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Where does a carbonyl peak show in IR?
around 1700 cm-1
What is the product of oxidation of propan-2-ol
 
propan-2-one
 
propanoic acid
 
propanal
 
propene
What is the product of oxidation of 2-methylpropan-2-ol
no reaction it's a tertiary alcohol
Which of the following is NOT a pair of isomers?
 
butan-2-one and butan-1-ol
 
ethyl benzene and 1,2-dimethylbenzene
 
urea and ammonium cyanate
 
pentan-2-one and pentanal
Which represents the nucleophile in this reaction?
A
The electrophile in aromatic nitration.
 
+NO2
 
+NO
 
F-TEDA-BF4
 
benzyne
WhWhich of the peak in the IR spectrum shown is due to the C—O stretch in an alcohol?
3
What's the best reagent?
 
CrO3, acetone, H2O
 
1) CH3MgBr, ether 2) acid treatment
 
1) LiAlH4, ether 2) acid treatment
 
1) NaBH4, ethanol 2) acid treatment
Name the product
cyclopentene
Which signal in the following proton NMR is due to an alcohol proton?
 
3
 
2
 
1
 
4
What is the electrophile in this reaction
 
B
 
A
 
C
 
doesn't apply
This is an example of:
 
SN2 process
 
SN1 process
 
E1 process
 
E2 process
Name this
2-propoxybutane
How many peaks would appear in the 13CNMR for the following compound? Atoms other than carbon and hydrogen are labeled.
 
8
 
9
 
7
 
6
Name the product
5-bromopentan-2-ol
What do you see in a mass spec if there is an alcohol
M-18 and also alpha cleavage
What is the major functional group shown here?
Primary amine
What is a major peak of an alcohol in IR?
broad peak at around 3400
What is the molecular formula of this natural product?
C13H10
This is the amino acid valine. Is it chiral? Explain
yes, the carbon where NH2 is.
Name the 2 products
iodoethane and butan-2-ol
compound with specific rotation, [α]D = +35.4° reacts to form a single product. The product of the reaction has no optical activity. This could mean the product: a. is a racemate. b. does not have chiral centers. c. is a meso compound
all are possible
Which of these compounds would you expect to be water soluble?
propanoic acid and naproxen
The stereochemical configuration of the C4-C5 alkene is
Z
The stereochemical configuration at C3 (one answer to be given only)
R
The hybridization of the nitrogen atom
sp3
Which reaction would be faster and WHY
−SH is a better nucleophile than −OH because nucleophilicity usually increases in going down a column of the periodic table and sulfur is below oxygen in group
Are these: conformational isomers, stereoisomers, constitutional isomers OR identical
identical
Are these: conformational isomers, stereoisomers, constitutional isomers OR identical
stereoisomers
Consider the acidity constants below to answer the following question. Which acid will be almost completely deprotonated by NaOH?
phenol
What type of reaction is this?
addition/hydration
What would be the product of ethenylcyclohexane (shown here) and HBr (name or draw)
(1-bromoethyl)cyclohexane
What is the major product when 1-methylcyclohex-1-ene is reacted with hydrogen iodide
1-iodo-1-methylcyclohexane
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