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Acetanilide

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Identification
Molecular formula
C8H9NO
CAS number
103-84-4
IUPAC name
N-phenylacetamide
State
State

At room temperature, acetanilide exists as a solid. Despite its historical use in pharmaceuticals, today it is primarily relegated to the laboratory setting as a precursor in the synthesis of other chemical compounds.

Melting point (Celsius)
114.30
Melting point (Kelvin)
387.45
Boiling point (Celsius)
304.00
Boiling point (Kelvin)
577.00
General information
Molecular weight
135.17g/mol
Molar mass
135.1660g/mol
Density
1.2190g/cm3
Appearence

Acetanilide appears as a white, crystalline solid. It is often used within laboratories for its analgesic and fever-reducing properties and is known for its lusterless and somewhat greasy texture.

Comment on solubility

Solubility of N-phenylacetamide (C8H9NO)

N-phenylacetamide, also known as acetanilide, exhibits unique solubility characteristics that are important in various applications. This organic compound is primarily soluble in organic solvents and demonstrates limited solubility in water. Here are some key points regarding its solubility:

  • Solvents: N-phenylacetamide is readily soluble in polar organic solvents such as ethanol, acetone, and dichloromethane.
  • Water solubility: Its solubility in water is relatively low due to the hydrophobic phenyl group, with approximately 0.5 g per 100 mL at room temperature.
  • Temperature dependence: Solubility can increase with temperature; thus, heating may be employed to dissolve it in more polar solvents.

In summary, while N-phenylacetamide has limited water solubility, its solubility in various organic solvents makes it a versatile compound for chemical syntheses and applications. Understanding these solubility properties is crucial for effective handling and application in both laboratory and industrial settings.

Interesting facts

Interesting Facts about N-phenylacetamide

N-phenylacetamide, a fascinating organic compound, has captured the interest of many scientists and chemistry students alike. This compound presents an intriguing combination of a phenyl group and an acetamide functionality, making it an important subject of study in both organic chemistry and pharmaceuticals.

Key Characteristics:

  • Pharmaceutical Importance: N-phenylacetamide is often explored for its potential therapeutic properties, particularly as an intermediate in the synthesis of various drugs.
  • Versatile Applications: Due to its structure, it serves as a precursor in the production of other important compounds, showcasing the creativity involved in organic synthesis.
  • Research Interest: Its unique chemical properties inspire ongoing research into novel applications, particularly in the fields of medicinal chemistry and drug development.

Chemical Behavior:

  • Reactivity: The amide bond in N-phenylacetamide is relatively stable, allowing it to participate in various chemical reactions with other reagents, which is crucial for synthetic pathways.
  • Hydrophilic and Hydrophobic Attributes: The presence of both a polar amide group and a nonpolar phenyl group contributes to its amphiphilic nature, making it interesting for studies related to molecular interactions and solubility.

In the realm of chemistry, understanding the properties and potential applications of compounds like N-phenylacetamide enriches our knowledge and capabilities. As Richard Feynman once said, "The only thing that is absolutely necessary is that you not be a lazy scientist." This sentiment rings true, especially when exploring the multifaceted chemistry of compounds such as this one!

Synonyms
acetanilide
N-Phenylacetamide
103-84-4
Acetamidobenzene
Antifebrin
Acetanilid
Acetanil
N-Acetylaniline
Acetylaniline
Acetamide, N-phenyl-
Phenalgene
Acetic acid anilide
Acetylaminobenzene
Acetoanilide
Phenalgin
Aniline, N-acetyl-
Benzenamine, N-acetyl-
USAF EK-3
N-acetylarylamine
NSC 7636
N-Acetylaminobenzene
Acetanilidum
Antifebrinum
Caswell No. 003E
AN [Analgesic]
Acetic acid amide, N-phenyl-
MFCD00008674
Ethananilide
CCRIS 4452
Acetanilide (Antifebrin)
HSDB 2665
NSC-7636
EINECS 203-150-7
UNII-SP86R356CC
N-Phenyl-acetamide
SP86R356CC
DTXSID2022543
CHEBI:28884
AI3-01045
Acetanilide (Acetylaniline)
NSC-203231
DTXCID602543
NSC7636
AN (Analgesic)
N-Phenylacetamide;N-Phenylacetamide
NCGC00091326-01
ACETANILIDE MELTING POINT STANDARD
ACETANILIDE (MART.)
ACETANILIDE [MART.]
ACETANILIDE (USP-RS)
ACETANILIDE [USP-RS]
N-Phenylacetamide (Acetanilide)
Acetamide, N-(phenyl-13C6)-
N-phenylethanamide
Acetanilide [NF]
CAS-103-84-4
SMR001306799
PARACETAMOL IMPURITY D (EP IMPURITY)
PARACETAMOL IMPURITY D [EP IMPURITY]
PhNHAc
N-phenyl acetamide
Acetanilide, 99%
Spectrum_000178
AZOBENZENE_met003
ACETANILIDE [MI]
Spectrum2_001434
Spectrum3_000935
Spectrum4_001034
Spectrum5_000989
ACETANILIDE [HSDB]
WLN: 1VMR
ACETANILIDE [VANDF]
ACETANILIDUM [HPUS]
SCHEMBL24681
ACETANILIDE [WHO-DD]
KBioGR_001587
KBioSS_000658
MLS002207284
MLS002415707
DivK1c_000073
SPECTRUM1501173
SPBio_001568
CHEMBL269644
SCHEMBL14255226
Acetanilide, LR, >=98.5%
HMS500D15
KBio1_000073
KBio2_000658
KBio2_003226
KBio2_005794
KBio3_001970
NINDS_000073
ACETANILIDE (RING-13C6)
ACETIC ACID,AMIDE,N-PHENYL
BCPP000440
HMS1921N07
HMS2092J11
HMS2234E18
HMS3374L04
HMS3651D07
Pharmakon1600-01501173
BCP02363
Tox21_111113
Tox21_200925
CCG-38984
NSC757879
s2538
STK046402
AKOS000121114
Tox21_111113_1
ACETIC ACID, AMIDE, N-PHENYL-
BCP9000226
FA17107
NSC-757879
Acetanilide, NIST(R) SRM(R) 141d
IDI1_000073
NCGC00091326-02
NCGC00091326-03
NCGC00091326-04
NCGC00091326-06
NCGC00258479-01
AS-13389
SBI-0051673.P002
A3272
CS-0010112
NS00003596
SW220057-1
EN300-26568
C07565
D72485
AB00052235_07
AB00052235_08
Acetanilide, purified by sublimation, >=99.9%
Acetanilide, puriss. p.a., >=99.5% (CHN)
N-Phenylacetamide;N-Acetyl-benzenamine;Antifebrin
AH-034/32461060
Q421761
SR-05000001777
SR-05000001777-1
BRD-K11094367-001-04-4
BRD-K11094367-001-09-3
BRD-K11094367-001-10-1
Z27782600
F0808-0907
Acetanilide, zone-refined, purified by sublimation, >=99.95%
Acetanilide Melting Point Standard, United States Pharmacopeia (USP) Reference Standard
InChI=1/C8H9NO/c1-7(10)9-8-5-3-2-4-6-8/h2-6H,1H3,(H,9,10
203-150-7
Acetanilide melting point standard, Pharmaceutical Secondary Standard; Certified Reference Material