Nomenclature
Draw this one out
(2S,3R,4S)-3-bromo-hexan-2,4-diol
thats right, prolly
Name one reductive reagent (can be a combo of reagents)
H2 w/ Pd, Pt-C, Ni
1.LiAlH4 2.) H2O
Na, NH3
H2, Lindlar's catalyst
NaBH4 H2O
Predict the product and Major Reaction
I draw
I shall draw
NaOH, cool, Polar Aprotic solvent (Acetone, DMF, DMSO)
You prolly remember, but maybe forgot, so rate NaSH's Nucleophilicity (good or bad) and Basicity (good or bad)
Good Nu-
Bad Base
(BONUS, is OH a good leaving group?)
Name this structure
(2S,3Z,5E,7E,9R)-deca-3,5,7-trien-2,9-diol
What are the products of Oxidizing a primary, secondary and tertiary alcohol
Primary - aldehyde or carb. acid (bonus if specified)
Secondary - ketone
tertiary - NR
Predict the Product and major reaction
Draw, I shall
I shall draw again
1.) PBr3 or SOCl2 w/ pyridine
2.) NaOCOCH3, acetone
You might remember,
Does Bond Breaking take/release energy
Does Bond Forming take/release energy?
Bond Breaking TAKES energy (+)
Bond Forming RELEASES energy (-)
Draw (5R)-5-bromo-6-methyloct-2-yne
Oh yeah
Can I oxidize a terminal alkyne into a ketone?
Yes, in 1 step with H2SO4, HgSO4, and H2O
Predict the major product and major reaction
Did somebody say draw the answer?
Lemme paint you a picture
1.) Br2, CCl4
2.) xs NaH
3.) CH3CH2Br
4.) H2 Lindlars catalyst
Just in case, I'm thinking you might not remember whether these solvents are Polar Aprotic or Polar Protic
Acetone, water, DMSO, ethanol, acetic acid
Hydrogen bonding (F,O,N, = Polar Protic)
Acetone - PA
Water - PP
DMSO - PA
Ethanol - PP
Acetic Acid - PP
Name this lil guy
5-methylbicyclo[4.1.0]heptan-3-ol
Is Dihydroxylation syn or anti addition?
Syn!
Draw the major product and major reaction
Oh... hear we go
guys... check this out
Ill draw bc its a lil trippy
You prolly forgot how to do Bicyclo structures, so draw...
3-tert-butyl-5-sec-butyl-2-isopropylbicyclo[4.2.2]decane
We shall see
Draw this structure
(1E,5R,7R)-8-ethyl-1,7-dimethoxy-6-methyldec-1-en-9-yn-5-ol
Drum roll
What's the difference between these sets of reagents
1.) O3, 2.) (Zn, H2O) or (CH3SCH3)
1.)O3, 2.) H2O2
Zn, H2O and DMS give aldehyde's with alkenes
H2O2 gives carboxylic acid
Draw the major product and predict the major reaction
Woah
1.) Br2, hv (key step for synth for exam for sure)
2.) tBUOK
3.) BH3, THF
4.)NaOH, H2O2, H2O
5.) Strong oxidize (Na2Cr2O7 w/ H2SO4)
I think you didn't forget, but just need to be reminded of some stuff. Talk with your group and discuss which next 2 or 3 topics you guys would want to choose.