Propanamide - Wikipedia

Propanamide

Names
Preferred IUPAC name Propanamide
Other names n-propylamidePropionamidePropylamidePropionic 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) 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 YN ?) 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

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

( NH 2 ) 2 CO + 2 CH 3 CH 2 COOH ⟶ CH 3 CH 2 CO ( NH 2 ) + H 2 O + CO 2 {\displaystyle {\ce {(NH2)2CO + 2CH3CH2COOH -> CH3CH2CO(NH2) + H2O + CO2}}}

or by the dehydration of ammonium propionate:

( NH 4 ) CH 3 CH 2 COO ⟶ CH 3 CH 2 CONH 2 + H 2 O {\displaystyle {\ce {(NH4)CH3CH2COO -> CH3CH2CONH2 + H2O}}}

Reactions

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

References

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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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