why must dr straumanis be this way
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Questions Covered in This Set
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what's the reagent on this one
Step 1: Hg(OAc)2 H20 THF Step 2: NaBH4
What's the reagent on this one
Step1: Hg(OAc)2 HOR THF, Step 2: NaBH4
What's the reagent on this one
Step 1: BH3, THF Step 2: H2O2, NaOH, H2O
Anti-Markovnikov Ring Opening
*Basic Condition, Base Targets less subtituted carbon (steric), Step 2 is neutralization, trans
Markovnikov Ring Opening
*Protonation of the Epoxide, HOR attacks more substituted Carbon, syn
Cis aklyne reduction
Lindlar, H2
Trans alkyne reduction
Na Nh2 (Sodium, liquid ammonia)
What reagent do you use?
PCC
What reagent do you use?
KMnO4
Reducing primary alcohol into Carboxylic acid
KMnO4 (one step), PCC (Stops at aldehyde)
Syn addition of two alcohol groups
Step 1: OsO4, Step 2: H2O2
What do you use for double bond cleavage?
O3, Zn Acetic Acid
What reagent is in the first step? What's the mechanism?
Step 1: Diluted acid (H2O, H2SO4), (put mechanism here),
How do you replace an OH group with a halide?
How do you replace an sp3 with a Br group
Highly selects for sp3, but does work for sp2
What's a good 1,4 addition nucleophile?
Lithium Diakylculprate also does not work with Aldehyde, Ketone or Ester
What does friedel craft reaction not work with?
Strong EWG groups like NO2, NC, HSO3, aniline like NH2, aryl/alkyl halide (as the Electrophile)
How do you change NO2 to NH2?
Hd, Pd also works, but it removes other double bonds and carbonyl that's in the pi system of the benzene
What groups being attached to the benzene ring would make NAS work?
X = Cl, F, Br, I; Z = Strong EWG group like NO2, CN, Carbonyl, or NR3
What do you need for the oxidation of groups attached to a C on a benzene
KMnO4, H2O
What reagents do you need to sulfonize a benzene ring?
H2SO4, SO3, protonate it to get it back
What do you use to COMPLETELY remove double bonds from benzene ring
H2/Rd, also reduces anything in ur functional group so watch out
What reagent do you use to add a CN to your aldehyde/ketone?
HCN. -CN
How do you substitute an Acid Halide with another molecule?
Strong base or HSB, use pyridine if base isn't strong
1,4 addition, things to keep in mind?
Only work with NC,RS,C ; grignard C=_C undergoes 1,2 ; LiR2Cu undergoes 1,4 : remember the extra H on the alpha carbon
What do you use to reduce carboxylic acid?
LiAlH4, with a proton source
