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The Hinsberg reaction is a chemical test for the detection of primary, secondary and tertiary amines.The reaction was first described by Oscar Hinsberg in 1890. [1] [2] In this test, the amine is shaken well with the Hinsberg reagent (benzenesulfonyl chloride) in the presence of aqueous alkali (either KOH or NaOH).
Under basic conditions in the presence of primary amines, hydroxylamine-O-sulfonic acid forms with aldehydes and ketones (e.g. cyclohexanone [22]) diaziridines, which can easily be oxidized to the more stable diazirines. 3,3-Pentamethylendiaziridin durch Reaktion of Cyclohexanon mit HOSA
Upon workup by acidic hydrolysis the primary amine is liberated as the amine salt. [11] Alternatively the workup may be via the Ing–Manske procedure, involving reaction with hydrazine. This method produces a precipitate of phthalhydrazide (C 6 H 4 (CO) 2 N 2 H 2) along with the primary amine: C 6 H 4 (CO) 2 NR + N 2 H 4 → C 6 H 4 (CO) 2 N 2 ...
The C=N distance is 1.29–1.31 Å for nonconjugated imines and 1.35 Å for conjugated imines. By contrast, C−N distances in amines and nitriles are 1.47 and 1.16 Å respectively. [4] Rotation about the C=N bond is slow. Using NMR spectroscopy, both E and Z isomers of aldimines have been detected. Owing to steric effects, the E isomer is ...
Electrophilic nitrogen sources are, however, either toxic or explosive in general. Great care should be taken while handling these reagents. Many electrophilic nitrogen sources do not provide amines immediately, but a number of methods exist to generate the corresponding amines. Tosylamines: tributyltin hydride; Azo compounds: H 2 /Pd
Both authors also reduced the nitro group to an amine functionality using Raney Nickel. Up until this point, all of the nitro-Mannich methodologies reported had used imines that were formed in situ from an aldehyde and an amine. In 1950, Hurd and Strong reported [12] the first nitro-Mannich reaction using a preformed imine. Exposing an imine to ...
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General structure of an N-sulfinyl amine N-Sulfinylaniline is a common sulfinylamine. Sulfinylamines (formerly N-sulfinyl amines) are organosulfur compounds with the formula RNSO where R = an organic substituent. These compounds are, formally speaking, derivatives of HN=S=O, i.e. analogues of sulfur dioxide and of sulfur diimide.