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词条 Azetidine
释义

  1. Natural occurrence

  2. See also

  3. References

  4. External links

{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 443410972
| ImageFileL1 = Azetidine structure.svg
| ImageSizeL1 = 100px
| ImageFileR1 = Azetidine3d.png
| ImageSizeR1 = 100px
| PIN= Azetidine
| SystematicName = Azetane
| OtherNames = Azacyclobutane
Trimethylene imine
1,3-Propylenimine
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 9993
| InChI = 1/C3H7N/c1-2-4-3-1/h4H,1-3H2
| InChIKey = HONIICLYMWZJFZ-UHFFFAOYAE
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C3H7N/c1-2-4-3-1/h4H,1-3H2
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = HONIICLYMWZJFZ-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 503-29-7
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 2171713
| PubChem = 10422
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 30968
| EC_number = 207-963-8
| UNII = 37S883XDWR
| Gmelin = 986
| Beilstein = 102384
| SMILES = N1CCC1
}}
|Section2={{Chembox Properties
| Formula = | C=3 | H=7 | N=1
| MolarMass = 57.09 g/mol
| Appearance = Clear slight brown liquid
| Density = 0.847 g/cm3 at 25 °C
| MeltingPt =
| BoilingPtC = 61 to 62
| BoilingPt_notes =
| pKa = 11.29 (conjugate acid; H2O)[1]
| Solubility = miscible
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
| GHSPictograms = {{GHS02}}{{GHS05}}
| GHSSignalWord = Danger
| HPhrases = {{H-phrases|225|314}}
| PPhrases = {{P-phrases|210|233|240|241|242|243|260|264|280|301+330+331|303+361+353|304+340|305+351+338|310|321|363|370+378|403+235|405|501}}
}}

Azetidine is a saturated heterocyclic organic compound containing three carbon atoms and one nitrogen atom. It is a liquid at room temperature with a strong odor of ammonia and is strongly basic compared to most secondary amines. Azetidines do not occur as frequently in nature and have been studied far less than closely related chemical compounds such as pyrrolidine and β-lactam.

Natural occurrence

Azetidine and its derivatives are relatively rare structural motifs in natural products. Notably, they are a key component of mugineic acids and penaresidins. Perhaps the most abundant azetidine containing natural product is azetidine-2-carboxylic acid, a non-proteinogenic homolog of proline.

See also

  • Azete, the unsaturated analog

References

1. ^{{cite book | editor= Haynes, William M. | year = 2016 | title = CRC Handbook of Chemistry and Physics | edition = 97th | publisher = CRC Press | isbn = 978-1498754286 | page=5–89 | title-link = CRC Handbook of Chemistry and Physics }}

External links

  • ChemSynthesis
{{heterocyclic-stub}}

1 : Azetidines

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