Propanamide

Propanamide

Skeletal formula Ball-and-stick model
Names
Preferred IUPAC name Propanamide
Other names n-propylamide Propionamide Propylamide Propionic amide
Identifiers
CAS Number	79-05-0  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:45422  N
ChemSpider	6330  N
ECHA InfoCard	100.001.066
EC Number	201-182-6
MeSH	C034666
PubChem CID	6578
UNII	QK07G0HP47  Y
CompTox Dashboard (EPA)	DTXSID3058820
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

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

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

Propanamide being an amide can participate in a Hofmann 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. 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.