propanamide
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 414584597
| Name =
| ImageFile =
| ImageFileL1 = Propanamide-2D-skeletal.png
| ImageNameL1 = Skeletal formula
| ImageFileR1 = Propionamide-3D-balls.png
| ImageNameR1 = Ball-and-stick model
| PIN = Propanamide
| OtherNames = n-propylamide
Propionamide
Propylamide
Propionic amide
| Section1 = {{Chembox Identifiers
| CASNo =79-05-0
| CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = QK07G0HP47
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 45422
| EINECS = 201-182-6
| PubChem = 6578
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 6330
| SMILES = CCC(=O)N
| InChI = 1/C3H7NO/c1-2-3(4)5/h2H2,1H3,(H2,4,5)
| InChIKey = QLNJFJADRCOGBJ-UHFFFAOYAE
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C3H7NO/c1-2-3(4)5/h2H2,1H3,(H2,4,5)
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = QLNJFJADRCOGBJ-UHFFFAOYSA-N
| RTECS =
| MeSHName = C034666
}}
| Section2 = {{Chembox Properties
| C=3 | H=7 | N=1 | O=1
| MolarMass =
| Appearance = liquid , yellow
| Density = 1.042 g/mL
| MeltingPtC = 80
| BoilingPtC = 213
| Solubility = very soluble in water
}}
| Section3 = {{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
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| Section4 =
| Section5 =
| Section6 =
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Propanamide has the chemical formula CH3CH2C=O(NH2).{{Cite journal |last1=Ramazani |first1=Ali |last2=Rouhani |first2=Morteza |last3=Joo |first3=Sang Woo |date=2016-01-01 |title=Catalyst-free sonosynthesis of highly substituted propanamide derivatives in water |url=https://www.sciencedirect.com/science/article/pii/S1350417715300171 |journal=Ultrasonics Sonochemistry |language=en |volume=28 |pages=393–399 |doi=10.1016/j.ultsonch.2015.08.019 |pmid=26384923 |issn=1350-4177|doi-access=free }} It is the amide of propanoic acid.
This organic compound is a mono-substituted amide.{{Cite journal |last1=Ye |first1=Xuewei |last2=Chai |first2=Weiyun |last3=Lian |first3=Xiao-Yuan |last4=Zhang |first4=Zhizhen |date=2017-06-18 |title=Novel propanamide analogue and antiproliferative diketopiperazines from mangrove Streptomyces sp. Q24 |url=https://doi.org/10.1080/14786419.2016.1253079 |journal=Natural Product Research |volume=31 |issue=12 |pages=1390–1396 |doi=10.1080/14786419.2016.1253079 |issn=1478-6419 |pmid=27806640|s2cid=24563632 |url-access=subscription }} 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:
:{{chem2 | (NH2)2CO + 2 CH3CH2COOH -> 2CH3CH2CO(NH2) + H2O + CO2 }}
or by the dehydration of ammonium propionate:
:{{chem2 | (NH4)CH3CH2COO -> CH3CH2CONH2 + H2O }}
Reactions
Propanamide being an amide can participate in a Hofmann rearrangement to produce ethylamine gas.