CHEM 30 ALL REACTIONS WITH ILLUSTRATIONS AND DIAGRAMS. 2024/2025 UPDATED QUESTIONS AND ANSWERS

CHEM 30 ALL REACTIONS WITH
ILLUSTRATIONS AND DIAGRAMS. 2024/2025
UPDATED QUESTIONS AND ANSWERS



1. H2S04, H20
-maokovnikov addition/racemic:

2. BH3, NaOH, H202 //\vofl -anti-markovnikov:

Primary - inversion
Secondary - rearrangement and racemic:
5. PBr3 or soc12

-no rearrangement
-inversion
-primary and secondary only:
6. TsCI, Pyridine 0B -
retention:
7. H2S04, H20
-carbocation rearrangement to form zaitzev product -Snl for
tertiary and secondary -Sn2 for primary:
8. POC13, pyridine
-zaitzev but no rearrangement:
9. H2S04
-has to be 1,2-
dioI:


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, CHEM 30 ALL REACTIONS WITH
ILLUSTRATIONS AND DIAGRAMS. 2024/2025
UPDATED QUESTIONS AND ANSWERS

10. WEAK
PCC, Swern, or Dess-Martin
-forms aldehyde on primary alcohols
STRONG
Jones
-forms carboxylic acid on primary alcohols:
1 1 . 1-1104
-has to have syn vicinal diol: a

12. OCH3-
-has to be primary alkyl halide -
Retention of alcohol sterochemistry -primary or
secondary alcohols:
13. H2S04, HOR
-Most stable carbocation formed so can rearrange

-racemic mixture:
14. HBr or HI (1 EQUIVALENT)
-alkyl halide forms on more substituted side:
15. HBr or HI (2 EQUIVALENTS): 1


16. TMS-CI, pyridine



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