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Alcohol oxidation is a collection of oxidation reactions in organic chemistry that convert alcohols to aldehydes, ketones, carboxylic acids, and esters. The reaction mainly applies to primary and secondary alcohols. Secondary alcohols form ketones, while primary alcohols form aldehydes or carboxylic acids. [1] A variety of oxidants can be used.
For oxidations to the aldehydes and ketones, two equivalents of chromic acid oxidize three equivalents of the alcohol: 2 HCrO 4 − + 3 RR'C(OH)H + 8 H + + 4 H 2 O → 2 [Cr(H 2 O) 6] 3+ + 3 RR'CO. For oxidation of primary alcohols to carboxylic acids, 4 equivalents of chromic acid oxidize 3 equivalents of the alcohol. The aldehyde is an ...
The suffix -ol in non-IUPAC names (such as paracetamol or cholesterol) also typically indicates that the substance is an alcohol. However, some compounds that contain hydroxyl functional groups have trivial names that do not include the suffix -ol or the prefix hydroxy-, e.g. the sugars glucose and sucrose.
Glucose is a sugar with the molecular formula C 6 H 12 O 6.It is overall the most abundant monosaccharide, [4] a subcategory of carbohydrates.It is mainly made by plants and most algae during photosynthesis from water and carbon dioxide, using energy from sunlight.
The structure of the mono anion has been determined by X-ray crystallography. In this tetrahedral oxyanion, three Cr-O bond lengths are 156 pm and the Cr-OH bond is 201 pm [5] [HCrO 4] − condenses to form dichromate: 2 [HCrO 4] − ⇌ [Cr 2 O 7] 2− + H 2 O, logK D = 2.05. Furthermore, the dichromate can be protonated: [HCr 2 O 7] − ⇌ ...
The reaction often favors formation of the α-glycosidic bond as shown due to the anomeric effect. A glycosidic bond is formed between the hemiacetal or hemiketal group of a saccharide (or a molecule derived from a saccharide) and the hydroxyl group of some compound such as an alcohol. A substance containing a glycosidic bond is a glycoside.
The chair conformation of six-membered rings have a dihedral angle of 60° between adjacent substituents thus usually making it the most stable conformer. Since there are two possible chair conformation steric and stereoelectronic effects such as the anomeric effect, 1,3-diaxial interactions, dipoles and intramolecular hydrogen bonding must be taken into consideration when looking at relative ...
The classic example of a dehydration reaction is the Fischer esterification, which involves treating a carboxylic acid with an alcohol to give an ester RCO 2 H + R′OH ⇌ RCO 2 R′ + H 2 O. Often such reactions require the presence of a dehydrating agent, i.e. a substance that reacts with water.