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CHM 2120

Exam I

TermDefinition
If compound A has a lower pKa value than compound B, which compound will be deprotonated (act as an acid)? compound A
What does the mCPBA molecule look like? Cl and ketone bonded to a benzene group, OOH group attached to carbonyl
What reaction is occurring if the only reagent is mCPBA? epoxide formation
Epoxide addition requires what reagent and carbon-carbon bond? mCPBA and an alkene
What reaction is typically occurring with a reagent of concentrated H2SO4? elimination (E1)
What reaction is typically occurring with a reagent of diluted H2SO4? substitution
What is an example of a poisoned catalyst? Pd-CaCO3 (quinoline; Lindler's Catalyst)
The addition of H2 with the reagent Pd-CaCO3 is a syn or anti addition? syn
Br2 and CCl4 across a double bond cleaves what type of mechanism? 1,2-disubstitution
What reaction occurs for a Markovnikov anti addition of OH and H? oxymercuration-demercuration
What are the reagents for oxymercuration-demercuration reaction? 1) Hg(OAc)2, H2O; 2); NaBH4
What reaction is occurring if RCO3H is the only reagent? epoxide formation
What is the first step in the anti-de hydroxylation of an alkene mechanism? epoxide formation
What are the reagents for the anti-de hydroxylation mechanism? 1) mCPBA or RCO3H; 2) H2SO4, H2O
If you add ONLY Br2 to an alkene, what will be the product (stereochemistry included)? anti addition of 2BR
If the reagents Br2 and H2O are added across an alkene, what will be the product (stereochemistry included)? anti addition of Br and OH; halohydrin
What are the reagents for the syn-dihydroxylation mechanism? 1) OsO4 2)NaHSO3, H2O or 1)KMnO4 2)NaOH/H2O
Ozonolysis of an alkene requires what reagents? 1) O3 2) (CH3)2S (DMS)
Is there a carbon chain increase or decrease with the ozonolysis of an alkene? decrease
What reagents are needed to create a carboxylic acid? alkyne, 1) O3 2)H2O2
Using an alkyne, what reagents are necessary to make a ketone (internal carbonyl)? H2SO4, HgSO4, H2O
Addition of a ketone across a triple bond is markovnikov or anti-markovnikov? markovnikov
Using an alkyne, what reagents are necessary to make an aldehyde (external carbonyl)? 1) R2BH 2)H2O2, NaOH
What mechanism is occurring if 1) R2BH is the first reagent? aldehyde formation through hydroboration
Is there a carbon chain increase or decrease when creating a ketone from an alkyne? none
Is there a carbon chain increase or decrease when creating an aldehyde from an alkyne? none
What reagents can be used to turn an alkyne into a carboxylic acid? 1) O3 2) H2O
Is there a carbon chain increase or decrease when creating a carboxylic acid from an alkyne? decrease
What is the only known way (that will be used) to increase the carbon chain? acetylide ion (anion)
What reagents would you use to create an E-alkene from an alkyne? Na, NH3 (liquid)
What reagents would you use to create a Z-alkene from an alkyne? H2, Pd-CaCO3 (Lindler's Catalyst)
What is the product of adding H2/Pt to an alkyne? alkane
The presence of NaNH2 as a reagent suggest that what will be an intermediate? acetylide ion (anion)
The addition of HBr across an alkene has what type of intermediate? carbocation
The addition of HBr across an alkene is what type of addition? markovnikov
What reagents should be used to achieve markovnikov addition of OH and H? H2O, H2SO4 (H3O+)
What reagents should be used to achieve anti-markovnikov addition of H and Br? HBr, H2O2 (ROOR)
What reagents should be used to achieve anti-markovnikov addition of OH and H? What is the stereochemistry? 1)BH3 THF 2) H2O2, NaOH; syn addition
Created by: gracelisabethxo
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