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 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:45422 ;
ChemSpider	6330 ;
ECHA InfoCard	100.001.066
EC Number	201-182-6;
MeSH	C034666
PubChem CID	6578;
UNII	QK07G0HP47 ;
CompTox Dashboard (EPA)	DTXSID3058820 ;
	InChI InChI=1S/C3H7NO/c1-2-3(4)5/h2H2,1H3,(H2,4,5) Key: QLNJFJADRCOGBJ-UHFFFAOYSA-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). verify (what is ?) 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:

${\ce {(NH2)2CO + 2CH3CH2COOH -> CH3CH2CO(NH2) + H2O + CO2}}$

or by the dehydration of ammonium propionate:

${\ce {(NH4)CH3CH2COO -> CH3CH2CONH2 + H2O}}$

Reactions

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

References

^ 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. PMID 26384923.
^ 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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[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. 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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