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A pinacol coupling reaction is an organic reaction in which a carbon–carbon bond is formed between the carbonyl groups of an aldehyde or a ketone in presence of an electron donor in a free radical process. [1] The reaction product is a vicinal diol. The reaction is named after pinacol (also known as 2,3-dimethyl-2,3-butanediol or ...
Pinacol is a branched alcohol which finds use in organic syntheses. It is a diol that has hydroxyl groups on vicinal carbon atoms. A white solid that melts just above room temperature, pinacol is notable for undergoing the pinacol rearrangement in the presence of acid and for being the namesake of the pinacol coupling reaction .
A common migration introduction of carbon is a pinacol rearrangement. [1] While this reaction refers specifically to a vicinal dihydroxide rearrangement, there are other pinacol type rearrangements that proceed through the same general mechanism such as the Tiffeneau–Demjanov rearrangement .
The pinacol–pinacolone rearrangement is a method for converting a 1,2-diol to a carbonyl compound in organic chemistry. The 1,2-rearrangement takes place under acidic conditions. The name of the rearrangement reaction comes from the rearrangement of pinacol to pinacolone .
It has the formula [(CH 3) 4 C 2 O 2 B] 2; the pinacol groups are sometimes abbreviated as "pin", so the structure is sometimes represented as B 2 pin 2. It is a colourless solid that is soluble in organic solvents. It is a commercially available reagent for making pinacol boronic esters for organic synthesis.
The ensuing reaction results in the cleavage of the ether or the ester into an alkyl iodide and respectively an alcohol or a carboxylic acid. Zeisel determination By heating this mixture, the gases are allowed to come into contact with a piece of paper higher up the test tube saturated with silver nitrate .
Other key reactions encountered in this synthesis are a pinacol coupling and a Reformatskii reaction. In terms of raw materials the C20 framework is built up from L-serine (C3), isobutyric acid (C4), glycolic acid (C2), methyl bromide (C1), methyl iodide (C1), 2,3-dibromopropene (C3), acetic acid (C2) and homoallyl bromide (C4).
2-Bromobenzaldehyde [1] 3-Bromobenzaldehyde [2] 4-Bromobenzaldehyde [3] [4] Structure Molecular formula: C 7 H 5 BrO (BrC 6 H 4 COH) Molar mass: 185.020 g/mol Appearance colorless liquid colorless liquid white solid CAS number [6630-33-7] [3132-99-8] [1122-91-4] Properties Density and phase: 1.585 g/ml, liquid 1.587 g/ml, liquid solid ...