Propanamide - Wikipedia

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Propanamide
Skeletal formula
Skeletal formula
Ball-and-stick model
Ball-and-stick model
Names
Preferred IUPAC name Propanamide
Other names n-propylamidePropionamidePropylamidePropionic amide
Identifiers
CAS Number
  • 79-05-0 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:45422 ☒N
ChemSpider
  • 6330 ☒N
ECHA InfoCard 100.001.066 Edit this at Wikidata
EC Number
  • 201-182-6
MeSH C034666
PubChem CID
  • 6578
UNII
  • QK07G0HP47 checkY
CompTox Dashboard (EPA)
  • DTXSID3058820 Edit this at Wikidata
InChI
  • InChI=1S/C3H7NO/c1-2-3(4)5/h2H2,1H3,(H2,4,5) ☒NKey: QLNJFJADRCOGBJ-UHFFFAOYSA-N ☒N
  • InChI=1/C3H7NO/c1-2-3(4)5/h2H2,1H3,(H2,4,5)Key: QLNJFJADRCOGBJ-UHFFFAOYAE
SMILES
  • CCC(=O)N
Properties
Chemical formula C3H7NO
Molar mass 73.095 g·mol−1
Appearance liquid, yellow
Density 1.042 g/mL
Melting point 80 °C (176 °F; 353 K)
Boiling point 213 °C (415 °F; 486 K)
Solubility in water very soluble in water
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ☒N verify (what is checkY☒N ?) Infobox references
Chemical compound

Propanamide has the chemical formula CH3CH2C=O(NH2).[1] It is the amide of propanoic acid.

This organic compound is a mono-substituted amide.[2] Organic compounds of the amide group can react in many different organic processes to form other useful compounds for synthesis.

Preparation

[edit]

Propanamide can be prepared by the condensation reaction between urea and propanoic acid:

(NH2)2CO + 2 CH3CH2COOH → 2CH3CH2CO(NH2) + H2O + CO2

or by the dehydration of ammonium propionate:

(NH4)CH3CH2COO → CH3CH2CONH2 + H2O

Reactions

[edit]

Propanamide being an amide can participate in a Hofmann rearrangement to produce ethylamine gas.

References

[edit]
  1. ^ Ramazani, Ali; Rouhani, Morteza; Joo, Sang Woo (2016-01-01). "Catalyst-free sonosynthesis of highly substituted propanamide derivatives in water". Ultrasonics Sonochemistry. 28: 393–399. Bibcode:2016UltS...28..393R. doi:10.1016/j.ultsonch.2015.08.019. ISSN 1350-4177. PMID 26384923.
  2. ^ Ye, Xuewei; Chai, Weiyun; Lian, Xiao-Yuan; Zhang, Zhizhen (2017-06-18). "Novel propanamide analogue and antiproliferative diketopiperazines from mangrove Streptomyces sp. Q24". Natural Product Research. 31 (12): 1390–1396. doi:10.1080/14786419.2016.1253079. ISSN 1478-6419. PMID 27806640. S2CID 24563632.
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