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3,5-Dinitrobenzoyl chloride

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Identification
Molecular formula
C7H3ClN2O5
CAS number
99-33-2
IUPAC name
3,5-dinitrobenzoyl chloride
State
State

Solid at room temperature.

Melting point (Celsius)
75.00
Melting point (Kelvin)
348.15
Boiling point (Celsius)
309.00
Boiling point (Kelvin)
582.15
General information
Molecular weight
230.56g/mol
Molar mass
230.5500g/mol
Density
1.6780g/cm3
Appearence

3,5-Dinitrobenzoyl chloride is typically a pale yellow to yellow crystalline solid. It may have a characteristic chemical odor common to aromatic chlorides.

Comment on solubility

Solubility of 3,5-Dinitrobenzoyl Chloride

3,5-Dinitrobenzoyl chloride, with the chemical formula C7H4ClN2O4, is a compound that exhibits interesting solubility characteristics. Its solubility behavior can largely be attributed to its chemical structure, which features both polar and nonpolar functional groups.

The solubility of this compound can be summarized as follows:

  • Polar Solvents: 3,5-Dinitrobenzoyl chloride is more soluble in polar organic solvents such as acetone and methanol. The presence of the nitro groups (-NO2) enhances polarity, allowing better interaction with the polar solvent molecules.
  • Nonpolar Solvents: The solubility in nonpolar solvents like hexane or toluene is quite limited. This limited solubility is primarily due to the lack of strong attractive forces between the nonpolar solvent and the polarized parts of the molecule.
  • Water: 3,5-Dinitrobenzoyl chloride is virtually insoluble in water, which is consistent with many organic chlorides. The strong dipole-dipole interactions necessary for solvation are not favorable in this case.

In conclusion, while the solubility of 3,5-dinitrobenzoyl chloride may vary significantly depending on the solvent used, its enhanced solubility in polar solvents highlights the importance of molecular interactions in determining solubility. Accordingly, it is essential to consider the solvent properties when working with this compound in various chemical reactions.

Interesting facts

Interesting Facts about 3,5-Dinitrobenzoyl Chloride

3,5-Dinitrobenzoyl chloride is a fascinating compound that plays a significant role in the field of organic chemistry, particularly in the synthesis of various chemical entities. Here are some intriguing aspects of this compound:

  • Structure and Reactivity: This compound features a benzoyl chloride moiety with two nitro groups attached at the 3 and 5 positions of the aromatic ring. This substitution pattern enhances the electrophilicity of the carbonyl carbon, making it highly reactive in nucleophilic acyl substitution reactions.
  • Versatile Intermediary: 3,5-Dinitrobenzoyl chloride serves as a key intermediate in the synthesis of other compounds, including pharmaceuticals and agrochemicals. Its ability to form derivatives opens up avenues for creating new chemical entities with potentially useful biological activities.
  • Explosive Potential: Compounds containing nitro groups, like 3,5-dinitrobenzoyl chloride, can possess explosive characteristics under certain conditions. This aspect makes handling and storage critical, requiring attention to safety protocols in the laboratory.
  • Analytical Applications: The presence of nitro groups allows for the application of various analytical techniques, including spectroscopy and chromatography, to study the compound's behavior and transformations in different chemical environments.
  • Historical Significance: The study of nitro-containing compounds dates back to the 19th century, linking 3,5-dinitrobenzoyl chloride to the rich history of chemical exploration, especially in understanding the structure-activity relationship in chemical compounds.

In conclusion, 3,5-dinitrobenzoyl chloride is more than just a chemical reagent; it embodies the complexity and beauty of organic chemistry. Its reactivity, versatility, and potential applications make it an interesting subject for anyone studying or researching in the field.

Synonyms
3,5-Dinitrobenzoyl chloride
99-33-2
BENZOYL CHLORIDE, 3,5-DINITRO-
3,5-Dinitrobenzoic acid chloride
CCRIS 3137
5JFA2DVM4D
NSC 2697
EINECS 202-750-6
BRN 0990249
AI3-08895
NSC-2697
DTXSID2059194
4-09-00-01350 (Beilstein Handbook Reference)
DINITROBENZOYL CHLORIDE, 3,5-
3,5-DINITROBENZOYL CHLORIDE [MI]
3,5-Dinitrobenzoylchloride
UNII-5JFA2DVM4D
3,5-dinitrobenzoic chloride
Benzoyl chloride,5-dinitro-
SCHEMBL54880
Benzoyl chloride, 3,5dinitro
3,5Dinitrobenzoic acid chloride
CHEMBL2005426
DTXCID0049103
NSC2697
STR01417
3,5-Dinitrobenzoyl chloride, 98%
BBL011451
MFCD00007248
STL146563
AKOS005720907
3,5-Dinitrobenzoyl chloride, >=98%
FD00410
AC-10854
NCI60_002195
DB-057778
A5511
D0825
NS00022924
F11284
3,5-Dinitrobenzoic Acid Chloride; NSC 2697;
A846004
AB-131/40170939
Q223024
3,5-Dinitrobenzoyl chloride, for HPLC derivatization
F1905-6975
3,5-Dinitrobenzoyl chloride, for fluorescence, >=98.0% (AT)
InChI=1/C7H3ClN2O5/c8-7(11)4-1-5(9(12)13)3-6(2-4)10(14)15/h1-3
202-750-6