Cyclopropylamine

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Cyclopropylamine
File:C3H5NH2.svg
Names
Other names
aminocyclopropane, CPA
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
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EC Number
  • 212-142-2
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KEGG
UNII
  • {{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
  • InChI=1S/C3H7N/c4-3-1-2-3/h3H,1-2,4H2
    Key: HTJDQJBWANPRPF-UHFFFAOYSA-N
  • C1CC1N
Properties
C3H7N
Molar mass 57.096 g·mol−1
Appearance colorless liquid
Melting point −35.4 °C (−31.7 °F; 237.8 K)
Boiling point 49–50 °C (120–122 °F; 322–323 K)
Hazards
GHS labelling:[1]
GHS02: FlammableGHS05: CorrosiveGHS07: Exclamation mark
Warning
H225, H302, H314, H317, H332, H412
P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P333+P317, P362+P364, P363, P370+P378, P403+P235, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Cyclopropylamine is the organic compound with the formula C3H5NH2. It is a simple amine derivative of cyclopropane.[1] As a precursor to pesticides and pharmaceuticals, it is produced on a multi-ton scale from the carboxamide.[2] Cycloproylamine is first member of the aminocycloalkanes, which includes cyclobutylamine, cyclopentylamine, and cyclohexylamine.

Cyclopropylamines

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Many aminocyclopropanes are known, most prominently the amino acid aminocyclopropane-1-carboxylic acid.

The cyclopropylamine group is featured in several pharmaceutical drugs:[2]

Cyclopropylamines can be prepared by the Kulinkovich reaction, by dialkylation of bromonitromethane, and various cyclopropanations.[3][4]

References

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