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Water-reactive substances [1] are those that spontaneously undergo a chemical reaction with water, often noted as generating flammable gas. [2] Some are highly reducing in nature. [ 3 ] Notable examples include alkali metals , lithium through caesium , and alkaline earth metals , magnesium through barium .
The reaction produces a primary, secondary, or tertiary alcohol via a 1,2-addition. The Barbier reaction is advantageous because it is a one-pot process: the organozinc reagent is generated in the presence of the carbonyl substrate. Organozinc reagents are also less water sensitive, thus this reaction can be conducted in water.
The following chart shows the solubility of various ionic compounds in water at 1 atm pressure and room temperature (approx. 25 °C, 298.15 K). "Soluble" means the ionic compound doesn't precipitate, while "slightly soluble" and "insoluble" mean that a solid will precipitate; "slightly soluble" compounds like calcium sulfate may require heat to precipitate.
Zinc is a strong reducing agent with a standard redox potential of −0.76 V. Pure zinc tarnishes rapidly in air, rapidly forming a passive layer. The composition of this layer can be complex, but one constituent is probably basic zinc carbonate, Zn 5 (OH) 6 CO 3. [8] The reaction of zinc with water is slowed by this passive layer.
In enzymology, a Zn 2+-exporting ATPase (EC 3.6.3.5) is an enzyme that catalyzes the chemical reaction ATP + H 2 O + Zn 2+ in ⇌ {\displaystyle \rightleftharpoons } ADP + phosphate + Zn 2+ out The 3 substrates of this enzyme are ATP , H 2 O , and Zn 2+ , whereas its 3 products are ADP , phosphate , and Zn 2+ .
Organozincs are moisture and air sensitive, so the Negishi coupling must be performed in an oxygen and water free environment, a fact that has hindered its use relative to other cross-coupling reactions that require less robust conditions (i.e. Suzuki reaction). However, organozincs are more reactive than both organostannanes and organoborates ...
The Reformatsky reaction (sometimes transliterated as Reformatskii reaction) is an organic reaction which condenses aldehydes or ketones with α-halo esters using metallic zinc to form β-hydroxy-esters: [1] [2] The Reformatsky reaction. The organozinc reagent, also called a 'Reformatsky enolate', is prepared by treating an alpha-halo ester ...
The reaction is exothermic, and the mixture can reach the boiling point, if external cooling is not applied. The resulting product, diethyl 3,5-dimethylpyrrole-2,4-dicarboxylate, has been called Knorr's Pyrrole ever since. In the Scheme above, R 2 = COOEt, and R 1 = R 3 = Me represent this original reaction.