Difference between revisions of "Azine"
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| − | '''Azines''' are a [[functional class]] of [[organic compound]]s, formed from the reaction of two [[equivalent (chemistry)|equivalent]]s of an [[aldehyde]] or [[ketone]] with one equivalent of [[hydrazine]].<ref>{{IUPAC class names 1995|page=1321}}.</ref><ref>{{GoldBookRef|title=azines|file=A00557|accessdate=2010-07-02}}.</ref> They may be further classified as '''aldazines''' or '''ketazines''', depending on the nature of the [[carbonyl compound]].<ref>{{IUPAC class names 1995|pages=1312, 1348}}.</ref><ref>{{GoldBookRef|title=aldazines|file=A00207|accessdate=2010-07-02}}. {{GoldBookRef|title=ketazines|file=K03377|accessdate=2010-07-02}}.</ref> | + | '''Azines''' are a [[functional class]] of [[organic compound]]s, formed from the [[condensation reaction]] of two [[equivalent (chemistry)|equivalent]]s of an [[aldehyde]] or [[ketone]] with one equivalent of [[hydrazine]].<ref>{{IUPAC class names 1995|page=1321}}.</ref><ref>{{GoldBookRef|title=azines|file=A00557|accessdate=2010-07-02}}.</ref> They may be further classified as '''aldazines''' or '''ketazines''', depending on the nature of the [[carbonyl compound]].<ref>{{IUPAC class names 1995|pages=1312, 1348}}.</ref><ref>{{GoldBookRef|title=aldazines|file=A00207|accessdate=2010-07-02}}. {{GoldBookRef|title=ketazines|file=K03377|accessdate=2010-07-02}}.</ref> |
| + | |||
| + | ==Preparation== | ||
| + | Azines may be prepared by the direct reaction of a carbonyl compound with [[hydrazine hydrate]].<ref name="OrgSynth">{{OrgSynth | first1 = A. C. | last1 = Day | first2 = M. C. | last2 = Whiting | title = Acetone hydrazone | collvol = 6 | collvolpages = 10 | volume = 50 | pages =3 | year = 1970 | prep = cv6p0010}}.</ref> | ||
==Nomenclature== | ==Nomenclature== | ||
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==References== | ==References== | ||
| − | {{reflist}} | + | {{reflist|2}} |
[[Category:Azines| ]] | [[Category:Azines| ]] | ||
Revision as of 07:36, 2 July 2010
Azines are a functional class of organic compounds, formed from the condensation reaction of two equivalents of an aldehyde or ketone with one equivalent of hydrazine.[1][2] They may be further classified as aldazines or ketazines, depending on the nature of the carbonyl compound.[3][4]
Preparation
Azines may be prepared by the direct reaction of a carbonyl compound with hydrazine hydrate.[5]
Nomenclature
Azines may be named by substitutive or functional class nomenclature.[6][7] In functional class nomenclature, the functional modifier "azine" is appended to the name of the carbonyl compound: hence, "acetone azine". In substitutive nomenclature, azines are named as derivatives of hydrazine: hence, "diisopropylidenehydrazine". In the presence of groups of higher seniority, the prefixes "hydrazinylidene" and "hydrazinediylidene" are used.[8]
References
- ↑ Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995). Pure Appl. Chem. 1995, 67 (8-9), 1307–75 at 1321. DOI: 10.1351/pac199567081307.
- ↑ azines, <http://goldbook.iupac.org/A00557.html> (accessed 2 July 2010), Compendium of Chemical Terminology Internet edition; International Union of Pure and Applied Chemistry (IUPAC).
- ↑ Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995). Pure Appl. Chem. 1995, 67 (8-9), 1307–75 at 1312, 1348. DOI: 10.1351/pac199567081307.
- ↑ aldazines, <http://goldbook.iupac.org/A00207.html> (accessed 2 July 2010), Compendium of Chemical Terminology Internet edition; International Union of Pure and Applied Chemistry (IUPAC). ketazines, <http://goldbook.iupac.org/K03377.html> (accessed 2 July 2010), Compendium of Chemical Terminology Internet edition; International Union of Pure and Applied Chemistry (IUPAC).
- ↑ Day, A. C.; Whiting, M. C. Acetone hydrazone. Org. Synth. 1970, 50, 3, <http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv6p0010>; Coll. Vol., 6, 10.
- ↑ Rule R-5.6.6.3. In A Guide to IUPAC Nomenclature of Organic Compounds; IUPAC Recommendations 1993; Blackwell Science: Oxford, 1993; p 105. ISBN 0-632-03488-2, <http://www.acdlabs.com/iupac/nomenclature/93/r93_469.htm>.
- ↑ Draft Rule P-68.3.1.2.3. In Nomenclature of Organic Chemistry; IUPAC Provisional Recommendations 2004; IUPAC, 2004, <http://old.iupac.org/reports/provisional/abstract04/favre_310305.html>.
- ↑ Draft Rule P-53.6.2. In Nomenclature of Organic Chemistry; IUPAC Provisional Recommendations 2004; IUPAC, 2004, <http://old.iupac.org/reports/provisional/abstract04/favre_310305.html>.
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