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2,2,4,4-Tetramethyl-3-t-butyl-pentane-3-ol or tri-tert-butylcarbinol is an organic compound with formula C 13 H 28 O, ((H 3 C) 3 C) 3 COH, or t Bu 3 COH. [1] It is an alcohol that can be viewed as a structural analog of a tridecane isomer ( 2,2,4,4-tetramethyl-3- t -butylpentane ) where the central hydrogen has been replaced by a hydroxyl group ...
A sequential one-pot synthesis with reagents added to a reactor one at a time and without work-up is also called a telescoping synthesis. In one such procedure [ 2 ] the reaction of 3-N-tosylaminophenol I with acrolein II affords a hydroxyl substituted quinoline III through 4 sequential steps without workup of the intermediate products (see image).
The Ph 3 C-H bond is relatively weak, with a bond dissociation energy (BDE) of 81 kcal/mol, or about 24 kcal/mol less than methane. [4] Correspondingly, triphenylmethane is mildly acidic, with a pK a of 33.297.
[2] [3] [4] The aldol reaction is paradigmatic in organic chemistry and one of the most common means of forming carbon–carbon bonds in organic chemistry . [ 5 ] [ 6 ] [ 7 ] It lends its name to the family of aldol reactions and similar techniques analyze a whole family of carbonyl α-substitution reactions , as well as the diketone ...
The resulting intermediate 2 then underwent a BF 3 ·Et 2 O-mediated cascade reaction. Intramolecular opening of the epoxide ring yielded intermediate 3, which, after an in situ hydrolysis facilitated by excess BF 3 ·Et 2 O, afforded (–)-chloramphenicol (4) in 71% overall yield. [3] [12] Scheme 1. Synthesis of (–)-chloramphenicol via a ...
The reaction mechanism of the Stevens rearrangement is one of the most controversial reaction mechanisms in organic chemistry. [4] Key in the reaction mechanism [5] [6] for the Stevens rearrangement (explained for the nitrogen reaction) is the formation of an ylide after deprotonation of the ammonium salt by a strong base.
In this notation, a Diels-Alder reaction is a (4+2)cycloaddition and a 1,3-dipolar addition such as the first step in ozonolysis is a (3+2)cycloaddition. The IUPAC preferred notation however, with [i+j+...] takes electrons into account and not atoms. In this notation, the DA reaction and the dipolar reaction both become a [4+2]cycloaddition.
The activated double bond in oxanobornadiene makes a triazoline intermediate that subsequently spontaneously undergoes a retro Diels-alder reaction to release furan and give 1,2,3- or 1,4,5-triazoles. Even though this reaction is slow, it is useful because oxabornodiene is relatively simple to synthesize.