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4-Nitrobenzoyl chloride

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Identification
Molecular formula
C7H4ClNO3
CAS number
122-04-3
IUPAC name
4-nitrobenzoyl chloride
State
State

At room temperature, 4-nitrobenzoyl chloride is a solid. It must be handled with care due to its reaction with water.

Melting point (Celsius)
72.00
Melting point (Kelvin)
345.15
Boiling point (Celsius)
292.00
Boiling point (Kelvin)
565.15
General information
Molecular weight
185.57g/mol
Molar mass
185.5650g/mol
Density
1.4260g/cm3
Appearence

4-Nitrobenzoyl chloride is a yellow, crystalline solid that has an acrid odor. It is sensitive to moisture and may hydrolyze in the presence of water to form hydrochloric acid and 4-nitrobenzoic acid.

Comment on solubility

Solubility of 4-Nitrobenzoyl Chloride

4-Nitrobenzoyl chloride, with the chemical formula C7H4ClNO2, exhibits specific solubility characteristics influenced by its molecular structure and polarity.

In general, the solubility of 4-nitrobenzoyl chloride can be summarized as follows:

  • Solubility in Organic Solvents: This compound is soluble in many organic solvents, such as chloroform, ethyl acetate, and acetone, due to its relatively non-polar aromatic ring.
  • Insolubility in Water: 4-Nitrobenzoyl chloride is practically insoluble in water because of its hydrophobic nature and the presence of the chlorine atom, which increases steric hindrance.
  • Temperature Influence: The solubility of this compound may also vary with temperature; typically, higher temperatures can enhance solubility in non-polar solvents.

Overall, understanding the solubility of 4-nitrobenzoyl chloride is essential for its practical applications in chemical reactions and synthesis. Its solubility in organic solvents makes it a valuable intermediate in organic chemistry, while its limited solubility in water signals the importance of handling and using appropriate solvents in laboratory settings.

Interesting facts

Interesting Facts About 4-Nitrobenzoyl Chloride

4-Nitrobenzoyl chloride is a fascinating compound in the world of organic chemistry, primarily recognized for its versatility in chemical synthesis. Here are some interesting insights:

  • Reactive Intermediate: This compound acts as an excellent acylating agent, allowing it to participate in various chemical reactions, particularly in the formation of amides and esters.
  • Nitro Group Influence: The presence of the nitro group (−NO2) significantly enhances the electrophilicity of the carbonyl carbon, making 4-nitrobenzoyl chloride more reactive towards nucleophiles.
  • Applications in Synthesis: It is widely utilized in the synthesis of biologically active molecules, including pharmaceuticals and agrochemicals. This compound can contribute to the development of new drug candidates by serving as a building block for complex organic compounds.
  • Importance in Materials Science: Beyond organic synthesis, 4-nitrobenzoyl chloride is also valuable in materials science for producing polymeric materials due to its ability to undergo reactions that modify polymer properties.
  • Safety Considerations: Due to its reactivity and potential hazards, including being a corrosive and hazardous substance, handling 4-nitrobenzoyl chloride requires careful safety precautions. Laboratory personnel must be equipped with appropriate protective gear.

In summary, 4-nitrobenzoyl chloride is not just a compound with chemical interest but also serves various practical applications in multiple scientific fields. As scientists continue to explore its chemistry, this compound remains at the forefront of research innovation.

Synonyms
4-Nitrobenzoyl chloride
122-04-3
P-NITROBENZOYL CHLORIDE
Benzoyl chloride, 4-nitro-
4-Nitrobenzoic acid chloride
p-Nitrobenzoic acid chloride
Benzoyl chloride, p-nitro-
4-Nitro-benzoyl chloride
CCRIS 3136
NSC 5381
EINECS 204-517-4
X3H8PW2GC4
BRN 0473192
DTXSID9025742
AI3-08914
NSC-5381
para-nitrobenzoyl chloride
MFCD00007345
Nitrobenzoyl chloride, 4-
DTXCID905742
NITROBENZOYL CHLORIDE, P-
EC 204-517-4
4-09-00-01191 (Beilstein Handbook Reference)
4-NITROBENZOYL CHLORIDE [MI]
4-Nitrobenzoyl-d4Chloride
4-nitro benzoyl chloride
UNII-X3H8PW2GC4
p-nitrobenzoylchloride
pNitrobenzoyl chloride
4-nitrobenzoylchloride
p-nitro-benzoylchloride
4-nitro-benzoylchloride
4-nitrobenzoyi chloride
paranitrobenzoyl chloride
4-nitroberizoyl chloride
p-nitro-benzoyl chloride
Benzoyl chloride, pnitro
rho-nitrobenzoyl chloride
4 -nitrobenzoyl chloride
4-nitro-benzoyl-chloride
4--Nitrobenzoyl chloride
Benzoyl chloride, 4nitro
p-nitro- benzoyl chloride
pNitrobenzoic acid chloride
4nitrobenzoic acid chloride
SCHEMBL43141
4-nitro benzoic acid chloride
para-nitrobenzoic acid chloride
4-Nitrobenzoyl chloride, 98%
CHEMBL1599838
SCHEMBL16692347
NSC5381
STR01076
Tox21_200137
BBL012202
STL163544
AKOS005716884
FN45659
BENZOIC ACID, 4-NITRO, CHLORIDE
NCGC00091803-01
NCGC00091803-02
NCGC00257691-01
CAS-122-04-3
N0176
NS00007029
EN300-18044
A804833
Q27293518
F2190-0076
4-Nitrobenzoyl chloride, for HPLC derivatization, >=99.0% (GC)
204-517-4