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

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).

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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.

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

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