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N,N-diethyl-2-(1-naphthyloxy)propanamide

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Identification
Molecular formula
C19H23NO2
CAS number
29732-34-1
IUPAC name
N,N-diethyl-2-(1-naphthyloxy)propanamide
State
State

N,N-diethyl-2-(1-naphthyloxy)propanamide is generally in a liquid state at room temperature. Its low melting point allows it to remain in the liquid state unless subjected to temperatures well below room temperature.

Melting point (Celsius)
-20.00
Melting point (Kelvin)
253.20
Boiling point (Celsius)
355.40
Boiling point (Kelvin)
628.60
General information
Molecular weight
271.36g/mol
Molar mass
271.3630g/mol
Density
1.0360g/cm3
Appearence

N,N-diethyl-2-(1-naphthyloxy)propanamide is typically found as a colorless to pale yellow liquid. It may appear slightly viscous depending on the purity and specific conditions of the storage and synthesis. It is often used as an intermediate in organic synthesis and may have a faint aromatic odor.

Comment on solubility

Solubility of N,N-Diethyl-2-(1-naphthyloxy)propanamide

N,N-Diethyl-2-(1-naphthyloxy)propanamide is a compound that presents unique solubility characteristics, largely influenced by its chemical structure. Being an amide, its solubility in various solvents can be summarized as follows:

  • Polar solvents: This compound tends to be less soluble in water due to the presence of the bulky naphthyl group, which hinders its ability to interact with polar water molecules.
  • Organic solvents: It shows significantly better solubility in organic solvents such as ethanol, acetone, and dichloromethane. This is primarily due to the non-polar characteristics of the naphthalene moiety, allowing for better solute-solvent interactions.
  • Amphipathic nature: The molecule bears both polar and non-polar characteristics, which means it can interact with a range of solvents, although its solubility may not be uniform across different temperature ranges.

As a general observation, when considering the solubility of N,N-diethyl-2-(1-naphthyloxy)propanamide, it is important to consider:

  1. The impact of the functional groups present in the compound on solvation.
  2. The type of solvent environment, as this greatly influences its solubility behavior.
  3. Temperature and pressure conditions, which can alter solubility dynamics.

In summary, while N,N-diethyl-2-(1-naphthyloxy)propanamide may not be highly soluble in water, it thrives in non-polar organic environments, showcasing the diverse solubility landscape inherent in organic compounds.

Interesting facts

Interesting Facts about N,N-Diethyl-2-(1-naphthyloxy)propanamide

N,N-Diethyl-2-(1-naphthyloxy)propanamide is a fascinating compound that falls within the class of amides, known for their diverse chemical properties and applications. This compound is structurally unique, comprising a naphthalene moiety that lends significant characteristics to its behavior. Here are some intriguing facts about this compound:

  • Chemical Significance: The naphthalene nucleus in the structure provides exceptional *aromatic stability*, making the compound interesting for various chemical reactions.
  • Pharmaceutical Relevance: Some analogs of diethyl amides have shown potential in medicinal chemistry, especially in drug design and development. The *naphthyloxy group* is particularly noteworthy for its role in influencing *biological activity*.
  • Synthesis: The synthesis of N,N-diethyl-2-(1-naphthyloxy)propanamide can involve multiple steps and requires careful handling of reagents. It typically involves the reaction of naphthol with a suitable amine under controlled conditions.
  • Applications: Beyond medicinal applications, compounds of this type can serve as effective intermediates in the synthesis of various complex organic structures. They can also be explored in the fields of materials science and nanotechnology.
  • Research Potential: Its unique structure makes it a subject of interest for ongoing research in the field of chemical biology, specifically in studying its interactions with *biomolecules*.

In the words of chemist Linus Pauling, "The best way to have a good idea is to have a lot of ideas." Compounds like N,N-diethyl-2-(1-naphthyloxy)propanamide exemplify this principle, with their intricate structures leading to a myriad of possibilities in research and application.

Synonyms
Napropamide
15299-99-7
Napropamid
Devrinol
Racemic devrinol
Waylay
Propionamide, N,N-diethyl-2-(1-naphthyloxy)-
N,N-Diethyl-2-(1-naphthyloxy)propionamide
N,N-Diethyl-2-(1-naphthalenyloxy)propionamide
2-(1-Naphthoxy)-N,N-diethylpropionamide
Propanamide, N,N-diethyl-2-(1-naphthalenyloxy)-
2-(alpha-Naphthoxy)-N,N-diethylpropionamide
R 7465
DTXSID5024211
N,N-DIETHYL-2-(1-NAPHTHALENYLOXY)PROPANAMIDE
R-7465
B56M9401K6
DTXCID504211
CHEBI:82025
239-333-3
N,N-Diethyl-2-(1-naphthyloxy)propanamide
N,N-Diethyl-2-(naphthalen-1-yloxy)propanamide
Napropamide [ISO]
N,N-Diethyl-2-(1-Naphthyloxy)propanamde
N,N-diethyl-2-naphthalen-1-yloxypropanamide
MFCD00055354
CHEBI:83771
Napropamide 10 microg/mL in Cyclohexane
Napropamide 100 microg/mL in Cyclohexane
2-(.alpha.-Naphthoxy)-N,N-Diethylpropionamide
Caswell No. 590A
Napropamide [ISO:PROP]
CAS-15299-99-7
HSDB 6710
EINECS 239-333-3
EPA Pesticide Chemical Code 103001
BRN 2217870
Napromide
UNII-B56M9401K6
Napropamide (Standard)
2-(alpha-Naphthoxy)-N,N-diaethyl-propionsaeureamid [German]
DEVRINOL [HSDB]
NAPROPAMIDE [MI]
Propanamide, N,N-diethyl-2-(1-naphthalenyloxy)-, (R)-
SCHEMBL54956
2-(alpha-Naphthoxy)-N,N-diaethyl-propionsaeureamid
CHEMBL1877460
DEVRINOL, (+/-)-
SCHEMBL29350504
HY-B1972R
WXZVAROIGSFCFJ-UHFFFAOYSA-
HY-B1972
Tox21_201824
Tox21_300655
AKOS004109919
CS-5198
NCGC00163768-01
NCGC00163768-02
NCGC00163768-03
NCGC00163768-04
NCGC00163768-05
NCGC00254563-01
NCGC00259373-01
AS-12500
SY276679
DB-043170
N,N-Diethyl-2-(1-naphthyloxy)propanamide #
NS00000068
Napropamid, PESTANAL(R), analytical standard
C18868
D94768
N,N-Diethyl-2-(1-naphthyloxy)propanamide, 97%
A809371
Q27157194
N,N-diethyl-2-(1-naphthyloxy)propanamide;N,N-Diethyl-2-(1-Naphthyloxy)propanamde
InChI=1/C17H21NO2/c1-4-18(5-2)17(19)13(3)20-16-12-8-10-14-9-6-7-11-15(14)16/h6-13H,4-5H2,1-3H3