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3-Nitrobenzoyl chloride

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Identification
Molecular formula
C7H4ClNO3
CAS number
121-92-6
IUPAC name
3-nitrobenzoyl chloride
State
State

At room temperature, 3-nitrobenzoyl chloride is typically in a solid state.

Melting point (Celsius)
39.00
Melting point (Kelvin)
312.15
Boiling point (Celsius)
261.00
Boiling point (Kelvin)
534.15
General information
Molecular weight
185.57g/mol
Molar mass
185.5640g/mol
Density
1.4320g/cm3
Appearence

3-Nitrobenzoyl chloride is a yellow crystalline solid. It typically appears as a fine powder or small crystalline shards, with a pale yellow to slightly brown tint. It has an irritating odor characteristic of acid chlorides.

Comment on solubility

Solubility of 3-nitrobenzoyl chloride

3-nitrobenzoyl chloride is primarily recognized for its reactivity rather than its solubility characteristics. As an aromatic compound, its solubility can often be influenced by the presence of polar functional groups. Generally speaking:

  • Moderately soluble in organic solvents such as ethyl acetate and chloroform.
  • Insignificantly soluble in water due to the hydrophobic nature of the aromatic ring.
  • May form solutions in polar aprotic solvents because of its electrophilic carbonyl group.

With polar solvents, 3-nitrobenzoyl chloride can exhibit varying degrees of solubility influenced by solvent polarity. In summary, while it is not water-soluble, it can dissolve well in organic mediums, which makes it useful in various synthetic applications.

Interesting facts

Interesting Facts About 3-Nitrobenzoyl Chloride

3-Nitrobenzoyl chloride is a fascinating compound that plays a significant role in organic chemistry and industrial applications. Here are some compelling facts about this compound:

  • Reactivity: The introduction of the nitro group in the benzene ring enhances the reactivity of the benzoyl chloride, making it an excellent electrophile in acylation reactions.
  • Applications: It is widely employed in the synthesis of various pharmaceuticals and agrochemicals, owing to its versatility in forming amides and esters.
  • Synthesis: Typically synthesized through the nitration of benzoyl chloride, this compound exemplifies how simple modifications can lead to significant changes in functional properties.
  • Safety Precautions: As a reactive chemical, it is essential to handle 3-nitrobenzoyl chloride with care. Proper safety equipment such as gloves and goggles should always be worn to prevent exposure during experiments.
  • Environmental Considerations: The reaction processes involving this compound can produce hazardous byproducts, so it is crucial to explore greener alternatives or methods to minimize environmental impact.

In summary, 3-nitrobenzoyl chloride not only demonstrates the beauty of chemical intricacies but also invites chemists to delve deeper into its reactivity and potential applications. As Sir Isaac Newton once said, "What we know is a drop, what we don’t know is an ocean," and compounds like these are reminders of how much more there is to discover in the world of chemistry.


Synonyms
3-Nitrobenzoyl chloride
121-90-4
M-NITROBENZOYL CHLORIDE
Benzoyl chloride, 3-nitro-
Benzoyl chloride, m-nitro-
CCRIS 1186
Chlorid kyseliny m-nitrobenzoove
3-Nitro-benzoyl chloride
NSC 5380
EINECS 204-505-9
BRN 0777186
Chlorid kyseliny m-nitrobenzoove [Czech]
DTXSID9025740
AI3-14869
3-NITROBENZOIC ACID CHLORIDE
DTXCID105740
NSC-5380
m-nitrobenzoylchloride
m-Nitrobenzoylchlorid
MFCD00007247
3-Nitrobenzoylchloride
3-nitro-benzoylchloride
5-nitrobenzoyl chloride
m-nitro benzoyl chloride
3-nitro benzoyl chloride
WLN: WNR CVG
meta-nitrobenzoyl chloride
QAX5Y35ZPW
SCHEMBL206387
3-Nitrobenzoyl chloride, 98%
CHEMBL1517721
SCHEMBL12364178
NXTNASSYJUXJDV-UHFFFAOYSA-
NITROBENZOYL CHLORIDE, M-
NSC5380
Tox21_201094
3-NITROBENZOIC ACID, CHLORIDE
AKOS009029172
NCGC00091584-01
NCGC00091584-02
NCGC00258646-01
CAS-121-90-4
PS-10702
DB-041638
N0174
NS00021571
EN300-19177
E78883
3-Nitrobenzoyl chloride, purum, >=99.0% (T)
A804811
F2190-0075
InChI=1/C7H4ClNO3/c8-7(10)5-2-1-3-6(4-5)9(11)12/h1-4H
204-505-9