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Protodeboronation is a well-known undesired side reaction, and frequently associated with metal-catalysed coupling reactions that utilise boronic acids (see Suzuki reaction). [1] For a given boronic acid, the propensity to undergo protodeboronation is highly variable and dependent on various factors, such as the reaction conditions employed and ...
Phenylboronic acid or benzeneboronic acid, abbreviated as PhB(OH) 2 where Ph is the phenyl group C 6 H 5 - and B(OH) 2 is a boronic acid containing a phenyl substituent and two hydroxyl groups attached to boron. Phenylboronic acid is a white powder and is commonly used in organic synthesis.
The general structure of a boronic acid, where R is a substituent.. A boronic acid is an organic compound related to boric acid (B(OH) 3) in which one of the three hydroxyl groups (−OH) is replaced by an alkyl or aryl group (represented by R in the general formula R−B(OH) 2). [1]
It hydrolyzes rapidly to benzoic acid and hydrochloric acid with a half life of about 2.4 minutes, thus making the compound unstable in the presence of water. [2] In other chemical reactions, benzotrichloride reacts at the chlorinated α-carbon, for example in substitution reactions. It is used as an intermediate in the synthesis of benzoyl ...
Removal of the BOC group in amino acids can be accomplished with strong acids such as trifluoroacetic acid in dichloromethane, or with HCl in methanol. [2] [3] [4] A complication may be the tendency of the t-butyl cation intermediate to alkylate other nucleophiles; scavengers such as anisole or thioanisole may be used.
The Buchner–Curtius–Schlotterbeck reaction is the reaction of aldehydes or ketones with aliphatic diazoalkanes to form homologated ketones. [1] It was first described by Eduard Buchner and Theodor Curtius in 1885 [ 2 ] and later by Fritz Schlotterbeck in 1907. [ 3 ]
An example involves the conversion of the ethyl ester of 5-bromovaleric acid to the iodide: [4] EtO 2 C(CH 2) 4 Br + NaI → EtO 2 C(CH 2) 4 I + NaBr. Potassium fluoride is used for the conversion of chlorocarbons into fluorocarbons. [5] Such reactions usually employ polar solvents such as dimethyl formamide, ethylene glycol, and dimethyl ...
The overall reaction, therefore, is: (CH 3) 3 COH + HCl → (CH 3) 3 CCl + H 2 O. Because tert-butanol is a tertiary alcohol, the relative stability of the tert-butyl carbocation in the step 2 allows the S N 1 mechanism to be followed, whereas a primary alcohol would follow an S N 2 mechanism.