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Tertiary alcohols from esters

Preparation of Tertiary Alcohols from Esters and Grignard Reagents... [Pg.601]

PREPARATION OF TERTIARY ALCOHOLS FROM ESTERS AND GRIGNARD REAGENTS... [Pg.601]

We need carbonyl groups to do conjugate addition so the tertiary alcohols will have to be made from them. In Chapter 9 (p. 222) we saw how to make such tertiary alcohols from esters and organometallic compounds and in Problem 1 of this set we saw how to do double conjugate additions on unsaturated esters - all the pieces fit together. [Pg.66]

Esters derived from the primary alcohols are the most stable and those derived from the tertiary alcohols are the least stable. The decomposition temperature is lower in polar solvents, eg, dimethyl sulfoxide (DMSO), with decomposition occurring at 20°C for esters derived from the tertiary alcohols (38). Esters of benzyl xanthic acid yield stilbenes on heating, and those from neopentyl alcohols thermally rearrange to the corresponding dithiol esters (39,40). The dialkyl xanthate esters catalytically rearrange to the dithiol esters with conventional Lewis acids or trifluoroacetic acid (41,42). The esters are also catalytically rearranged to the dithiolesters by pyridine Ai-oxide catalysts (43) ... [Pg.363]

E. Tertiary alcohols from ketones, esters, and lactones... [Pg.639]

Experiment 5.42 2-METHYLPENTAN-2-OL (tertiary alcohol from an ester)... [Pg.540]

Cognate preparations. 2-Methylbutan-2-ol (tertiary alcohol from an ester). From ethyl propanoate and methylmagnesium iodide. Collect the tertiary alcohol at 100-102 fJC. [Pg.540]

The Grignard reagent provides two of the three R groups attached to the hydroxylbearing carbon of the tertiary alcohol. The ester provides the third R group. So, from... [Pg.195]

In the experiment we shall carry out another common type of Grignard reaction, the formation of a tertiary alcohol from two moles of the reagent and one of an ester. The ester employed is the methyl benzoate synthesized in Chapter 27. The initially formed product is unstable and decomposes to a ketone, which, being more reactive than an ester, immediately reacts with more Grignard reagent ... [Pg.321]

The Grignard reaction is used synthetically to prepare secondary alcohols from aldehydes and tertiary alcohols from ketones. The Grignard reagent will react with esters twice to give tertiary alcohols. Synthetically, it also can be allowed to react with carbon dioxide to give carboxylic acids and with oxygen to give hydroperoxides ... [Pg.306]

See other pages where Tertiary alcohols from esters is mentioned: [Pg.609]    [Pg.174]    [Pg.262]    [Pg.378]    [Pg.609]    [Pg.174]    [Pg.262]    [Pg.378]    [Pg.487]    [Pg.103]    [Pg.532]    [Pg.540]    [Pg.532]    [Pg.540]    [Pg.1261]    [Pg.87]    [Pg.87]    [Pg.88]    [Pg.248]    [Pg.925]    [Pg.363]    [Pg.372]    [Pg.381]    [Pg.162]    [Pg.196]    [Pg.1265]    [Pg.1647]    [Pg.487]    [Pg.1647]    [Pg.408]    [Pg.1170]    [Pg.934]   
See also in sourсe #XX -- [ Pg.307 , Pg.320 ]



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Alcohols from esters

Ester, tertiary

Esters alcohols

Preparation of Tertiary Alcohols from Esters and Grignard Reagents

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