With tertiary alcohols, the chromate ester formed from PCC can isomerize via a [ 3, 3 ]-sigmatropic reaction, the Babler oxidation.
12.
With carbon nucleophiles such as Grignard reagents, acyl chlorides generally react first to give the ketone and then with a second equivalent to the tertiary alcohol.
13.
Tertiary alcohols like TAA cannot be oxidised to aldehyde or carboxylic acid metabolites, which are often toxic; this makes them safer drugs than primary alcohols.
14.
However, like other tertiary alcohol based anaesthetics ( e . g . methylpentynol, ethchlorvynol ) TAA was eventually superseded by safer and more effective agents.
15.
When water is eliminated from cyclic tertiary alcohols by an In the medium-size ring region, the percent of product is closely correlated with transannular strain.
16.
While a carbon nucleophile will react with the acid halide first to produce a ketone, the ketone is also susceptible to nucleophilic attack, and can be converted to a tertiary alcohol.
17.
Aldehydes and ketones can also be reduced to alcohols by LAH, but this is usually done using milder reagents such as hindered end of the epoxide, usually producing a secondary or tertiary alcohol.
18.
Because " tert "-butanol is a tertiary alcohol, the relative stability of the " tert "-butyl carbocation in the Step 2 allows the S N 2 mechanism.
19.
On the other hand, it catalyzes the oxidation of alkanes to tertiary alcohols, amides to t-butyldioxyamides, and tertiary amines to ?-( t-butyldioxyamides ) using tert-butyl hydroperoxide.
20.
Samarium ( II ) iodide has become a popular reagent for carbon-carbon bond formation, for example in a Barbier reaction ( similar to the Grignard reaction ) between a ketone and an alkyl iodide to form a tertiary alcohol:
