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4'-Aminopropiophenone

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Identification
Molecular formula
C9H11NO
CAS number
15443-04-6
IUPAC name
1-(4-aminophenyl)propan-1-one
State
State

At room temperature, 4'-aminopropiophenone is a solid. Its crystalline structure is typical for aromatic ketones with an amine substitution.

Melting point (Celsius)
96.00
Melting point (Kelvin)
369.15
Boiling point (Celsius)
307.00
Boiling point (Kelvin)
580.15
General information
Molecular weight
149.19g/mol
Molar mass
149.1880g/mol
Density
1.0715g/cm3
Appearence

4'-Aminopropiophenone is typically found as a white crystalline powder. It is an aromatic ketone and possesses an amine group, contributing to its distinct structure.

Comment on solubility

Solubility of 1-(4-aminophenyl)propan-1-one (C9H11NO)

1-(4-aminophenyl)propan-1-one, also known as 4-aminophenylacetone, exhibits distinct solubility characteristics due to its molecular structure. Understanding its solubility profile is essential when considering its applications in various chemical processes. Here are some key points regarding its solubility:

  • Solvent Compatibility: This compound is mostly soluble in organic solvents such as ethanol and dimethyl sulfoxide (DMSO). It shows limited solubility in water owing to the hydrophobic nature of the alkyl chain.
  • Amine Group Impact: The presence of the amino group (-NH2) can facilitate interactions with polar solvents; however, steric effects from other moieties may hinder full solubility.
  • Temperature Influence: Solubility tends to increase with temperature, which is a common trend observed in many organic compounds. This means that heating a solution can enhance the dissolution of 1-(4-aminophenyl)propan-1-one.
  • pH Sensitivity: The solubility may also be affected by pH levels. Altering the pH can lead to protonation of the amine group, potentially enhancing solubility in aqueous solutions.

In conclusion, while 1-(4-aminophenyl)propan-1-one has limited solubility in water, its behavior in organic solvents and the influence of temperature and pH are key factors to consider in practical applications. Understanding these details can greatly aid in the effective utilization of this compound in various chemical contexts.

Interesting facts

Interesting Facts about 1-(4-Aminophenyl)propan-1-one

1-(4-Aminophenyl)propan-1-one, often referred to as a ketone derivative, is a fascinating compound with various applications and historical significance in the field of chemistry. Here are some noteworthy points:

  • Structural Insight: The compound features a propanone backbone, where the amino group is positioned at the para position relative to the phenyl group. This particular arrangement plays a significant role in its reactivity and properties.
  • Pharmaceutical Relevance: Compounds similar to 1-(4-aminophenyl)propan-1-one have garnered attention in medicinal chemistry, particularly for their potential roles as intermediates in drug synthesis. The amino group allows for further modifications, which can enhance biological activity.
  • Historical Usage: Related derivatives have been utilized in various chemical processes, including the synthesis of dyes and pharmaceuticals. This highlights the compound's versatile applications throughout chemical history.
  • Synthesis and Reactions: The synthesis of this compound can be achieved through the Friedel-Crafts acylation reaction or other classically used methods in organic chemistry. Its reactivity is particularly interesting due to the presence of both a ketone and an amine.
  • Analytical Techniques: Chemists often employ techniques such as NMR (Nuclear Magnetic Resonance) and IR (Infrared Spectroscopy) to study and confirm the structure of this compound, giving insight into the functional groups and molecular interactions present.

In summary, 1-(4-aminophenyl)propan-1-one exemplifies how a single compound can span across diverse fields, from organic synthesis to medicinal applications. As chemists explore its properties, the potential for new discoveries remains vast and exciting.

Synonyms
4'-Aminopropiophenone
70-69-9
1-(4-aminophenyl)propan-1-one
p-Aminopropiophenone
4-Aminopropiophenone
1-(4-Aminophenyl)-1-propanone
1-Propanone, 1-(4-aminophenyl)-
Propiophenone, 4'-amino-
USAF uctl-1856
Ethyl p-aminophenyl ketone
4-propionylaniline
1-Propanone,1-(4-aminophenyl)-
MFCD00017113
NSC 3187
EINECS 200-742-7
UNII-79GF917W6U
BRN 2802691
AI3-14675
HSDB 7963
NSC-3187
DTXSID7021738
P-AMINOPROPIOPHENONE [MI]
79GF917W6U
4-14-00-00139 (Beilstein Handbook Reference)
WLN: ZR DV2
Paraminopropiophenone
Propiophenone, 4'-amino
Propiophenone, 4-amino-
p-propionyl aniline
Para-aminopropiophenone
4''-Aminopropiophenone
NCIOpen2_003525
SCHEMBL221282
DTXCID601738
CHEMBL3278330
BDBM81782
NSC3187
1-(4'-aminophenyl)-propan-1-one
CAS_6270
NSC_6270
NSC404994
STL280257
AKOS005208691
FA70236
NSC-404994
AC-16297
AS-19272
CS-0152655
NS00037092
C13924
EN300-116093
A836965
AE-641/00195035
Q4637033
Z1203578051