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CHM 2120 Study Guide - Midterm Guide: Stereocenter, Aldehyde, Alpha And Beta Carbon

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bluellama985
17 Dec 2017
School
University of Ottawa
Department
Chemistry
Course
CHM 2120
Professor
Alison Flynn

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Document Summary

Leaving group leaves (weak base = strong leaving group) Carbocation formed: tertiary is most stable, sterics may prevent most stable c+ from forming, if rearrangement can occur, it will (hydride shift) Weak base / nucleophile (solvent) bonds to c: can attack from front or back of plane, will produce both stereoisomers (racemic mix) How to make oh into a good leaving group: water. Doesn"t work if nu is strong base because it would deprotonate the water: sulfonate ester. O of oh attaches to s of cloos-r. N of benzene ring removes h from complex. Rank leaving groups by rate of reaction: weaker bases (have strong conjugate acids) are faster lgs. Sn1 and e1 happen together product a mixture of products. Carbocation formed: tertiary most stable, if rearrangement can occur, it will (hydride shift, bond can rotate to result later in e or z isomer.

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Related Questions

1. What is the electron donating group in the reaction shown?

2.What is the electrophilic substrate in the reaction shown?

3. Classify the electrophilic substrate (CH3,10,20,30, allylic, benzylic)

4. Classify the substrate (Hindered, Unhindered)

5. Classify the electron donating group (Weak Nucleophile/Weak Base/Hindered; Weak Nuc/Weak Base/Unhindered; Strong Nuc/Weak Base/Hindered; Strong Nuc/Strong base/Hind; Strong Nuc/Stron Base/Unhind; Strong Nuc/Weak Base/Unhind; Weak Nuc/Strong Base/Hind; Weak Nuc/Strong Base/Unhind)

6. Classify the solvent in this reaction (nonpolar, polar protic, polar aproitic)

7. What mechanism will dominate in this reaction? (SN2, E2, SN1/E1, none of these)

8. What are the regiochemical considerations for this mechanism with this reagent? (SELECT ALL THAT APPLY: Favors the more substitiuted product; favors less substituted product; favors rearrangement to more substituted product; Pi bond forms only between alph & beta carbons; reagent must form bornd to same carbon as leaving group)

9. What are the sterochemical consideration for this mechanism with this reagent? (SELECT ALL THAT APPLY: will always give inversion of stereocenter; will always give racemization of stereocenter; will favor the TRANS product; will favor the CIS product; leaving groups should be anti-coplanar unless eclipsed forced)

10. What is the major product of the reaction shown.

Determine certain aspects of the following reaction

1. What is the electron donating group in the reaction shown?

2.What is the electrophilic substrate in the reaction shown?

3. Classify the electrophilic substrate (CH3,10,20,30, allylic, benzylic)

4. Classify the substrate (Hindered, Unhindered)

5. Classify the electron donating group (Weak Nucleophile/Weak Base/Hindered; Weak Nuc/Weak Base/Unhindered; Strong Nuc/Weak Base/Hindered; Strong Nuc/Strong base/Hind; Strong Nuc/Stron Base/Unhind; Strong Nuc/Weak Base/Unhind; Weak Nuc/Strong Base/Hind; Weak Nuc/Strong Base/Unhind)

6. Classify the solvent in this reaction (nonpolar, polar protic, polar aproitic)

7. What mechanism will dominate in this reaction? (SN2, E2, SN1/E1, none of these)

8. What are the regiochemical considerations for this mechanism with this reagent? (SELECT ALL THAT APPLY: Favors the more substitiuted product; favors less substituted product; favors rearrangement to more substituted product; Pi bond forms only between alph & beta carbons; reagent must form bornd to same carbon as leaving group)

9. What are the sterochemical consideration for this mechanism with this reagent? (SELECT ALL THAT APPLY: will always give inversion of stereocenter; will always give racemization of stereocenter; will favor the TRANS product; will favor the CIS product; leaving groups should be anti-coplanar unless eclipsed forced)

10. What is the major product of the reaction shown.