Benzizoxazol

Identificare
Benzizoxazol



SMILES C1=CC=C2C(=C1)C=NO2^[1]
Număr CAS	271-95-4
ChEMBL	CHEMBL314871
PubChem CID	71073
Formulă chimică	C₇H₅NO^[1]
Masă molară	119,037 u.a.m.^[1]
Sunt folosite unitățile SI și condițiile de temperatură și presiune normale dacă nu s-a specificat altfel.
Modifică date / text

Benzizoxazolul este un compus heterociclic cu formula chimică C
7H
5NO și prezintă un nucleu benzenic condensat cu unul izoxazolic.^[2]^[3]

Obținere

Benzizoxazolul poate fi preparat din salicilaldehidă, printr-o reacție cu acidul hidroxilamin-O-sulfonic care este catalizată în mediu alcalin (bicarbonat de sodiu):^[4]

Proprietăți

Prezintă caracter aromatic, ceea ce îi conferă o anumită stabilitate.^[5] Prezintă un caracter bazic slab.

Note

^ ^a ^b ^c „Benzizoxazol”, 1,2-Benzisoxazole (în engleză), PubChem, accesat în 19 octombrie 2016
^ Katritzky, A. R.; Pozharskii, A. F. (2000). Handbook of Heterocyclic Chemistry (ed. 2). Academic Press. ISBN 0080429882.
^ Clayden, J.; Greeves, N.; Warren, S.; Wothers, P. (2001). Organic Chemistry. Oxford, Oxfordshire: Oxford University Press. ISBN 0-19-850346-6.
^ Kemp, D.S.; Woodward, R.B. (1965). „The N-ethylbenzisoxazolium cation—I”. Tetrahedron. 21 (11): 3019–3035. doi:10.1016/S0040-4020(01)96921-2. ISSN 0040-4020.
^ Domene, Carmen; Jenneskens, Leonardus W.; Fowler, Patrick W. (2005). „Aromaticity of anthranil and its isomers, 1,2-benzisoxazole and benzoxazole”. Tetrahedron Letters. 46 (23): 4077–4080. doi:10.1016/j.tetlet.2005.04.014. ISSN 0040-4039.

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