Carbon amine oxidation

Wetting times of /V,/V-dimethy1-/ -alkyl amine oxides as a function of the alkyl chain length show a minimum with dimethyl dodecyl amine oxide (Table 3). Foam generation of dimethyl-/ -alkylamine oxides solutions show a maximum when the alkyl group contains 14 carbons. 

In addition to using amine oxidation products as mediators, anodic oxidation reactions can be used to functionalize amine compounds. These reactions include both - examples that generate imines and nitriles, as well as examples that lead to the addition of nucleophiles to the carbon alpha to the nitrogen. 

The difference in properties when the aliphatic chain of amine oxide contains more than 14 carbons is attributed to the mismatch of the hydrophobic chain with that of the SDS. The extra terminal segment results in a disruptive effect on the packing of the surface active molecules. The observed association behavior in the case of 0 2 C14-DAO with SDS is then also due to the maximum cohesive interaction between hydrocarbon chains in addition to the reduced electrostatic repulsion in the head groups. Solubilization of the 1 1 association is also determined by this chain length compatibility effect which may contribute to the absence of visible precipitation in C12/C12 and C2 2/ -14 mixtures. Chain length compatibility effects in different systems have been discussed by other investigators (24,25,26). 

Amine oxides, anhydrous, SO, 55, 58 Amines, protecting group for, 50,12 AMINES FROM MIXED CARBOXYLIC-CARBONIC ANHYDRIDES 1-PHENYLCYCLOPENTYL-AMINE,51,4S... 

It is well documented that amines oxidise differently in non-aqueous environments to those pathways seen in aqueous systems. In the former systems, hydrogen abstraction of the a-carbon predominates. The reactivity is in the decreasing order tertiary > secondary > primary amines. Oxidation in non-aqueous systems results in amides, aldehydes and carbon-nitrogen cleavage products [67]. 

Alenylacetylenes, 50,101 Aluminum chloride, with ethylene and p-methoxyphenylacetyl chloride to give 6-methoxy-/3-tetralone, 51,109 with propylene and acetyl chloride to give 4-chloropentan-2-one, 51,116 Amine oxides, anhydrous, 50, 55, 58 Amines, protecting group for, 50,12 AMINES FROM MIXED CARBOXYLIC-CARBONIC ANHYDRIDES 1-PHENYLCYCLOPENTYLAMINE,... 

Many common reactions of aliphatic amines, ethers and sulfides (1) involve initial attack by an electrophilic reagent at a lone pair of electrons on the heteroatom salts, quaternary salts, coordination compounds, amine oxides, sulfoxides and sulfones are formed in this way. Corresponding reactions are very rare (c/. Section 3.3.1.3) with pyrroles, furans and thiophenes. These heterocycles react with electrophilic reagents at the carbon atoms (2-3) rather than at the heteroatom. Vinyl ethers and amines (4) show intermediate behavior reacting frequently at the (3-carbon but sometimes at the heteroatom. 

Either amine oxides (usually NMO) [11,26] or potassium ferricyanide/potassium carbonate [12,35] are used as cooxidants for catalytic AD. The choice of oxidant carries with it the choice of solvent for the reaction, and the details of the catalytic cycle appear to be quite different depending on which oxidant-solvent combination is used. When potassium fenicyanide/potas-sium carbonate is used as the oxidant, the solvent used for the reaction is a 1 1 mixture of i-butyl alcohol and water [35,36], This solvent mixture, normally miscible, separates into two liquid phases upon addition of the inorganic reagents. The sequence of reactions summarized below in Eqs, 6D.1-6D.5 has been postulated as occurring under these conditions. This reaction sequence is further illustrated in the reaction cycle shown in Scheme 6D.2, which also emphasizes the role of the two-phase solvent system. 

E2 elimination reactions occur preferentially when the leaving groups are in an anti copla-nar arrangement in the transition state. However, there are a few thermal, unimolecular sy -eliminations that produce alkenes. For example, pyrolysis of several closely related amine oxides, sulfoxides, selenoxides, acetates, benzoates, carbonates, carbamates and thio-carbamates gives alkenes on heating (Scheme 4.10). The syn character of these eliminations is enforced by a five- or six-membered cyclic transition states by which they take place. 

Solutions of dmitramic acid can be used to synthesize dinitramide salts with metal hydroxides, carbonates or oxides, and the salts of amine bases ... 

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