Expert Verifed Ace the Test
H3O+ (dilute H2SO4) - ANSWER ✔✔-adds: H and OH
-Regio: M (OH on more substituted)
-Stereo: ---
conc. H2SO4, heat - ANSWER ✔✔alcohol to alkene (elimination)
NaOEt - ANSWER ✔✔Strong Nucleophile, Strong Base
SN2 of primary
E2 of secondary and tertiary
, t-BuOK - ANSWER ✔✔strong base, weak nucleophile (E2), double
bond on least substituted
H2, Pt - ANSWER ✔✔Alkyne/Alkene to Alkane via syn addition.
H2, Lindar's Catalyst - ANSWER ✔✔alkyne to cis (Z) alkene
adds: 2 H atoms
regio:--
stereo: cis, syn addition (both H on same side)
Na, NH3 - ANSWER ✔✔alkyne to trans (E) alkene
adds: 2 H atoms
regio: --
stereo: trans, syn addition (both H on same side)
LAH (LiAlH4), H2O - ANSWER ✔✔reduces ketones, aldehydes, AND
esters to alcohols (stronger reducing agent)
xs LAH, then H2O + amide - ANSWER ✔✔amide to amine (removes
=O completely)
xs LAH, then H2O + carboxylic acid - ANSWER ✔✔carboxylic acid to
alcohol (removes =O)