6- -2-hexanol

FIGURE 4.46. 1-Hexanol in CDC13 at 300 MHz. The CH3 peak is broadened and filled in.  

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Assuming that the rate determining step in the reaction of 1 hexanol with hydrogen bro mide to give 1 bromohexane is an attack by a nucleophile on an alkyloxonium ion write an equa tion for this step Use curved arrows to show the flow of electrons... 

Acid catalyzed dehydration of 2 2 dimethyl 1 hexanol gave a number of isomeric alkenes including 2 methyl 2 heptene as shown in the following formula... 

Outline a synthesis of 2 ethyl 1 hexanol from butanal... 

Direct, acid catalyzed esterification of acryhc acid is the main route for the manufacture of higher alkyl esters. The most important higher alkyl acrylate is 2-ethyIhexyi acrylate prepared from the available 0x0 alcohol 2-ethyl-1-hexanol (see Alcohols, higher aliphatic). The most common catalysts are sulfuric or toluenesulfonic acid and sulfonic acid functional cation-exchange resins. Solvents are used as entraining agents for the removal of water of reaction. The product is washed with base to remove unreacted acryhc acid and catalyst and then purified by distillation. The esters are obtained in 80—90% yield and in exceUent purity. 

The propylene-based chemicals, n- and isobutanol and 2-ethyl-1-hexanol [104-76-7] (2-EH) dominate the product spectmm. These chemicals represent 71% of the world s total oxo chemical capacity. In much of the developed world, plasticizers (qv), long based on 2-EH, are more often and more frequendy higher molecular weight, less volatile Cg, and C q alcohols such as isononyl alcohol, from dimerized normal butenes isodecanol, from propylene trimer and 2-propyl-1-heptanol, from / -butenes and aldol addition. Because of the competition from the higher molecular weight plasticizer alcohols,... 

Fig. 1. Viscosities of amyl alcohols compared with 1-butanol and 1-hexanol (15). a, 1-butanol b, 2-methyl-2-butanol c, 1-pentanol d, 2-methyl-1-butanol ...

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