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The oxidation of primary alcohols to carboxylic acids normally proceeds via the corresponding aldehyde, which is transformed via an aldehyde hydrate (gem-diol, R-CH(OH) 2) by reaction with water. Thus, the oxidation of a primary alcohol at the aldehyde level without further oxidation to the carboxylic acid is possible by performing the reaction ...
This method is used to produce propionic acid from ethylene using nickel carbonyl as the catalyst: [2] The above reaction is also referred to as hydroxycarbonylation, in which case hydrocarboxylation refers to the same net converstion but using carbon dioxide in place of CO and H 2 in place of water: [8]
Non-carbon nucleophiles such as water, alcohols, amines, and enamines can also react with an α,β-unsaturated carbonyl in a 1,4-addition. [10] Some authors have broadened the definition of the Michael addition to essentially refer to any 1,4-addition reaction of α,β-unsaturated carbonyl compounds.
A solution of a carbonyl compound is added to a Grignard reagent. (See gallery) An example of a Grignard reaction (R 2 or R 3 could be hydrogen). The Grignard reaction (French:) is an organometallic chemical reaction in which, according to the classical definition, carbon alkyl, allyl, vinyl, or aryl magnesium halides (Grignard reagent) are added to the carbonyl groups of either an aldehyde or ...
Phenol is an organic compound appreciably soluble in water, with about 84.2 g dissolving in 1000 ml (0.895 M). Homogeneous mixtures of phenol and water at phenol to water mass ratios of ~2.6 and higher are possible. The sodium salt of phenol, sodium phenoxide, is far more water-soluble. It is a combustible solid (NFPA rating = 2).
Phosgene is also used to produce monoisocyanates, used as pesticide precursors (e.g. methyl isocyanate (MIC). Aside from the widely used reactions described above, phosgene is also used to produce acyl chlorides from carboxylic acids: R−C(=O)−OH + COCl 2 → R−C(=O)−Cl + HCl + CO 2
The hydroxide anion adds to the carbonyl group of the ester. The immediate product is called an orthoester. Saponification part I. Expulsion of the alkoxide generates a carboxylic acid: Saponification part II. The alkoxide ion is a strong base so the proton is transferred from the carboxylic acid to the alkoxide ion, creating an alcohol:
Owing to the presence of the polar OH alcohols are more water-soluble than simple hydrocarbons. Methanol, ethanol, and propanol are miscible in water. 1-Butanol, with a four-carbon chain, is moderately soluble. Because of hydrogen bonding, alcohols tend to have higher boiling points than comparable hydrocarbons and ethers.