isoprene - 2025 ACF Winter

Question

Derivatives of this molecule that contain oxygen include xanthophylls. For 10 points each:

[10h] Name this non-cyclic hydrocarbon with two double bonds used as the building block of terpenes. Dehydrogenating isopentane yields this molecule.

ANSWER: isoprene

[10e] This non-conductive material is the primary destination of isoprene mass-production. This flexible material used in car tires can be vulcanized to increase its strength.

ANSWER: rubber [accept latex]

[10m] Rubber friction on solid-state materials can induce this phenomenon where structural isomers rapidly interconvert. Other organic molecules can undergo the keto–enol form of this phenomenon.

ANSWER: tautomerization [or word forms like tautomers]

<Alberta, Chemistry>

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Summary


California	Main	Y	5	14.00	100%	40%	0%
Canada	Main	Y	6	16.67	100%	50%	17%
Florida	Main	Y	12	14.17	100%	33%	8%
Great Lakes	Main	Y	5	14.00	100%	20%	20%
Lower Mid-Atlantic	Main	Y	7	15.71	100%	43%	14%
Midwest	Main	Y	8	13.75	100%	38%	0%
North	Main	Y	11	15.45	100%	46%	9%
Northeast	Main	Y	5	14.00	100%	20%	20%
Overflow	Main	Y	4	7.50	75%	0%	0%
Upstate NY	Main	Y	8	16.25	100%	50%	13%
2025 ACF Nationals	2025-08-09	Y	14	14.29	100%	43%	0%
2024 ARCADIA at UC Berkeley	04/19/2025	Y	4	10.00	100%	0%	0%

Data


Berkeley B	Berkeley A	0	10	0	10
Berkeley D	Stanford B	0	10	10	20
Stanford A	Berkeley E	0	10	10	20
Stanford C	Berkeley C	0	10	0	10
UCSC	Berkeley F	0	10	0	10
UCI	UCSD Vices and Virtues	0	10	0	10
Claremont Scripps	UCLA A	0	10	0	10
UCLA B	Claremont Pitzer	0	10	0	10
UCLA C	UCSD Two Running Violet V Forms	10	10	10	30
USC	UCLA D	0	10	10	20
Carleton	Guelph B	0	10	0	10
Toronto A	McGill B	10	10	10	30
Queen's A	Toronto I	0	10	0	10
Toronto J	Toronto G	0	10	0	10
Toronto K	Toronto B	0	10	10	20
Toronto Metropolitan	Toronto F	0	10	0	10
UCSD What Hath God Wrought	UCSB	0	10	10	20
Guelph A	Western Ontario	0	10	0	10
Toronto E	McMaster C	0	10	0	10
Ottawa	McMaster A	0	10	0	10
McGill C	Queen's B	0	10	10	20
Toronto C	Toronto H	0	10	0	10
Toronto D	Waterloo	0	10	10	20
ERAU A	FSU	0	10	0	10
Melbourne A	UF D	0	10	0	10
UCF A	UF B	10	10	10	30
FIU	UF A	0	10	0	10
UF E	UCF B	0	10	0	10
CWRU A	CWRU B	0	10	10	20
CWRU C	MSU B	0	10	10	20
Kenyon B	Kenyon A	0	10	0	10
MSU A	Pitt A	10	10	10	30
OSU B	OSU A	0	10	0	10
OSU D	OSU C	0	10	0	10
Pitt C	CWRU D	0	10	0	10
Clemson A	James Madison	0	10	0	10
Liberty A	Liberty C	0	10	10	20
South Carolina B	Tusculum	0	10	0	10
Tennessee A	South Carolina A	0	10	0	10
Virginia B	Tennessee B	0	10	0	10
Clemson B	Virginia A	0	10	0	10
Virginia Tech A	Roanoke	0	10	10	20
Virginia Tech B	NC State	0	10	10	20
George Mason A	Catholic University	0	10	0	10
George Mason C	George Washington B	0	10	0	10
George Washington A	Georgetown B	0	10	0	10
VCU A	Johns Hopkins A	10	10	0	20
Maryland A	George Mason B	0	10	10	20
Maryland B	Johns Hopkins B	0	10	10	20
Georgetown A	Maryland C	0	10	0	10
NYU A	Penn A	0	10	10	20
NYU B	Maryland D	0	10	10	20
Johns Hopkins C	Penn B	0	10	10	20
UMBC A	Notre Dame E	0	10	0	10
Columbia A	Lehigh B	10	10	10	30
Swarthmore A	Columbia B	0	10	0	10
Princeton A	Columbia C	0	10	0	10
Lehigh A	Rowan A	0	10	0	10
Rutgers B	Rutgers C	0	10	0	10
Missouri A	WashU B	0	0	0	0
Missouri B	WashU A	0	10	0	10
WashU C	William Woods	0	10	0	10
Truman State	WashU D	0	10	0	10
UAB A	Alabama A	0	10	10	20
Georgia Tech B	Alabama B	0	10	10	20
Mississippi State A	Auburn A	0	10	0	10
Auburn B	Bruin A	0	10	0	10
Georgia Tech C	Vanderbilt A	10	10	10	30
Georgia Tech D	Huntsville B	0	10	0	10
Sewanee A	Huntsville A	0	10	0	10
Georgia Tech A	Vanderbilt B	0	10	10	20
Birmingham A	Imperial A	0	10	0	10
Cambridge C	Bristol A	0	10	10	20
Imperial B	City St George's A	0	10	10	20
Cambridge B	Durham A	0	10	10	20
Durham B	Southampton B	0	10	0	10
Edinburgh A	Cambridge A	0	10	0	10
Imperial C	Cambridge D	0	10	10	20
Manchester A	LSE A	0	10	0	10
Manchester B	Bristol B	0	10	0	10
Oxford A	Southampton A	0	10	10	20
Oxford B	Sheffield B	0	10	0	10
Lancaster A	Sheffield C	0	10	0	10
Warwick A	Sheffield A	0	10	10	20
Edinburgh B	Warwick B	0	10	0	10
Binghamton A	RIT A	0	10	0	10
Cornell-DII	RIT B	0	10	0	10
Rochester	ESF	0	10	0	10
Syracuse	Binghamton B	0	10	0	10