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N-Benzylcinnamamide

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Identification
Molecular formula
C17H14N2O3
CAS number
341931-54-8
IUPAC name
N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide
State
State

At room temperature, N-Benzylcinnamamide is generally found in a solid state. It maintains stability under standard temperature and pressure conditions, which is typical of solid organic compounds with aromatic structures.

Melting point (Celsius)
165.00
Melting point (Kelvin)
438.15
Boiling point (Celsius)
334.00
Boiling point (Kelvin)
607.15
General information
Molecular weight
282.31g/mol
Molar mass
282.3120g/mol
Density
1.3230g/cm3
Appearence

The compound typically appears as a light yellowish to off-white solid that may form crystalline structures. It can have a slight aromatic odor characteristic of compounds with benzyl and phenolic groups. The appearance can vary depending on the degree of purity and crystalline form.

Comment on solubility

Solubility of N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide

N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide, with the molecular formula C17H14N2O3, demonstrates unique solubility characteristics due to its structural components. Here are some key insights regarding its solubility:

  • Solvent Compatibility: This compound is generally soluble in organic solvents such as ethanol and dimethyl sulfoxide (DMSO), attributed to its aromatic and polar functional groups.
  • Water Solubility: The presence of hydroxyl groups may slightly enhance its solubility in water, yet overall, it remains relatively insoluble due to the hydrophobic benzyl group.
  • pH Influence: Solubility can be affected by the pH of the solution. At varying pH levels, the ionization of the cyano and hydroxyl groups may lead to increased solubility in more alkaline conditions.
  • Temperature Dependence: Increasing temperature can generally enhance solubility for many organic compounds, including this one, which may dissolve better at elevated temperatures.

To sum up, while the solubility of N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide in water is limited, it shows a favorable profile in various organic solvents, making it more versatile in chemical applications.

Interesting facts

Interesting Facts About N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide

N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide is a fascinating compound with a rich array of properties and potential applications. Here are some intriguing aspects:

  • Structural Complexity: This compound features a unique structural arrangement that combines a benzyl group with a cyano moiety and a hydroxyl-substituted phenyl group. This complexity allows for diverse interactions and modifications which can enhance its chemical reactivity.
  • Biological Activity: Compounds of this nature often display interesting pharmacological properties. Research has indicated potential applications in medicinal chemistry, where similar structures are known to exhibit anticancer and anti-inflammatory activities.
  • Versatile Synthetic Pathways: The synthesis of N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide involves a series of strategic reactions. The ability to manipulate functional groups in the synthesis leads to variations that can be tailored for specific research purposes.
  • Role in Organic Synthesis: Given its reactive functional groups, this compound can serve as a building block for creating more complex molecules in organic synthesis, which is integral in developing new materials and drug candidates.
  • Environmental and Safety Considerations: As a compound with chemical reactivity, it is crucial to handle N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide with care, ensuring safe laboratory practices due to its potential biological activity.

The study of N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide exemplifies the intersection of organic chemistry and medicinal applications, highlighting the importance of structural diversity in the search for new therapeutics. As researchers continue to explore its properties, we may uncover pathways to innovative solutions in pharmacology.

Synonyms
134036-52-5
Tyrphostin B 42
Kinome_2843
CBiol_001717
CBiol_002062
KBioGR_000116
KBioSS_000116
2-Cyano-3-(3,4-dihydroxyphenyl)-N-(phenylmethyl)-2-propenamide
CHEMBL1974157
KBio2_000116
KBio2_002684
KBio2_005252
KBio3_000231
KBio3_000232
Bio1_000003
Bio1_000348
Bio1_000492
Bio1_000837
Bio1_000981
Bio1_001326
Bio2_000116
Bio2_000596
HMS3266M11
HMS3371P22
HMS3654C10
BCP01722
AKOS026750556
NCGC00016014-08
DB-042215
DB-062981
N-benzyl-3,4-dihydroxybenzylidenecyano-acetamide
Q27163982
OC(C=C(C=C1)/C=C(C#N)C(NCC2=CC=CC=C2)=O)=C1O