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2-Phenylacetyl chloride

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Identification
Molecular formula
C8H7ClO
CAS number
103-80-0
IUPAC name
2-phenylacetyl chloride
State
State

At room temperature, 2-phenylacetyl chloride is a liquid.

Melting point (Celsius)
-51.00
Melting point (Kelvin)
222.15
Boiling point (Celsius)
228.00
Boiling point (Kelvin)
501.15
General information
Molecular weight
154.59g/mol
Molar mass
154.5900g/mol
Density
1.1590g/cm3
Appearence

2-Phenylacetyl chloride is a clear to light yellow liquid.

Comment on solubility

Solubility of 2-phenylacetyl chloride

2-phenylacetyl chloride, a compound characterized by its chlorinated acyl group, displays interesting solubility properties:

  • Solvent Compatibility: This compound is known to be soluble in a variety of organic solvents, which makes it versatile in synthetic applications. Solvents such as chloroform, ether, and benzene are particularly effective.
  • Polarity: Due to the presence of the acyl chloride moiety, 2-phenylacetyl chloride exhibits significant polarity, which aids its solubility in polar organic solvents.
  • Insolubility in Water: One key aspect of 2-phenylacetyl chloride's solubility is its insolubility in water. This is primarily due to its hydrophobic aromatic ring and the strong intermolecular forces between water molecules.

As noted, "the solubility of a compound can often influence its reactivity and applications," therefore understanding how 2-phenylacetyl chloride interacts with various solvents can enhance its usability in chemical synthesis and research.

In summary, while 2-phenylacetyl chloride is soluble in many organic solvents, it remains insoluble in aqueous environments, making it a compound of interest in non-aqueous applications.

Interesting facts

Interesting Facts about 2-Phenylacetyl Chloride

2-Phenylacetyl chloride is a fascinating compound, particularly valued in the realm of organic synthesis. This acyl chloride derivative serves as a versatile reagent that is used in the preparation of various chemical compounds. Here are some intriguing aspects of this compound:

  • Role in Synthesis: 2-Phenylacetyl chloride is primarily utilized as an acylating agent. It can introduce a phenylacetyl group into different substrates, expanding the chemical diversity in synthetic organic chemistry.
  • Applications in Pharmaceuticals: This compound is significant in the pharmaceutical industry, being involved in the synthesis of certain key drugs. It acts as a building block for creating pharmaceutical intermediates.
  • Reactivity: As an acyl chloride, it readily reacts with nucleophiles, leading to the formation of amides and esters. This chemical reactivity is a crucial aspect for chemists looking to synthesize complex molecular structures.
  • Safety Considerations: When handling 2-phenylacetyl chloride, it is essential to exercise caution as it can be corrosive. Appropriate safety measures should be in place, including the use of personal protective equipment.
  • Historical Significance: The study and application of acyl chlorides like 2-phenylacetyl chloride have been pivotal in the development of various chemical processes since the early 20th century, showcasing the evolution of organic chemistry.

In summary, 2-Phenylacetyl chloride plays a critical role in organic synthesis and pharmaceutical production, demonstrating the interplay between chemical reactivity and real-world application. Its unique properties as an acyl chloride make it an important compound for chemists and a stepping stone for future innovations.

Synonyms
PHENYLACETYL CHLORIDE
103-80-0
Benzeneacetyl chloride
2-phenylacetyl chloride
phenyl acetyl chloride
Phenylacetic acid chloride
Acetyl chloride, phenyl-
Phenacetyl chloride
UN2577
PHENYLACETIC CHLORIDE
EINECS 203-146-5
UNII-T30899DRND
MFCD00000729
.alpha.-Phenylacetyl chloride
CCRIS 8623
T30899DRND
phenyl-acetyl chloride
AI3-23871
DTXSID6059281
Phenylacetyl Chloride(Benzeneacetyl Chloride)
UN 2577
UN-2577
Phenylacetylchloride
phenacetylchloride
BnCOCl
benzenacetyl chloride
phenyl acetylchloride
phenylacetyl-chloride
PhCH2COCl
2Phenylacetyl chloride
Cloruro de fenilacetilo
Acetyl chloride, phenyl
benzyl carbonyl chloride
Chlorure de phenylacetyle
2-phenyl acetyl chloride
2-phenyl-acetyl chloride
2-phenylethanoyl chloride
alphaPhenylacetyl chloride
alpha-Phenylacetyl chloride
phenyl acetic acid chloride
SCHEMBL1493
Phenylacetyl chloride, 98%
DTXCID6032770
STR00124
BBL011387
STL146489
AKOS000268752
Cloruro de fenilacetilo (Spanish DOT)
FP02656
Chlorure de phenylacetyle (French DOT)
s11991
DB-032093
NS00041340
P0129
EN300-65600
Phenylacetyl chloride [UN2577] [Corrosive]
Q27289593
F2190-0109
2-Phenylacetyl Chloride; 2-Phenylethanoyl Chloride; Phenylacetic Acid Chloride; Phenylacetic Chloride; Phenylacetyl Chloride; alpha-Phenylacetyl Chloride
203-146-5