Explain how the structure of the alcohol (and thus the alkoxide base) affects th

Question

Explain how the structure of the alcohol (and thus the alkoxide base) affects the quantity of each elimination product formed. Compare the ratios of areas from each of the different alcohols used in lab to support this explanation. (You must compare the results from your alcohol to the class results for the other alcohols.

alcohol I used was 2-butanol

Below indicates mine and other class mates results.

Safari File Edit View History Bookmarks window Help Elimination Lab 308-008 Class Data - Google Sheets | | || | + | E] httpse docs.google.com/spreadsheets/d/1fwd71EWOF5kIAUQ24L8eCkhhFtfjZo0sORQSZTCwp44/edit#gid=0 Apple Pomeranian eeders.com Course Desc..es Program Reader Chegg Study Guided Solutions and Study Help I Che... myBoiseState | Student Elimination Lab 308-008 Class Data -Google Sheets Elimination Lab 308-008 Class Data chickard@lcmail.csc.edu . File Edit View Insert Format Data Tools Add-ons Help Last edit was made 20 minutes ago by anonymous Comments Share % .0 .00 123 Arial 187.32 None 202.1 Lots 202.24 Lots 1 2-butanol 2 2-butanol 3 Absolute Ethanol 4 Absolute Ethandl 5 Alcohol Used 6 ethanol 7 Isobutyl Alcohol 8 Isobutyl Alcohol 9 Isobutyl Alcohol 10 Isobutyl Alcohol 11 Isopropyl Alcohol 12 Isopropyl Alcohol 13 Isopropyl Alcohol 14 K t-butoxide 15 Methanol 16 perimental Data 611.03 696.3 332.16 310.5 295.61 335.3 631.8 487.5 Lots Some some (49.5%) 1875 some (49.5%) 1-heptene trans-2-heptene cis-2-heptene None/Some/Lots? None/Some/Lots? 308.2 267.75 440 581.4 598 1092 1120 1063.2 578.5 350.1 515.7 225 356 372 506.3 520.18 609 1116.95 300 510.5 Some Some (47%) some some Some lots some Lots 1050 Lots 115 Some 168 some 202.5 some 452.1 None 1028 some 1064 lots 555.56 Some 128.5 Lots 321.75 Some Some Relative Amounts of: Peak areas (mm*2) of each isomer formed SN2 Products Starting Material 20 23 Shee

Explanation / Answer

For an elimination reaction as the acidity of alcohol increases the base strength of its conjugate base goes down. Thus ethanol has higher acidity than compared to say isopropanol. Butanol has greater acidity than isopropanol thus the conjugate base of butanol is preferred over isopropanol conjugate base in the formation of alkoxide for elimination reaction. In isopropanol the two Me groups act ac electron donating by induction. Which reduces from isopropanol to butanol. Methanol is a better acid than ethanol and thus ethoxide is better alkoxide than methoxide.

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