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