Hydroxylamine, NH2OH

Hydroxylamine [oxyammonium (NH2OH)], hydroxylamine sulfate [(NH20H)2-H2S04], other derivatives, and aminothanolamines were some of the earliest novel chemistry alternatives to hydrazine, but none have proved as useful as DEHA. 

Hydroxylamine is an oxygenated derivative of ammonia, represented by the chemical formula NH2OH. Hydroxylamine is usually handled as an aqueous solution or as salts. The concentrated free base is susceptible to explosive decomposition. 

A cathodic depolarizer is reduced in preference to solvent. For oxidation reoctions. anodic depolarizers include N2H4 (hydrazine) and NH2OH (hydroxylamine)... 

NO (nitrite) and NH2OH (hydroxylamine) are intermediates in the reaction but do not dissociate from nitrite reductase. 

NH2OH Hydroxylamine, 1 87 NH2OSOjH Hydroxylamine-O-sulfonic acid, 5 122, 123 NH2S03H Sulfamic acid, 2 176, 177, 178... 

NHjNHj (hydrazine) and NH2OH (hydroxylamine), both of with are more nueleophihe than ammonia. Various explanations for the alpha effect have been put forward d One view is that the ground state of the nucleophile is destabilized by lone pair-lone pair repulsions which are decreased as bond formation occurs in the transition state. In MO terms, this would imply a relatively high energy of the nucleophile HOMO that participates in bond formation. Another view is that the adjacent electron pair can act to stabilize eharge defieieney at the transition state. As diseussed in Section 5.3, there are many S 2 reaetions in whieh the transtion state is eleetron-poor. 

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