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Acetanilide

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Identification
Molecular formula
C9H11NO
CAS number
103-88-8
IUPAC name
N-(m-tolyl)acetamide
State
State

N-(m-Tolyl)acetamide is a solid at room temperature. It manifests in the form of small crystal structures or as a crystalline powder. This physical state is typical of many organic amides.

Melting point (Celsius)
114.00
Melting point (Kelvin)
387.15
Boiling point (Celsius)
304.00
Boiling point (Kelvin)
577.15
General information
Molecular weight
149.19g/mol
Molar mass
149.1890g/mol
Density
1.0800g/cm3
Appearence

Acetanilide is a white solid. It often appears as a crystalline solid, meaning it is composed of a well-defined arrangement of molecules. It can also present as a fine powder. This compound lacks any distinctive color, maintaining a stark white coloration typically associated with purity in organic chemical compounds.

Comment on solubility

Solubility of N-(m-tolyl)acetamide

N-(m-tolyl)acetamide is an interesting organic compound with notable solubility characteristics. Its solubility is influenced by various factors, including temperature and the solvent used. Here’s what you need to know about its solubility:

  • Solvent Preference: N-(m-tolyl)acetamide is generally more soluble in organic solvents such as ethanol, methanol, and acetone. This high solubility in polar organic solvents can be attributed to its ability to form hydrogen bonds.
  • Solubility in Water: While it has some amphiphilic characteristics, its solubility in water is limited. Typically, compounds with lower molecular weights exhibit higher solubility in water, and in this case, N-(m-tolyl)acetamide's large aromatic groups hinder extensive solvation.
  • Temperature Effect: Like many organic compounds, the solubility of N-(m-tolyl)acetamide increases with temperature. Higher temperatures provide energy that facilitates the dissolution process, allowing the molecules to overcome intermolecular forces.

In summary, N-(m-tolyl)acetamide showcases a fascinating balance in its solubility properties. While it performs well in polar organic solvents, its aquatic solubility remains restricted due to its structural characteristics. Understanding these nuances can be pivotal for applications in chemical synthesis and pharmaceutical development.

Interesting facts

Interesting Facts About N-(m-tolyl)acetamide

N-(m-tolyl)acetamide is a fascinating amide compound that holds particular significance in various fields, especially in organic chemistry and medicinal applications. Here are some notable points to consider:

  • Chemical Structure: This compound features an acetamide group attached to a m-tolyl (or meta-toluene) moiety, which contributes to its unique properties and reactivity. The presence of the aromatic ring can affect the compound's electronic characteristics, making it a subject of interest for synthesis and reactivity studies.
  • Role in Organic Synthesis: N-(m-tolyl)acetamide serves as a valuable intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its versatility allows chemists to modify the compound further to create more complex derivatives that may exhibit enhanced biological activities.
  • Biological Activities: Compounds containing acetamide functionalities, like N-(m-tolyl)acetamide, have been observed to possess a range of biological activities. Research indicates potential applications as an analgesic or anti-inflammatory agent, contributing to the growing interest in its pharmacological evaluations.
  • Undergraduate Studies: For chemistry students, studying amides like N-(m-tolyl)acetamide can provide essential insights into amide bonding and aromatic stabilization. The compound presents an excellent opportunity to explore reactions, such as hydrolysis and condensation, highlighting its functional group reactivity.
  • Environmental Considerations: As with many organic compounds, understanding the environmental impact of N-(m-tolyl)acetamide is crucial. Investigating its biodegradability and the potential for accumulation in ecosystems is a vital step in assessing its safety for human and environmental health.

Overall, N-(m-tolyl)acetamide is not just a simple organic compound; it represents a bridge between basic chemical theory and real-world applications, encapsulating the essence of modern chemical research. Its multifaceted nature makes it a subject worthy of further exploration and appreciation in the scientific community.

Synonyms
3'-Methylacetanilide
537-92-8
N-Acetyl-m-toluidine
m-Acetotoluide
N-(3-METHYLPHENYL)ACETAMIDE
m-Acetotoluidide
m-Tolylacetamide
3-Acetamidotoluene
m-Methylacetanilide
Aceto-m-aminotoluene
Acetamide, N-(3-methylphenyl)-
Acetotoluide
N-m-Tolylacetamide
m-Acetotolidide
N-Acetyl-3-methylaniline
1-Acetamido-3-methylbenzene
N-Acetyl-n-toluidine
N-Acetoxy-3-toluidine
NSC 3103
CCRIS 5955
EINECS 208-678-1
DTXSID6024412
AI3-16907
KY86R0888B
NSC-3103
M-ACETOTOLUIDE [MI]
DTXCID304412
ACETYL-M-TOLUIDINE, N-
M-N-ACETYLTOLUIDINE
208-678-1
inchi=1/c9h11no/c1-7-4-3-5-9(6-7)10-8(2)11/h3-6h,1-2h3,(h,10,11
3-Methylacetanilide
m-Acetotoluidine
3-ACETYLAMINOTOLUENE
MFCD00014962
m-Methyl acetanilide
UNII-KY86R0888B
meta-Acetotoluidide
3\'-Methylacetanilide
SCHEMBL12133
WLN: 1VMR C1
3'-Methylacetanilide, 98%
MLS002415752
N-(3-Tolyl)acetic acid amide
N-ACETYL-META-TOLUIDINE
CHEMBL1528164
NSC3103
HMS3039L06
Tox21_200887
STK301244
AKOS003870217
AB01179
NCGC00091308-01
NCGC00091308-02
NCGC00258441-01
CAS-537-92-8
LS-13628
SMR001370913
SY081519
DB-013357
A0062
CS-0204499
NS00032847
3 inverted exclamation mark -Methylacetanilide
D88205
Q27282500