hydrazine - 2024 Penn Bowl Texas

Question

Carbonyls are converted into alkanes using a reagent mix consisting of a strong base and this compound during Wolff-Kishner reduction. For 10 points each:

[10m] Name this compound also employed in liberating an amine from a phthalimide during the second step of the Gabriel synthesis. This compound is typically industrially synthesized via the Olin Raschig process.

ANSWER: hydrazine [accept diazine; accept N₂H₄ or NH₂NH₂ or H₂NN₂H]

[10e] This gas is formed as a byproduct after hydrazone decomposition in the Wolff-Kishner reaction. Ammonia is formed from the hydrogenation of this diatomic gas in the Haber-Bosch process.

ANSWER: nitrogen gas [or N₂]

[10h] In a modification to the Wolff-Kishner reaction named for this chemist, the use of tert-butoxide in the second step allows for the reaction to occur at room temperature. In an inductive rule name for this man, nucleophiles prefer to attack the side of an asymmetric carbonyl containing the smaller group.

ANSWER: Donald Cram [or Donald James Cram; accept Cram modification, accept Cram’s rule]

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Summary


2024 Penn Bowl Berkeley	11/02/2024	Y	2	10.00	100%	0%	0%
2024 Penn Bowl CWRU	11/02/2024	Y	4	10.00	100%	0%	0%
2024 Penn Bowl Chicago	11/02/2024	Y	8	11.25	100%	13%	0%
2024 Penn Bowl Mainsite	11/02/2024	Y	3	10.00	100%	0%	0%
2024 Penn Bowl Texas	11/02/2024	Y	2	10.00	100%	0%	0%
2024 Penn Bowl Florida	10/26/2024	N	2	10.00	200%	0%	0%
2024 Penn Bowl Harvard	10/26/2024	N	4	15.00	200%	100%	0%
2024 Penn Bowl Playtest	10/12/2024	N	2	20.00	200%	200%	0%
2024 Penn Bowl UK	10/26/2024	N	5	8.00	160%	0%	0%
2024 Penn Bowl UNC	10/26/2024	N	3	10.00	200%	0%	0%

Data


Houston	TAMU	0	10	0	10
Texas A	Texas B	0	10	0	10