T/F Questions

Question 1

In an 1H-NMR spectrum, the multiplicity (extent of splitting) of a given signal is equal to the number of equivalent hydrogen atoms that this specific signal corresponds to.

Answer 1

false

Question 2

In an 1H-NMR spectrum, protons that are covalently bound to oxygen or nitrogen atoms typically produce peaks that are shaped like broad singlets.

Answer 2

true

Question 3

The 1H is the only nucleus that can align itself with or against an external magnetic field.Thus,NMR spectroscopy is an analytical technique that is exclusive to the 1H nucleus

Answer 3

false

Question 4

When heated, the majority of beta-ketocarboxylic acids rapidly decarboxylate with release of carbon dioxide. The product of this transformation isa ketone.

Answer 4

true

Question 5

Sodium borohydride and lithium aluminum hydride have almost identical reactivity and can both be employed for the reduction of carboxylic acids to primary alcohols.

Answer 5

false

Question 6

Acyl chlorides are the most reactive carboxylic acid derivative that we have learned about.Therefore,they can be used to synthesize all other carboxylic acid derivatives that wehave discussed.

Answer 6

true

Question 7

Carboxylic amides are usually less reactive then their respective ester counterparts. This may also explain why proteins are linked via amides rather than esters.

Answer 7

true

Question 8

The removal of water from the reaction mixture is advised to obtain high yields in the acid catalyzed Fischer esterification.

Answer 8

true

Question 9

Georg Wittig and Herbert C. Brown shared the Nobel Prize for chemistry we have studied this semester.

Answer 9

true

Question 10

Organic chemistry is challenging yet insightful and fun. Attending the lecture as well as the recitation session and office hours helps to keep up with the new material (ticking “true” rewards you a free point here, ticking “wrong” will help the TAs to remember you).TrueWrong

Answer 10

true

Question 11

“Like reacts with like” is a chemical principal that describes the preference of nucleophiles to react with other nucleophiles andthe preference of electrophiles to react with other electrophiles, respectively.

Answer 11

false

Question 12

Aldol reactions can be catalyzed with both acid and base.

Answer 12

true

Question 13

Sodium methoxide(NaOMe) is a very strong, sterically encumbered base that favors the formation of kinetic enolates (more accessible, less stable) over thermodynamic enolates (less accessible, more stable).

Answer 13

false

Question 14

Lithium diisopropylamide (LDA) is a very strong, sterically encumbered base that favors the formation of kinetic enolates (more accessible, less stable) over thermodynamic enolates (less accessible, more stable).

Answer 14

true

Question 15

b-Dicarbonyl compounds feature a surprisingly acidic C-H bondbetween the carbonyls, which can even be deprotonated with a mild base such as potassium carbonate.

Answer 15

true

Question 16

Claisen and Dieckmann condensations are base promoted and thus require the addition of at least 1 equivalent of alkoxide.

Answer 16

true

Question 17

Strongly basic carbon nucleophiles,such as alkyl lithium and Grignard reagents,preferentially undergo conjugated 1,4-addition on a,bunsaturated carbonyl (Michael addition). This means they do notattack the carbonyl directly.

Answer 17

false

Question 18

Conjugationdescribes the stabilizing interaction between neighboring sp3hybridized carbon, oxygen or nitrogenatoms, all of which need to havetetrahedral geometry.

Answer 18

false

Question 19

In a Diels-Alder reaction, an electronrich diene and an electron deficient dienophile react to yield a substituted cyclohexene.

Answer 19

true

Question 20

The movie poster Prof. Sessler used as a transition one day featured”Back to the Future”.

Answer 20

true