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N,N-Dimethylacrylamide

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Identification
Molecular formula
C5H9NO
CAS number
2680-03-7
IUPAC name
N,N-dimethylprop-2-enamide
State
State
N,N-Dimethylacrylamide is in a liquid state at room temperature.
Melting point (Celsius)
-19.00
Melting point (Kelvin)
254.15
Boiling point (Celsius)
165.50
Boiling point (Kelvin)
438.65
General information
Molecular weight
99.13g/mol
Molar mass
99.1320g/mol
Density
0.9570g/cm3
Appearence

N,N-Dimethylacrylamide is a colorless to slightly yellow liquid. It is clear in appearance and has a characteristic amine-like odor, which is typical for compounds containing dimethylamine groups.

Comment on solubility

Solubility of N,N-Dimethylprop-2-enamide

N,N-Dimethylprop-2-enamide, also known by its IUPAC name, demonstrates interesting solubility characteristics influenced by its molecular structure. Here are some key points regarding its solubility:

  • Polarity: Due to the presence of the amide functional group, –C(=O)NH–, N,N-dimethylprop-2-enamide is relatively polar, which enhances its solubility in polar solvents.
  • Solvent Characteristics: This compound is notably soluble in water and organic solvents like ethanol and methanol, making it versatile in various chemical applications.
  • Temperature Dependency: The solubility can increase with temperature, which is a common trend for many compounds; thus, warming can facilitate better dissolution.

As with many chemical compounds, evaluating solubility requires consideration of multiple factors, including temperature, pressure, and the presence of other solutes. It's important to note that while N,N-dimethylprop-2-enamide is soluble in a range of solvents, its solubility may still vary based on different environmental conditions.

In summary, the solubility profile of N,N-dimethylprop-2-enamide showcases its compatibility with both polar and nonpolar environments, making it a valuable compound in various chemical processes.

Interesting facts

Interesting Facts about N,N-Dimethylprop-2-enamide

N,N-Dimethylprop-2-enamide, also known as DMAPA, is a fascinating compound that plays a significant role in both academic research and industrial applications.

1. Chemical Structure

This compound is an amide derivative featuring a prop-2-ene backbone. Its structure can be illustrated as:

  • Amide Group: Characterized by the presence of a carbonyl group (C=O) linked to a nitrogen atom.
  • Alkenyl Group: The prop-2-ene moiety contributes double bond character, providing unique reactivity.

2. Versatile Applications

N,N-Dimethylprop-2-enamide finds its utility in numerous domains:

  • Polymer Chemistry: It's utilized as a monomer in the synthesis of various polymers, which serve applications in coatings, adhesives, and sealants.
  • Pharmaceutical Industry: The compound's structure lends itself to potential use in developing pharmaceutical intermediates.
  • Organic Synthesis: It acts as an important building block for a variety of organic reactions, including Michael additions and amidation processes.

3. Reaction Dynamics

The compound is known for its reactivity in several chemical reactions:

  • Michael Addition: The double bond allows it to participate in reactions with nucleophiles.
  • Polymerization: Its distinctive structure enables it to undergo polymerization, resulting in materials with diverse characteristics.

4. Environmental Considerations

As with many chemical compounds, understanding the environmental impact of N,N-dimethylprop-2-enamide is vital for sustainable use:

  • Reactivity Potential: Its reactivity means care must be taken to manage its interaction with other substances.
  • Toxicity Studies: Ongoing research focuses on assessing its toxicity and the implications of its use in industry.

In summary, N,N-dimethylprop-2-enamide is a versatile compound that not only aids in advancing chemical research but also finds its place within various industrial applications. Understanding its properties and potential impacts continues to be an essential research avenue for chemists today.

Synonyms
N,N-Dimethylacrylamide
2680-03-7
Acylamide, N,N-dimethyl
ACRYLAMIDE, N,N-DIMETHYL-
N,N-Dimethyl-2-propenamide
Dimethylamid kyseliny akrylove
AS46JK7Q6I
DTXSID0051944
EINECS 220-237-5
NSC 32613
NSC 35191
NSC-32613
NSC-35191
UNII-AS46JK7Q6I
BRN 1742219
AI3-15677
DIMETHYLACRYLAMIDE, N,N-
DTXCID3030507
EC 220-237-5
DMAA-N,N
220-237-5
2-Propenamide, N,N-dimethyl-
N,N-dimethylprop-2-enamide
N,N-dimethyl-acrylamide
N,N-dimethyl acrylamide
N,N-Dimethylacrylamide (stabilized with MEHQ)
Acylamide,N-dimethyl
MFCD00008626
Acrylamide,N-dimethyl-
DMAA; DMAC; N,N-Dimethyl-2-propenamide
2-Propenamide,N-dimethyl-
NN-Dimethylacrylamide
Propenamide, N,N-dimethyl-
dimethylaminoacrolein
Dimethylamid kyseliny akrylove [Czech]
N, N-Dimethylacrylamide
n,n-dimethylaminoacrolein
YLGYACDQVQQZSW-UHFFFAOYSA-
N,N-Dimethylacrylamide,min. 98%
NSC32613
NSC35191
Tox21_303732
AKOS009157019
NCGC00357041-01
CAS-2680-03-7
CS-0016062
D1091
NS00004520
D70136
D78231
EN300-189106
N,N-Dimethylacrylamide, (stabilized with MEHQ)
Q15632705
InChI=1/C5H9NO/c1-4-5(7)6(2)3/h4H,1H2,2-3H3
N,N-Dimethylacrylamide (contains 500 ppm monomethyl ether hydroquinone as inhibitor)
N,N-Dimethylacrylamide contains 500 ppm monomethyl ether hydroquinone as inhibitor
N,N-Dimethylacrylamide, 99%, contains 500 ppm monomethyl ether hydroquinone as inhibitor