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The general chemical formula of the halogen addition reaction is: C=C + X 2 → X−C−C−X (X represents the halogens bromine or chlorine, and in this case, a solvent could be CH 2 Cl 2 or CCl 4). The product is a vicinal dihalide. This type of reaction is a halogenation and an electrophilic addition.
Dihydroxylation is the process by which an alkene is converted into a vicinal diol. Although there are many routes to accomplish this oxidation, the most common and direct processes use a high-oxidation-state transition metal (typically osmium or manganese). The metal is often used as a catalyst, with some other stoichiometric oxidant present. [1]
The gauche effect is very sensitive to solvent effects, due to the large difference in polarity between the two conformers.For example, 2,3-dinitro-2,3-dimethylbutane, which in the solid state exists only in the gauche conformation, prefers the gauche conformer in benzene solution by a ratio of 79:21, but in carbon tetrachloride, it prefers the anti conformer by a ratio of 58:42. [9]
A [3+2]-cycloaddition with the alkene (3) gives the cyclic intermediate 4. [ 9 ] [ 10 ] Basic hydrolysis liberates the diol ( 5 ) and the reduced osmate ( 6 ). Methanesulfonamide (CH 3 SO 2 NH 2 ) has been identified as a catalyst to accelerate this step of the catalytic cycle and if frequently used as an additive to allow non-terminal alkene ...
The Upjohn dihydroxylation is an organic reaction which converts an alkene to a cis vicinal diol. It was developed by V. VanRheenen, R. C. Kelly and D. Y. Cha of the Upjohn Company in 1976. [1] It is a catalytic system using N-methylmorpholine N-oxide (NMO) as stoichiometric re-oxidant for the osmium tetroxide. It is superior to previous ...
Such reactions give alkenes in the case of vicinal alkyl dihalides: [2] R 2 C(X)C(X)R 2 + M → R 2 C=CR 2 + MX 2. Most desirable from the perspective of remediation are dehalogenations by hydrogenolysis, i.e. the replacement of a C−X bond by a C−H bond. Such reactions are amenable to catalysis: R−X + H 2 → R−H + HX
The Milas hydroxylation is an organic reaction converting an alkene to a vicinal diol, and was developed by Nicholas A. Milas in the 1930s. [1] [2] The cis-diol is formed by reaction of alkenes with hydrogen peroxide and either ultraviolet light or a catalytic osmium tetroxide, [3] vanadium pentoxide, or chromium trioxide.
The Prévost reaction is a chemical reaction in which an alkene is converted by iodine and the silver salt of benzoic acid to a vicinal diol with anti stereochemistry. [1] [2] [3] The reaction was discovered by the French chemist Charles Prévost (1899–1983). The Prévost reaction