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Benzoyl chloride

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Identification
Molecular formula
C7H5ClO
CAS number
98-88-4
IUPAC name
benzoyl chloride
State
State

At room temperature, benzoyl chloride is a liquid. It is typically handled and stored in sealed containers to prevent exposure to moisture, as it reacts with water.

Melting point (Celsius)
-1.00
Melting point (Kelvin)
272.15
Boiling point (Celsius)
197.30
Boiling point (Kelvin)
470.45
General information
Molecular weight
140.57g/mol
Molar mass
140.5700g/mol
Density
1.2130g/cm3
Appearence

Benzoyl chloride is a colorless, fuming liquid. It has a pungent odor that is typical of acyl chlorides. Due to its reactivity, it should be handled with care as it can cause burns on contact with skin or other tissues.

Comment on solubility

Solubility of Benzoyl Chloride

Benzoyl chloride, with the chemical formula C7H5ClO, is a colorless liquid with a pungent odor. Its solubility properties are quite fascinating and important for various chemical applications. Understanding the solubility can provide insights into its reactivity and usage in synthesis.

Solubility Characteristics:

  • Solvent Compatibility: Benzoyl chloride is soluble in organic solvents such as ether, benzene, and chloroform.
  • Water Solubility: It is insoluble in water due to its hydrophobic nature and the presence of the bulky benzoyl group.
  • Temperature Effects: Solubility can be affected by temperature, where increased temperature often leads to a higher degree of solubility in organic solvents.

As a result of these characteristics, benzoyl chloride is often utilized in reactions with substances that are soluble in organic media. As emphasized, this specificity for organic solvents plays a crucial role in its application as a reagent in organic syntheses, particularly in acylation reactions.

In summary, the solubility of benzoyl chloride not only influences its reactivity but also dictates its practical uses in the chemical industry, making an understanding of its solubility an essential consideration for chemists.

Interesting facts

Interesting Facts about Benzoyl Chloride

Benzoyl chloride is an intriguing compound with a variety of applications and properties that make it a subject of scientific interest. Here are some captivating facts:

  • Organic Synthesis: Benzoyl chloride is widely used in organic chemistry as a versatile reagent for synthesizing aromatic compounds. It acts as a key building block in the formation of esters, amides, and ketones.
  • Precursor to Benzoyl Peroxide: This compound serves as an essential precursor to benzoyl peroxide, a well-known agent used in acne treatment. Benzoyl peroxide is prized for its ability to kill bacteria and promote skin exfoliation.
  • Chemical Behavior: It is classified as an acyl chloride, meaning it has a strong tendency to react with water, alcohols, and amines. This reactivity allows it to participate in nucleophilic acyl substitution reactions, making it a vital reagent in synthetic chemistry.
  • Industrial Uses: Beyond the laboratory, benzoyl chloride has numerous industrial applications. It is utilized in the production of dyes, plastics, and pharmaceuticals, demonstrating its versatility across different sectors.
  • Precautionary Measures: Due to its corrosive nature and potential to produce harmful vapors, handling benzoyl chloride requires strict laboratory safety protocols. It is crucial to use personal protective equipment (PPE) when working with this compound.

In summary, benzoyl chloride is a fascinating compound with essential roles in both academic and industrial settings. As a component in various reactions and products, its study enhances our understanding of organic chemistry and its practical applications.

Synonyms
BENZOYL CHLORIDE
98-88-4
Benzenecarbonyl chloride
Benzoic acid, chloride
Benzoylchloride
alpha-Chlorobenzaldehyde
benzoic acid chloride
Benzaldehyde, alpha-chloro-
CCRIS 802
HSDB 383
EINECS 202-710-8
UNII-VTY8706W36
BRN 0471389
DTXSID9026631
CHEBI:82275
BenzoylChloride-13C7
VTY8706W36
Benzoyl Chloride-13C6
Benzaldehyde, .alpha.-chloro-
DTXCID106631
EC 202-710-8
4-09-00-00721 (Beilstein Handbook Reference)
benzoylchlorid
Cloruro de benzoilo
Benzoyl chloride, ReagentPlus(R), >=99%
UN1736
benzoyl chlorid
benzoyl choride
bezoyl chloride
benzoic chloride
BzCl
benzoyl chloride-
PhCOCl
Bz-Cl
MFCD00000653
Benzoyl chloride [UN1736] [Corrosive]
.alpha.-Chlorobenzaldehyde
Benzaldehyde, |A-chloro-
SCHEMBL1241
BENZOIC ACID,CHLORIDE
BENZOYL CHLORIDE [MI]
Benzoyl Chloride, ACS reagent
BENZOYL CHLORIDE [HSDB]
CHEMBL2260719
Benzoyl chloride, AR, >=99%
Benzoyl chloride, LR, >=99%
CS-B1785
RKA30867
Tox21_200431
STL264120
Benzoyl chloride, ACS reagent, 99%
AKOS000121308
FB01298
UN 1736
CAS-98-88-4
Benzoyl chloride, purum, >=99% (GC)
Benzoyl chloride, ReagentPlus(R), 99%
NCGC00248610-01
NCGC00257985-01
Benzoyl chloride, p.a., 98-100.5%
PS-10801
DB-002645
DB-051009
B0105
DIBENZOYL CHLORIDE (BENZOYL CHLORIDE)
NS00008514
Benzoyl chloride, SAJ first grade, >=98.0%
C19168
A845919
Q412825
InChI=1/C7H5ClO/c8-7(9)6-4-2-1-3-5-6/h1-5
202-710-8