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2-Chloro-N-(p-tolyl)acetamide

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Identification
Molecular formula
C9H10ClNO
CAS number
13310-51-1
IUPAC name
2-chloro-N-(p-tolyl)acetamide
State
State

At room temperature, 2-Chloro-N-(p-tolyl)acetamide is a solid. It is typically stored in a well-ventilated area due to its solid state and potential sublimation or decomposition at elevated temperatures.

Melting point (Celsius)
142.00
Melting point (Kelvin)
415.15
Boiling point (Celsius)
300.50
Boiling point (Kelvin)
573.65
General information
Molecular weight
185.64g/mol
Molar mass
185.6440g/mol
Density
1.2430g/cm3
Appearence

2-Chloro-N-(p-tolyl)acetamide is a crystalline solid with a white or off-white appearance. Its structure consists of an acetamide group attached to a p-tolyl group and a chlorine atom at the 2-position.

Comment on solubility

Solubility of 2-chloro-N-(p-tolyl)acetamide

2-chloro-N-(p-tolyl)acetamide, a compound featuring both aromatic and amide functional groups, exhibits intriguing solubility characteristics. To understand its solubility, consider the following:

  • Aromatic Character: The presence of the p-tolyl group often enhances the solubility of the compound in organic solvents due to the ability of aromatic systems to engage in π-π stacking interactions.
  • Amide Group: The amide functional group can engage in hydrogen bonding, which enhances solubility in polar solvents, especially water. However, the presence of chlorine may influence this interaction.
  • Polarity: The polarity of 2-chloro-N-(p-tolyl)acetamide suggests that it is more soluble in polar aprotic solvents like dimethyl sulfoxide (DMSO) or acetone than in non-polar solvents.

The compound is likely to exhibit moderate solubility in water due to its amide linkages, albeit it may face some steric challenges and reduced solubility because of the bulky p-tolyl group.

In summary, one can state that:

"The solubility of 2-chloro-N-(p-tolyl)acetamide is influenced by its functional groups, balancing between polar and non-polar characteristics."

Overall, the solubility of this compound is an interesting interplay of its structural components and solvent characteristics.

Interesting facts

Interesting Facts about 2-chloro-N-(p-tolyl)acetamide

2-chloro-N-(p-tolyl)acetamide is an intriguing compound with several noteworthy aspects:

  • Pharmaceutical Relevance: This compound belongs to a class of molecules often explored for their potential as pharmaceutical agents. It’s linked to studies around analgesic and anti-inflammatory properties.
  • Synthesis: The synthesis of 2-chloro-N-(p-tolyl)acetamide typically involves various organic reactions, making it a valuable example for students learning about electrophilic aromatic substitution and acylation.
  • Functional Groups: This compound includes several functional groups, such as the amide and chloro groups, which play critical roles in determining its reactivity and interactions within biological systems.
  • Applications in Research: Researchers often utilize derivatives of acetamides in the development of new drugs due to their ability to modulate biological activity. 2-chloro-N-(p-tolyl)acetamide can be a subject of study in medicinal chemistry.
  • Intriguing Properties: Compounds like 2-chloro-N-(p-tolyl)acetamide can demonstrate unique reactivity patterns, making them interesting for valency changes or substitutions in various chemical reactions.

As one delves deeper into the science of 2-chloro-N-(p-tolyl)acetamide, one might reflect on the words of the esteemed chemist Linus Pauling, who stated, “The best way to have a good idea is to have a lot of ideas.” This notion rings true within the realms of organic synthesis and drug discovery, highlighting the compound's relevance in advancing scientific knowledge.

Synonyms
2-chloro-N-(4-methylphenyl)acetamide
16634-82-5
2-Chloro-4-acetotoluidine
435-170-9
2-Chloro-N-(p-tolyl)acetamide
2-Chloro-4'-methylacetanilide
2-Chloro-p-acetotoluidide
MFCD00018910
2-Chloroaceto-p-toluidide
p-Toluene chloromethylamide
2-Chloro-4-acetotoluidide
N-(Chloroacetyl)-p-toluidine
Acetamide, 2-chloro-N-(p-tolyl)-
p-ACETOTOLUIDIDE, 2-CHLORO-
Acetamide, 2-chloro-N-(4-methylphenyl)-
2-Chloro-N-p-tolyl-acetamide
p-Methylchloroacetanilide
2-Chloro-N-p-tolylacetamide
4-Methyl-alpha-chloroacetanilide
N-(p-Tolyl)-alpha-chloroacetamide
NSC 8372
BRN 0638223
AI3-23536
NSC8372
EC 435-170-9
ACETAMIDE,2-CHLORO-N-(4-METHYLPHENYL)-
WLN: G1VMR D1
WLN: GR C1 FMV1
N-(p-tolyl) chloro-acetamide
SCHEMBL916728
SCHEMBL7800005
CHEMBL3334594
DTXSID9075113
JS-198C
n-(chloroacetyl)-4-methylaniline
4-Methyl-.alpha.-chloroacetanilide
ALBB-002258
NSC-8372
SBB004507
STK115001
N-(p-Tolyl)-.alpha.-chloroacetamide
AKOS000265715
N-(4-methylphenyl)-2-chloroacetamide
NCGC00661882-01
AC-18518
PD138946
ST078363
SY064020
DB-043647
NS00020754
EN300-01594
F78813
2-CHLORO-N~1~-(4-METHYLPHENYL)ACETAMIDE
Z56862730
F1791-1516