References Go To: , , Data compilation by the U. Select a region with data to zoom. Upper and lower bar line I represents the experimental error range. You could have the X at the 3,6 positions, ortho to one methoxy, ortho to the other methoxy. AceHighTechCity 2-Cha, 25 Seonyu-ro 13-gil, Yeongdeungpo-gu, 07282 Seoul, S.
You could have the X at the 2,3 positions, ortho to both methoxys. You could have the X at the 3,5 positions, both ortho contributors to one of the methoxys. In contrast, what little thermodynamic product is formed will not be dealkylated due to its better stability. The 1,2,4 product is a less stable molecule but it forms much more readily because the alkyl groups electronically activate the molecule to this substitution pattern. Thus the thermodynamic product gradually accumulates as the reaction proceeds; ultimately becoming the major product. In a normal electrophilic aromatic substitution, the kinetic product is the one which dominates.
Alkylating benzene with t-butylchloride will give you the 1,4 t-butyl product. Secretary of Commerce on behalf of the U. Select a region with no data or click the mouse on the plot to revert to the orginal display. The 1,3,5 product is the most thermodynamically stable of the two molecules, as it has less steric repulsion between the bulky alkyl groups. Secretary of Commerce on behalf of the U. © 2018 by the U.
Statistical analysis representing the degree of agreement. It's known as the thermodynamic product. Thus, even though the kinetic product will dominate initially, its instability allows it to be dealkylated back to a disubstituted species. The middle bar shows the portion of the estimated values within the experimental error range. Use or mention of technologies or programs in this web site is not intended to imply recommendation or endorsement by the National Institute of Standards and Technology, nor is it intended to imply that these items are necessarily the best available for the purpose. What actually happens is a series of alkylations and dealkylations which ultimately lead to the most stable molecule, the 1,3,5 t-butyl product. .
This one would be chosen over the others because the others would be too streakily hindered. This is known as the kinetic product. Use this link for bookmarking this species for future reference. However, further alkylating it will not give you the 1,2,4 t-butyl product as you might expect. However, Friedel Crafts alkylation is a special case because it's reversible. Secretary of Commerce on behalf of the United States of America.
Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived. The percentage of the middle bar indicates the level of estimation accuracy in general. . . .
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