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Phenylacetone

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Identification
Molecular formula
C9H10O
CAS number
103-79-7
IUPAC name
1-phenylpropan-2-one
State
State

Phenylacetone is a liquid at room temperature.

Melting point (Celsius)
-15.00
Melting point (Kelvin)
258.15
Boiling point (Celsius)
216.00
Boiling point (Kelvin)
489.15
General information
Molecular weight
134.18g/mol
Molar mass
134.1790g/mol
Density
1.0148g/cm3
Appearence

Phenylacetone is a colorless to slightly yellow liquid. It has a distinct sweet, floral odor and is transparent in appearance.

Comment on solubility

Solubility of 1-phenylpropan-2-one

1-phenylpropan-2-one, also known as acetophenone, exhibits some unique solubility characteristics that are worth noting. This compound is generally recognized for its moderate solubility in various solvents, which can be attributed to its molecular structure.

Key Points About Solubility:

  • Solvent Preferences: 1-phenylpropan-2-one is soluble in organic solvents such as ethanol, acetone, and diethyl ether.
  • Water Solubility: This compound has limited solubility in water due to the presence of the hydrophobic phenyl group, making it less likely to interact with water molecules.
  • Temperature Effects: Like many organic compounds, its solubility may increase with temperature, allowing for greater dissolution in solvents.

In summary, while 1-phenylpropan-2-one shows moderate solubility in organic solvents, it is poorly soluble in water. Understanding its solubility behavior is crucial for applications in various fields, including organic synthesis and fragrance formulation.

Interesting facts

Interesting Facts About 1-Phenylpropan-2-one

1-Phenylpropan-2-one, often referred to in scientific circles as a key intermediate in organic synthesis, is an intriguing organic compound that piques the interest of chemists for several reasons:

  • Commonly Known As: This compound is also known as acetophenone, a name derived from its structure which features both an acetyl and phenyl group.
  • Role in Organic Chemistry: It serves as a crucial building block in the manufacture of various pharmaceuticals and aroma compounds, making it essential in the fields of medicinal chemistry and fragrance creation.
  • Synthetic Pathways: There are multiple methods for synthesizing 1-phenylpropan-2-one, including the Friedel-Crafts acylation of benzene with acetic anhydride. Such methods highlight the compound's reactivity and versatility in organic transformations.
  • Mechanistic Insight: The compound’s structure allows it to participate in electrophilic aromatic substitution reactions, further underscoring its importance in synthetic organic chemistry.
  • Real-World Applications: Its derivatives are often used in the production of fragrances, flavoring agents, and even plastics, making it a valuable compound in various industrial applications.

In summary, 1-phenylpropan-2-one is more than just a reactive compound; it is a cornerstone of organic synthesis that illustrates the fascinating interplay of structure and function in chemistry. As the famous chemist Jan Baptist van Helmont once said, "All substances are defined by the relationship of their parts," highlighting the importance of understanding compounds like 1-phenylpropan-2-one in the broader context of chemical science.


Synonyms
Phenylacetone
1-phenylpropan-2-one
1-Phenyl-2-propanone
103-79-7
Benzyl methyl ketone
Methyl benzyl ketone
Phenyl-2-propanone
1-Phenylacetone
2-Propanone, 1-phenyl-
3-Phenyl-2-propanone
Phenylmethyl methyl ketone
phenyl acetone
1-phenyl-propan-2-one
136675-26-8
EINECS 203-144-4
O7IZH10V9Y
phenyl 2-propanone
AI3-02938
NSC-9827
PHENYLACETONE [MI]
phenylaceton
CHEMBL3800510
CHEBI:52052
HSDB 8385
AMFETAMINE SULFATE IMPURITY B [EP IMPURITY]
NSC 9827
Phenylacetone, 99%
AMFETAMINE SULFATE IMPURITY B (EP IMPURITY)
UNII-O7IZH10V9Y
(phenyl)acetone
Phenyl2propanone
DEA No. 8501
alphaPhenylacetone
1Phenyl2propanone
1Phenylpropan2one
3Phenyl2propanone
methylbenzyl ketone
2Propanone, 1phenyl
1-phenyl propanedione
1-Phenylpropane-2-one
SCHEMBL43943
ghl.PD_Mitscher_leg0.660
DTXSID1059280
SCHEMBL13341529
NSC9827
Phenylacetone, analytical standard
BCP22277
BDBM50167968
STL373560
AKOS004905656
FP26929
NS00017966
A800807
Q418831
InChI=1/C9H10O/c1-8(10)7-9-5-3-2-4-6-9/h2-6H,7H2,1H
203-144-4