Semicarbazide Hydrochloride
Title: Semicarbazide Hydrochloride
CAS Registry Number: 563-41-7
CAS Name: Hydrazinecarboxamide monohydrochloride
Additional Names: aminourea hydrochloride; carbamylhydrazine hydrochloride
Molecular Formula: CH6ClN3O
Molecular Weight: 111.53
Percent Composition: C 10.77%, H 5.42%, Cl 31.79%, N 37.68%, O 14.35%
Line Formula: NH2NHCONH2.HCl
Literature References: Prepd by electrolytic reduction of nitrourea with cathodes of copper, nickel, lead, and mercury in hydrochloric acid solution: Ingersoll et al., Org. Synth. 5, 93 (1925). Commercial prepn from hydrazine hydrate, iron carbonyl, and carbon monoxide: Sampson, US 2589289 (1952 to du Pont).
Properties: Prisms from dil alc, dec 175-185°. Freely sol in water with acid reaction. Dissociation consts of free base: Kb at 20° = 29 ´ 10-11; Ka = 1.6 ´ 10-11. Very slightly sol in hot alcohol, insol in anhydr ether. Ammonolysis with liq NH3 gives a 95% yield of the free base; mp 96°: Audrieth, J. Am. Chem. Soc. 52, 1250 (1930).
Melting point: mp 96°: Audrieth, J. Am. Chem. Soc. 52, 1250 (1930)
 
Derivative Type: Acetone semicarbazone
Molecular Formula: C4H9N3O
Molecular Weight: 115.13
Percent Composition: C 41.73%, H 7.88%, N 36.50%, O 13.90%
Properties: Needles from water, mp 192° (heated stage); mp 188° (open capillary tube).
Melting point: mp 192° (heated stage); mp 188° (open capillary tube)
 
Use: As a reagent for ketones and aldehydes with which it affords cryst compds having characteristic melting points.

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