Propanamide

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

Propanamide
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
Propanamide
Other names
n-propylamide
Propionamide
Propylamide
Propionic amide
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.001.066
EC Number
  • 201-182-6
MeSH C034666
PubChem CID
UNII
InChI
  • InChI=1S/C3H7NO/c1-2-3(4)5/h2H2,1H3,(H2,4,5) N
    Key: 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 YN ?)
Infobox references

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

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

or by the dehydration of ammonium propionate:

Reactions

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

References
  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. doi:10.1016/j.ultsonch.2015.08.019. ISSN 1350-4177.
  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.
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