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Oxazol

Oxazol
Formula kimikoaC3H3NO
SMILES kanonikoa2D eredua
MolView3D eredua
Konposizioaoxigeno, Nitrogeno, karbono eta hidrogeno
Motaoxazole alkaloid (en) Itzuli
Ezaugarriak
Fusio-puntua−86 ℃
Masa molekularra69,021 Da
Identifikatzaileak
InChlKeyZCQWOFVYLHDMMC-UHFFFAOYSA-N
CAS zenbakia288-42-6
ChemSpider8898
PubChem9255
Reaxys103851
Gmelin35597
ChEBI485850
ChEMBLCHEMBL2171710
EC zenbakia206-020-8
ECHA100.005.474
Human Metabolome DatabaseHMDB0255971
UNIIFJZ20I1LPS

Oxazola konposatu organiko heterozikliko aromatikoa da, C3H3NO formula duena, azolen klasekoa. Isomero bat dut, isoxazola[1].

Oxazolaren deribatu ordezkatuak ugari eta inportanteak dira.

Sintesia

Bi bide nagusi daude oxazolak sintetizatzeko.

Bide klasikoa Robinson-Gabriel-en sintesia da[2][3][4].

Robinson-Gabriel-Synthese-Übersichtsreaktion

Fischer-en oxazol-sintesia non zianohidrinek aldehidoekin erreakzionatzen duten, usu erabiltzen da[5].

Erabilera

Oxazola eta bere deribatuak produktu biokimiko eta farmazeutikoak prestatzeko oinarrizko osagaiak dira. Halaber, pinturak eta aditiboak prestatzeko ere usatzen dira.

Erreferentziak

  1. (Ingelesez) PubChem. «Oxazoles» pubchem.ncbi.nlm.nih.gov (kontsulta data: 2025-01-26).
  2. (Ingelesez) Gabriel, S.. (1910). «Eine Synthese von Oxazolen und Thiazolen. I» Berichte der deutschen chemischen Gesellschaft 43 (1): 134–138.  doi:10.1002/cber.19100430117. ISSN 1099-0682. (kontsulta data: 2025-01-26).
  3. (Ingelesez) Gabriel, S.. (1910). «Synthese von Oxazolen und Thiazolen II» Berichte der deutschen chemischen Gesellschaft 43 (2): 1283–1287.  doi:10.1002/cber.19100430219. ISSN 1099-0682. (kontsulta data: 2025-01-26).
  4. (Ingelesez) Robinson, Robert. (1909-01-01). «CCXXXII.—A new synthesis of oxazole derivatives» Journal of the Chemical Society, Transactions 95 (0): 2167–2174.  doi:10.1039/CT9099502167. ISSN 0368-1645. (kontsulta data: 2025-01-26).
  5. Wiley, Richard H.. (1945-12-01). «The Chemistry of the Oxazoles.» Chemical Reviews 37 (3): 401–442.  doi:10.1021/cr60118a002. ISSN 0009-2665. (kontsulta data: 2025-01-26).

Kanpo estekak

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