UBC CHEM 233 SOLVENTS/REACTANTS MIDTERM 2 QUESTIONS AND CORRECT DETAILED ANSWERS (VERIFIED ANSWERS) |ALREADY GRADED A+||BRAND NEW!

UBC CHEM 233 SOLVENTS/REACTANTS MIDTERM 2
QUESTIONS AND CORRECT DETAILED ANSWERS
(VERIFIED ANSWERS) |ALREADY GRADED A+||BRAND
NEW!
LiN(i-Pr(2)) Ans✓✓✓LDA, strong Base


Na-H Ans✓✓✓deprotonates


H and Na dissociate, H becomes negative so it steals an H form another
molecule to make H2


THF, DMSO, DMF Ans✓✓✓aprotic solvents for SN2/E2


K-Otbu Ans✓✓✓E2 strong base


PBr(3) Ans✓✓✓phosphorous tribromide. replaces the OH groups with
Br as leaving groups, inverts stereochemistry.


SOCl(3) Ans✓✓✓replaces OH with Cl for leaving group, inverts
stereochemistry.


TsO-, TsCl-, Ans✓✓✓TOSYLATES: replace OH as leaving group with
ought inverting stereo chemistry.

, H2SO4+ H20 Ans✓✓✓results in H30, used for
alkene addition or
Acetal to aldehyde reaction, and
Ketal to Ketone reaction


H2SO4+ R-OH Ans✓✓✓results in protonated alcohol that can be used
to generate acetal/ketal, form ketones and aldehydes.


H2 + Pt/Pd/Ni Ans✓✓✓Alkyne to alkene to alkane reaction.


Pd/BaSO4, Quinoline, CH3OH, Ans✓✓✓Poison catalyst
Lindlårs catalyst
Alkyne to Z alkene


Na/Li + NH3 Ans✓✓✓Alkyne to E Alkene


NaBH4 + protic solvent Ans✓✓✓weak base, used for reduction


Ketone to (secondary) OH
Aldehyde to (primary) OH


does not react with ester or carboxylic acid