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Reagents
| Question | Answer |
|---|---|
| Acid-catalyzed dehydration (removing OH to make double bond) is with | H2SO4 (cat.) & Heat (Delta, little triangle thingy) Acid-Catalyzed Dehydration |
| To substitute OH (using Sn2 Rxn) on a carbon chain with Br is with | PBr3 |
| To substitute OH (using Sn2 Rxn) on a carbon chain with Cl is with | SOCl2 |
| To substitute OH on a carbon chain with OT is with | TsCl & pyridine (holds retention of stereochemistry) |
| To turn OH (using oxidation) on a carbon chain into a ketone (secondary carbon) or aldhyde (primary carbon) is with | PCC & CH2Cl2 |
| When you have a diol (two OH's) on a carbon chain, to create a ketone (secondary) or aldehyde (primary) is with | H+, or H2SO4 (cat.) & Heat Pinacol Rearrangement |
| To eliminate (E2) a haloid substitute on a tertiary carbon is with | NaOH & H2O |
| To add a diol (two OH's) onto a double bond is with | OsO4 & H2O2 |
| To turn an alcohol on a carbon chain into a Br substitute (Sn2) is with | HBr |
| To oxidize with chromium metal is with | H2CrO4 |
| To add a Br substitute (radical reaction) to the most substituted carbon in a chain is with | Br2 and Heat (Delta, little triangle thingy) |
| To add a Cl substitute (radical reaction) to any carbon in a chain is with | Cl2 and Heat (Delta, little triangle thingy) |
| To make a ketone with a haloid substitute (Williamson Ether Synthesis) is with | NaOEt (oxygen base with a ethyl tail) |
| To split a double bond and create two ketones (Ozonation) is with | HIO3 |
| To add a bromine substitute from a double bond on the lesser substituted carbon (anti-markovnikov) is with | HBr & ROOR |
| To add a bromine substitute to a carbon chain and keep a double bond (allylic bromination) is with | NBS and Heat (Delta, little triangle thingy) |
| To perform an E2 reaction without a bulky base, a recommended strong base but weak nucleophile would be | NaH & THF |