical reactions.

Interesting facts

Interesting Facts About 2-Diazo-1-phenyl-ethanone

2-Diazo-1-phenyl-ethanone, often referred to simply as a diazo compound, plays a significant role in the field of organic chemistry. Here are some fascinating insights about this compound:

  • Diverse Applications: This compound is notably used in the synthesis of various complex organic molecules, particularly in the fields of pharmaceuticals and agrochemicals. Its diazo group is particularly useful in reactions that form new carbon-carbon bonds.
  • Chemical Reactivity: The presence of the diazo functionality makes this compound highly reactive under certain conditions. It can undergo various transformations, such as diazo coupling, leading to diverse products that expand its utility in synthetic chemistry.
  • Spectroscopic Studies: Due to its unique structure, 2-diazo-1-phenyl-ethanone has become a subject of interest in spectroscopy. Techniques like UV-Vis and NMR spectroscopy provide valuable insights into the compound's electronic structure and reaction pathways.
  • Stability Concerns: While diazo compounds are valuable in synthesis, they can be sensitive to heat and light. This sensitivity necessitates careful handling and storage to prevent unwanted decomposition.
  • Pioneering Research: The study of diazo compounds has been essential in advancing organic reaction mechanisms. Researchers have made many significant discoveries, attributing various reactions to the properties of the diazo group.

In summary, 2-diazo-1-phenyl-ethanone is not just a simple compound; it is a gateway to understanding more complex chemical behavior and plays a crucial role in modern organic synthesis. As synthetic methodologies evolve, the significance of such compounds continues to grow, revealing new potential applications and reaction pathways.

Synonyms
Diazoacetophenone
2-Diazo-1-phenylethanone
3282-32-4
Phenyl diazomethyl ketone
2-Diazoacetophenone
Diazomethyl phenyl ketone
Ethanone, 2-diazo-1-phenyl-
ACETOPHENONE, 2-DIAZO-
NSC 25280
BRN 1636122
4-07-00-02133 (Beilstein Handbook Reference)
Ethanone, 2-diazo-1-phenyl-(9CI)
zstbzburmwjksq-uhfffaoysa-n
Diazoacetylbenzene
2-Diazo-1-phenylethan-1-one
alpha-Diazoacetophenone
.alpha.-Diazoacetophenone
.omega.-Diazoacetophenone
2-diazo-1-phenyl-ethanone
(E)-2-diazonio-1-phenylethenolate
DTXSID80954476
NSC25280
(E)-2-diazonio-1-phenyl-ethenolate
NSC-25280
AKOS015917546
AT25592
EN300-76953
A821442