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4-methylbenzoyl chloride

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Identification
Molecular formula
C8H7ClO
CAS number
874-60-2
IUPAC name
4-methylbenzoyl chloride
State
State

4-Methylbenzoyl chloride is a liquid at room temperature.

Melting point (Celsius)
-17.00
Melting point (Kelvin)
256.15
Boiling point (Celsius)
218.00
Boiling point (Kelvin)
491.15
General information
Molecular weight
154.59g/mol
Molar mass
154.6060g/mol
Density
1.1620g/cm3
Appearence

4-Methylbenzoyl chloride is a colorless to pale yellow liquid. It can have a pungent odor and may become darker upon exposure to air or light due to decomposition.

Comment on solubility

Solubility of 4-methylbenzoyl chloride

4-methylbenzoyl chloride, with the chemical formula C9H9ClO, exhibits particular solubility characteristics that are essential to understand for its applications in chemical processes.

The solubility of this compound can be summarized as follows:

  • Solvent Compatibility: 4-methylbenzoyl chloride is generally soluble in organic solvents such as benzene, chloroform, and ether, making it suitable for reactions conducted in such media.
  • Water Solubility: This compound has low solubility in water due to its hydrophobic aromatic nature and the presence of the chlorine atom, which does not enhance solubility in polar solvents.
  • Temperature Dependence: The solubility of 4-methylbenzoyl chloride may increase with temperature, which is a common trend in organic compounds, but the extent can vary.

It is important to note that the solubility behavior of 4-methylbenzoyl chloride indicates that it is primarily utilized in non-aqueous reactions. For any practical application, always consider the solvent environment and ensure that it aligns with the physicochemical properties of the compound.

Interesting facts

Interesting Facts About 4-Methylbenzoyl Chloride

4-Methylbenzoyl chloride, an important compound in organic chemistry, has a variety of applications and properties that make it a subject of interest for both researchers and industry professionals. Here are some fascinating aspects of this compound:

  • Functional Group: As an acyl chloride, 4-methylbenzoyl chloride contains a reactive carbonyl group attached to a chlorine atom. This makes it highly useful in various chemical reactions, particularly in the synthesis of other organic compounds.
  • Applications: It serves as a crucial building block in the production of pharmaceuticals, dyes, and perfumes. Its ability to act as a chlorinating agent can help introduce carbonyl functions into different organic substrates.
  • Synthesis Reactions: The compound can be synthesized through the chlorination of 4-methylbenzoic acid. Such reactions often require careful temperature control and the use of reagents like thionyl chloride or oxalyl chloride to facilitate the conversion.
  • Reactivity: Due to its electrophilic nature, 4-methylbenzoyl chloride readily participates in nucleophilic acyl substitution reactions. This property allows it to react with a range of nucleophiles, which further expands its utility in synthetic organic chemistry.
  • Safety Considerations: Like many chlorinated compounds, safety precautions are essential when handling 4-methylbenzoyl chloride. It is advisable to use appropriate personal protective equipment (PPE), including gloves and goggles, as it can be irritating to skin and eyes.

In the words of a renowned chemist, "Understanding the properties and reactions of acyl chlorides opens doors to a myriad of synthetic pathways." With its diverse applications and reactivity, 4-methylbenzoyl chloride exemplifies the dynamic realm of organic chemistry, showcasing how small molecular changes can lead to significant functional transformations.


Synonyms
4-Methylbenzoyl chloride
p-TOLUOYL CHLORIDE
874-60-2
Benzoyl chloride, 4-methyl-
p-Methylbenzoyl chloride
4-Toluoyl chloride
p-Toluic acid chloride
p-Toluyl chloride
4-Methylbenzoic acid chloride
EINECS 212-864-8
UNII-092E36PWL4
BRN 0471492
CCRIS 8620
DTXSID5052595
092E36PWL4
DTXCID2031168
4-09-00-01733 (Beilstein Handbook Reference)
4-METHYLBENZENECARBONYL CHLORIDE
inchi=1/c8h7clo/c1-6-2-4-7(5-3-6)8(9)10/h2-5h,1h
nquvcrccrxrjck-uhfffaoysa-n
4-Methylbenzoylchloride
P-METHYL BENZOYL CHLORIDE
4-Methyl-Benzoyl Chloride
p-Toluoyl chloride
4-toluoylchloride
p-toloyl chloride
rho-toluoyl chloride
MFCD00000696
para-toluoyl chloride
4-methybenzoyl chloride
4-methyl-benzoylchloride
4-methylbenzoic chloride
4-methyl benzoyl chloride
p-Toluoyl chloride, 98%
SCHEMBL2310
CHEMBL3561345
STR00001
Tox21_303832
BBL027306
STL370311
AKOS009156716
NCGC00357105-01
CAS-874-60-2
NS00039194
T0311
EN300-33500
p-Toluoyl chloride, purum, >=98.0% (GC)
F71124
A842222
Q27236446
F2190-0041