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Phenacyl chloride

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Identification
Molecular formula
C8H7ClO
CAS number
532-27-4
IUPAC name
2-chloro-1-phenyl-ethanone
State
State

At room temperature, phenacyl chloride is a solid. Its crystalline nature means it often appears in a powdered or crystal form when handled.

Melting point (Celsius)
41.00
Melting point (Kelvin)
314.15
Boiling point (Celsius)
256.00
Boiling point (Kelvin)
529.15
General information
Molecular weight
140.57g/mol
Molar mass
140.5720g/mol
Density
1.2430g/cm3
Appearence

Phenacyl chloride typically appears as a white to off-white crystalline solid. It can also appear as light yellow crystals. It is known for having a pungent odor.

Comment on solubility

Solubility of 2-chloro-1-phenyl-ethanone

2-chloro-1-phenyl-ethanone, often recognized for its unique chemical structure, presents interesting characteristics when it comes to solubility:

  • Solvent Interaction: The presence of both polar (chloro group) and non-polar (aromatic ring) functional groups allows for varied interactions with solvents. This compound is generally soluble in organic solvents like ethanol and acetone.
  • Water Solubility: However, due to its relatively large molecular size and non-polar characteristics, 2-chloro-1-phenyl-ethanone has limited solubility in water. This is commonly observed in many organic compounds.
  • Temperature Effect: As with many organic compounds, solubility may increase with temperature. Higher temperatures can enhance the solubility in organic solvents.

In conclusion, when considering the solubility of 2-chloro-1-phenyl-ethanone:

  1. It is soluble in organic solvents.
  2. Its solubility in water is minimal.
  3. Temperature can influence its solubility in various solvents.

This intriguing blend of properties highlights the complexity of solubility behavior in organic compounds.

Interesting facts

Interesting Facts about 2-Chloro-1-phenyl-ethanone

2-Chloro-1-phenyl-ethanone, commonly referred to as benzoyl chloride, is a fascinating compound with various applications and interesting properties. Here are some notable aspects:

  • Reactivity: This compound is known for its high reactivity due to the presence of both the carbonyl and the halogen functional groups. It readily participates in nucleophilic acyl substitution reactions, making it a valuable intermediate in the synthesis of various organic compounds.
  • Industrial Applications: 2-Chloro-1-phenyl-ethanone is predominantly utilized in the manufacture of pharmaceuticals and agrochemicals. Its derivatives are often employed in synthesizing vital drugs and pesticides, highlighting its significance in both medicinal and agricultural sectors.
  • Laboratory Use: In organic chemistry laboratories, this compound serves as a crucial reagent. Its ability to introduce the –COCl group efficiently enables chemists to create a diverse range of chemical derivatives.
  • Toxicity: Care should be taken when handling 2-chloro-1-phenyl-ethanone due to its toxic and corrosive nature. Safety precautions, such as working in a fume hood and wearing appropriate protective gear, are essential to minimize exposure risks.
  • Chiral Molecule: Interestingly, as a chiral molecule, 2-chloro-1-phenyl-ethanone can exist in different enantiomeric forms. This characteristic can be crucial in synthesizing enantiomerically pure compounds, adding depth to its applications in asymmetric synthesis.

In summary, 2-chloro-1-phenyl-ethanone exemplifies the interplay between structure and reactivity in organic compounds. Its role in industrial and laboratory settings illustrates the importance of such compounds in chemistry, demonstrating how they can significantly affect the development of new materials and drugs.

Synonyms
2-CHLOROACETOPHENONE
532-27-4
Phenacyl chloride
2-Chloro-1-phenylethanone
omega-Chloroacetophenone
CHLOROACETOPHENONE
alpha-Chloroacetophenone
Tear Gas
Mace (lacrimator)
Chloromethyl phenyl ketone
Ethanone, 2-chloro-1-phenyl-
Phenacylchloride
Chemical mace
Mace
1-Chloroacetophenone
Acetophenone, 2-chloro-
CN (lacrimator)
Chloracetophenone
Phenyl chloromethyl ketone
NCI-C55107
2-Chloro-1-phenylethan-1-one
.alpha.-Chloroacetophenone
2-Chloroacetophenone (CN)
2-Chloro-1-phenyl-ethanone
MFCD00000933
NSC 41666
.alpha.-Phenacyl chloride
.omega.-Chloroacetophenone
CHEMBL105712
DTXSID9020293
88B5039IQG
NSC-41666
a-Chloroacetophenone
DTXCID90293
Phenylchloromethylketone
Caswell No. 179C
CAS-532-27-4
?-Chloroacetophenone
CCRIS 2370
HSDB 972
Chloroacetophenone, 2-
EINECS 208-531-1
EPA Pesticide Chemical Code 018001
BRN 0507950
Benzeneacetaldehyde, a-chloro-
UNII-88B5039IQG
AI3-52322
Nutmeg fat
Nutmeg oleoresin
minyak bunga pala
minyak phuli pala
2-chloroacetophenon
Chloroacetyl benzene
mace oil east indian
Benzoylmethyl chloride
2-chloro acetophenone
2-chloro-acetophenone
I+/--chloroacetophenone
mace indonesia oil fg 5
UNII-9KKX6I0U7Z
WLN: G1VR
2-Chloroacetophenone, 98%
9KKX6I0U7Z
SCHEMBL55444
4-07-00-00641 (Beilstein Handbook Reference)
Chloroacetophenone (CN), solid [UN1697] [Poison]
(2-Chloro-1-oxoethyl)benzene
FEMA No. 2652
FEMA No. 2653
FEMA No. 2654
1-Phenyl-2-chloro-1-ethanone
BDBM7873
Chloroacetophenone (CN), solid
GTPL6285
PHENYL CHLOROMETHYLKETONE
Chloroacetophenone (CN), liquid
HSDB 1950
Mace (Myristica fragrans Houtt.)
CHLOROACETOPHENONE [MART.]
NCI-C56484
NSC41666
STR01480
Halomethyl Phenyl Ketone deriv. 21
Tox21_202075
Tox21_300045
NM-003
AKOS000200777
OMEGA-CHLOROACETOPHENONE [HSDB]
UN 1697
.OMEGA.-CHLOROACETOPHENONE [MI]
NCGC00091207-01
NCGC00091207-02
NCGC00091207-03
NCGC00091207-04
NCGC00091207-05
NCGC00254035-01
NCGC00259624-01
DB-013352
NS00020661
2-Chloroacetophenone, purum, >=98.0% (GC)
Q284209
Chloroacetophenone (CN), liquid [UN1697] [Poison]
Z57834468