Pyrazolidine

Pyrazolidine
Structural formula of pyrazolidine
Ball-and-stick model of the pyrazolidine molecule
Names
Preferred IUPAC name
Pyrazolidine[1]
Other names
1,2-Diazolidine
Identifiers
CAS Number
  • 504-70-1 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:33138 ☒N
ChemSpider
  • 71365 ☒N
PubChem CID
  • 79033
UNII
  • Y0MA3161MR checkY
CompTox Dashboard (EPA)
  • DTXSID30198444 Edit this at Wikidata
InChI
  • InChI=1S/C3H8N2/c1-2-4-5-3-1/h4-5H,1-3H2 ☒N
    Key: USPWKWBDZOARPV-UHFFFAOYSA-N ☒N
  • InChI=1/C3H8N2/c1-2-4-5-3-1/h4-5H,1-3H2
    Key: USPWKWBDZOARPV-UHFFFAOYAM
  • C1CNNC1
Properties
Chemical formula
 C3H8N2
Molar mass 72.10902
Density 1.00 g/cm3 (20 °C)[2]
Melting point 10 to 12[2] °C (50 to 54 °F; 283 to 285 K)
Boiling point 138[2] °C (280 °F; 411 K)
Refractive index (nD)
 1.477[2]
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
Chemical compound

Pyrazolidine is a heterocyclic compound. It is a liquid that is stable in air, but it is hygroscopic.[2]

Preparation

Pyrazolidine can be produced by cyclization of 1,3-dichloropropane or 1,3-dibromopropane with hydrazine:[2]

C l − ( C H 2 ) 3 − C l   +   N 2 H 4   → Δ T   C 3 H 8 N 2   +   2 H C l {\displaystyle \mathrm {Cl{-}(CH_{2})_{3}{-}Cl\ +\ N_{2}H_{4}\ \xrightarrow {\Delta T} \ C_{3}H_{8}N_{2}\ +\ 2HCl} }
B r − ( C H 2 ) 3 − B r   +   N 2 H 4   → Δ T   C 3 H 8 N 2   +   2 H B r {\displaystyle \mathrm {Br{-}(CH_{2})_{3}{-}Br\ +\ N_{2}H_{4}\ {\xrightarrow {\Delta T}}\ C_{3}H_{8}N_{2}\ +\ 2HBr} }

See also

References

  1. ^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 142. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  2. ^ a b c d e f Buhle, Emmett L.; Moore, Alexander M.; Wiselogle, F. Y. (1943). "The Configuration of Tervalent Nitrogen. A Bicyclic Hydrazine Derivative1". Journal of the American Chemical Society. 65 (1). American Chemical Society (ACS): 29–32. doi:10.1021/ja01241a009. ISSN 0002-7863.
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