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N-(1,1-dimethyl-3-oxo-butyl)prop-2-enamide

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Identification
Molecular formula
C9H15NO2
CAS number
25584-83-2
IUPAC name
N-(1,1-dimethyl-3-oxo-butyl)prop-2-enamide
State
State

At room temperature, N-(1,1-dimethyl-3-oxo-butyl)prop-2-enamide is usually found as a liquid.

Melting point (Celsius)
-20.00
Melting point (Kelvin)
253.15
Boiling point (Celsius)
178.40
Boiling point (Kelvin)
451.55
General information
Molecular weight
127.17g/mol
Molar mass
127.1680g/mol
Density
0.9002g/cm3
Appearence

N-(1,1-dimethyl-3-oxo-butyl)prop-2-enamide appears as a colorless to yellow liquid. It is typically transparent and has a characteristic acrylamide odor.

Comment on solubility

Solubility of N-(1,1-dimethyl-3-oxo-butyl)prop-2-enamide

N-(1,1-dimethyl-3-oxo-butyl)prop-2-enamide exhibits distinctive solubility characteristics due to its structural features.

Solubility Profile:

  • Polar Characteristics: The presence of the amide functional group enhances its polar nature, which contributes to its solubility in polar solvents.
  • Hydrogen Bonding: The capability to form hydrogen bonds aids in solvation, particularly in solvents like water and alcohols.
  • Solvent Compatibility: It is likely to be soluble in organic solvents such as dimethyl sulfoxide (DMSO) and methanol, whereas solubility in hydrocarbons may be limited due to steric hindrance from the dimethyl groups.

Overall, the solubility of N-(1,1-dimethyl-3-oxo-butyl)prop-2-enamide can be summarized as follows:

  1. Good solubility in polar solvents.
  2. Limited solubility in non-polar environments.

In conclusion, the solubility behavior of this compound makes it a versatile component in various chemical applications and synthesis pathways.

Interesting facts

Interesting Facts about N-(1,1-dimethyl-3-oxo-butyl)prop-2-enamide

N-(1,1-dimethyl-3-oxo-butyl)prop-2-enamide is a fascinating organic compound that uniquely bridges the realms of synthetic chemistry and biological applications. Here are some intriguing insights:

  • Synthetic Utility: This compound is often utilized as a building block in organic synthesis, contributing to the formation of more complex molecules. Its structure allows for a variety of chemical reactions such as Michael additions and Grignard reactions.
  • Biological Relevance: Compounds like this can exhibit biological activity, including potential roles as pharmacophores in drug development. Researchers are interested in how such compounds may interact with biological systems.
  • Functional Groups: The presence of both a carbonyl group and an amide functional group gives it unique properties and reactivity. This combination can enhance solubility in various solvents, making it versatile in different chemical environments.
  • Research Applications: There is active research on modifying the side chains of compounds like N-(1,1-dimethyl-3-oxo-butyl)prop-2-enamide to optimize their performance in catalysis and material science.
  • Interdisciplinary Connections: This compound provides a great example of how organic chemistry interfaces with materials science, particularly in developing smart materials that respond to environmental stimuli.

As a testament to its versatility, N-(1,1-dimethyl-3-oxo-butyl)prop-2-enamide serves as a reminder of the intricate relationships between molecular structure, reactivity, and functional applications in modern chemistry.

Synonyms
DIACETONE ACRYLAMIDE
2873-97-4
Diacetoneacrylamide
N-(1,1-Dimethyl-3-oxobutyl)acrylamide
2-Propenamide, N-(1,1-dimethyl-3-oxobutyl)-
Acrylamide, N-(1,1-dimethyl-3-oxobutyl)-
N-(1,1-Dimethyl-3-oxobutyl)-2-propenamide
N-(2-(2-Methyl-4-oxopentyl))acrylamide
Acrylamide, N,N-diacetonyl-
CCRIS 5898
DTXSID1024916
HSDB 4278
diacetonylacrylamide
EINECS 220-713-2
NSC 130565
BRN 1928444
2-Propenamide, N,N-bis(2-oxopropyl)-
3Z8J3430Z2
NSC-130565
DTXCID904916
DIACETONE ACRYLAMIDE [MI]
EC 220-713-2
DIACETONE ACRYLAMIDE [HSDB]
n-(1,1-dimethyl-3-oxybutyl)acrylamide
n-[2-(2-methyl-4-oxopentyl)]acrylamide
DAAm compound
Acrylamide, N,Ndiacetonyl
DIALLYL ESTER ACETIC ACID
N(1,1Dimethyl3oxobutyl)acrylamide
N(2(2Methyl4oxopentyl))acrylamide
N(1,1Dimethyl3oxobutyl)2propenamide
Acrylamide, N(1,1dimethyl3oxobutyl)
2Propenamide, N(1,1dimethyl3oxobutyl)
N-(2-(2-METHYL-4-OXOPENTYL)ACRYLAMIDE
220-713-2
N-(2-Methyl-4-oxopentan-2-yl)acrylamide
N-(2-methyl-4-oxopentan-2-yl)prop-2-enamide
UNII-3Z8J3430Z2
diacetone-acrylamide
MFCD00008788
DAAA
Acrylamide,N-diacetonyl-
SCHEMBL35470
CHEMBL3183854
WLN: 1V1X1&1&MV1U1
2-Propenamide,N-bis(2-oxopropyl)-
Acrylamide,1-dimethyl-3-oxobutyl)-
Tox21_302117
NSC130565
STK084883
AKOS000121256
CS-W017721
DS-8583
FD36857
2-Propenamide,1-dimethyl-3-oxobutyl)-
NCGC00255301-01
CAS-2873-97-4
D0062
D5845
Diacetone Acrylamide (stabilized with MEHQ)
NS00011495
Diacetone Acrylamide, (stabilized with MEHQ)
EN300-21111
E76525
Q27258255
Z104492162
Diacetone acrylamide, contains <=100 ppm inhibitor, 99%
InChI=1/C9H15NO2/c1-5-8(12)10-9(3,4)6-7(2)11/h5H,1,6H2,2-4H3,(H,10,12