benzene - 2025 ACF Fall

Tossup

In the first stage of the Hock process, this molecule is alkylated with propylene to form cumene. (10[6])This compound (10[3])is the (10[2])lightest (-5[1])in a (-5[1])mixture produced through the catalytic reforming of naphtha called BTX. (10[2])A methylated derivative (10[1])of this compound is nitrated (10[1])three times (10[2])to produce (10[1])TNT. (10[10]-5[6])A (10[1]-5[1])different (-5[5])derivative (-5[10])of this (10[1])compound (-5[4])with two methyl (-5[1])substituents (10[3]-5[3])may be (10[2])prefixed (-5[1])ortho-, (-5[1])meta-, (-5[1])or para- (10[1])and is called (10[1])xylene. (10[4])Each carbon-carbon bond (10[3])in this compound has a bond order of 1.5 (10[1])due to the delocalization (10[2])of its (10[2])six pi electrons. (10[2]-5[1])For 10 points, a circle inside (10[1])a hexagon symbolizes (10[2])what (10[1])aromatic (10[3])compound (10[7])with (10[1])the formula C6H6? (10[4]-5[1])■END■ (10[27]0[9])

ANSWER: benzene [prompt on C6H6 until read] (The second line refers to toluene.)

= Average correct buzz position

Back to tossups

Buzzes

Player	Team	Opponent	Position	Value
Aaryan Sumesh	Berkeley Archer Queen	Stanford B	16	10
Christian Humeniuk	McMaster A	Toronto E	16	10
Snehan Saroch	Louisville A	Michigan B	16	10
Nathan Woolery	Louisville C	Michigan State C	16	10
Dustin Sanders	Chicago B	Chicago A	16	10
George Matsumura	Washington Chum	Washington Masu	16	10
Fern Fang	VCU A	JMU A	18	10
Beckett Pursey	Purdue B	Purdue D	18	10
Jeremy Scurlock	Chipola College	Clemson B	18	10
Daniel Rosado	UCLA D	Claremont C	20	10
Michael Xu	McMaster B	Toronto I	20	10
Matthew Westley	Purdue A	Illinois Orange	21	-5
Bonham Buchannon	Louisville D	WVU B	23	-5
Jason Thieu	Michigan State A	Ohio State A	33	10
Mohamed Algraiw	MIT A	Boston University B	33	10
Liam Rojas	Virginia A	Liberty B	36	10
Sarah Dong	Michigan A	CWRU B	41	10
Andrew Nucci	UCLA B	UCSD A	43	10
Jackson Price	Dartmouth B	Williams C	43	10
Nick Machin	UCLA A	UC Irvine	45	10
David Yuan	Berkeley Little Prince	Berkeley Mighty Miner	46	10
Ethan Tran	UCLA C	Claremont A	46	10
Jackson Crickard	Claremont B	UCLA F	46	10
Ethan Ririe	UCSD B	USC B	46	-5
Charlie Ruff	McGill A	Ottawa A	46	-5
James Xiao	Toronto A	McMaster C	46	10
Joseph Strom	Louisville B	Ohio State C	46	10
Reed Sexton	Michigan C	Ohio State B	46	-5
Nate Brown	CWRU C	Pittsburgh	46	10
Jesse Mindel	NCSU A	UNC D	46	10
Alex Wong	Rutgers D	Columbia A	46	10
Jiping Fang	Illinois Blue	Iowa B	46	-5
Drew Wetterlind	Iowa State	Macalester	46	10
Anne Fjeld	Alberta A	Arizona State B	46	10
Suyog Vibhuti	Washington Steelhead	Washington Coho	46	-5
Zeke Collins	Auburn B	Vanderbilt B	46	-5
Martin Brandenburg	Georgia A	Clemson C	47	10
Ben Gardberg	Cornell B	RIT A	47	-5
Malcolm Meyn	McGill C	Ottawa C	48	-5
Xavier Bornhorst	Maryland A	NYU A	48	-5
Emma Gates	Brown A	Boston University A	48	-5
Caleb Slusher	South Carolina A	Georgia Tech E	48	-5
Jonas Cross	Tennessee Tech	Georgia Tech F	48	-5
Thomas Wu	Berkeley Skeleton King	Berkeley Boss Bandit	49	-5
Tristan Scarlett	Ottawa D	Carleton B	49	-5
Ethen Sun	Toronto C	Brock A	49	-5
Brendan Bridle	Queen's A	Toronto G	49	-5
Will Marcotte	Toronto D	Waterloo B	49	-5
Nick Smemoe	UNC A	UNC C	49	-5
Ba Loc Dinh	Illinois Urbana	Indiana B	49	-5
Zach Majorowicz	St. Thomas	Michigan Tech	49	-5
Devon Kumar	Tufts C	Brandeis Bach	49	-5
Peter Smith	Binghamton A	ESF	49	-5
Eric Morshed	Johns Hopkins	George Mason A	51	10
Dawson Teu	Waterloo A	Toronto B	52	-5
Juan Landaeta	Florida State A	Florida B	52	-5
Miles Phillips	Florida Tech B	UCF A	52	-5
Daniel Lu	Washington Pink	Arizona State A	52	-5
Leonard Castine	Penn	Rutgers A	55	-5
Nathan Redford	Liberty A	Duke A	56	-5
Sophia Jagels	William & Mary B	Liberty C	56	-5
Yoyo Liu	British Columbia C	Boise State	56	10
Daniel Chen	Emory A	Mississippi State A	56	10
Gabrielle Smith	Auburn A	Georgia Tech D	56	-5
Ariyan Miah	Binghamton B	Binghamton C	56	10
Chen Nagahawatte	Ottawa B	McGill B	58	10
Alex Dzurick	William Woods University A	WashU Grolars	58	10
Wesley Stine	Clemson A	Vanderbilt C	59	-5
Chris Chang	USC A	UC Santa Barbara	60	-5
Anya Srinivasan	Washington Atlantic	Washington Chinook	61	-5
Alex Smits	Wisconsin A	Minnesota	63	10
Samuel Li	William & Mary A	JMU B	66	10
Sicheng Jiang	Toronto H	Guelph A	67	10
Jeremy Kim	Toronto F	Waterloo C	67	10
Mahathi Veluri	UConn A	Brandeis Beethoven	67	10
Ben Mowery	Vermont A	MIT B	67	10
Daniel Abrams	Rutgers B	Lehigh B	70	10
Grace Early	Iowa A	WashU Grizzlers	70	10
Connor Yu	Cornell C	RIT B	70	10
Niki Ilia	Boston College B	Amherst A	79	10
Joanna Xiao	Georgia Tech B	Auburn C	83	10
David Xilbille	Georgia Tech C	Vanderbilt A	83	10
Brian Qian	Illinois Canada	Rose-Hulman A	85	10
Jonathan Ho	Alberta B	Washington State	85	10
Pratham Bhanushali	WVU B	Louisville D	88	10
Henry Ding	Princeton	George Mason B	88	10
David Black	Illinois Champaign	Indiana A	88	-5
Sammy Carstens	Rochester	Cornell A	94	10
Lorie Au-Yeung	UCSC	Stanford A	97	10
Joyann Hua	British Columbia B	British Columbia A	97	10
Salil Jain	Williams B	Dartmouth C	98	10
Ryan Gomes	Florida Tech A	South Florida A	99	10
Christopher Bradley	Southern Connecticut State University A	Tufts B	99	10
Yvonne Pan	Amherst B	Vermont B	99	10
Aleksa Misic	Waterloo B	Toronto D	100	10
Vedang Singhal	UNC C	UNC A	100	10
Cooper Morris	Columbia B	Maryland C	100	10
Andrew Sklar	Vassar B	Vassar A	100	10
Emily Justak	Indiana B	Illinois Urbana	100	10
James O'Reilly	Arizona State A	Washington Pink	100	10
Niyanthi Yamunan	Georgia Tech E	South Carolina A	100	10
Aryan Malhotra	Rutgers C	George Mason C	101	10
Sam Montgomery	Ottawa C	McGill C	104	10
Akhil Upadrasta	Ohio State D	Michigan D	104	10
Parker Jones	NCSU B	Tusculum A	104	-5
Shining Sun	Boston College A	Harvard	104	10
Elliott Gomes	Dartmouth A	Brown B	104	10
Yechan Park	Berkeley Boss Bandit	Berkeley Skeleton King	105	10
Taman Truong	USC B	UCSD B	105	10
Teddi Maggay	UC Santa Barbara	USC A	105	0
Valerie Brown	Carleton B	Ottawa D	105	10
Andrew Lin	Toronto G	Queen's A	105	0
Stephen Ottewell	Toronto B	Waterloo A	105	10
June Miller	Florida A	ERAU Daytona A	105	10
Matthew Andersen	Florida B	Florida State A	105	10
Peyton Legg	UCF A	Florida Tech B	105	10
Joshua Lam	Ohio State B	Michigan C	105	10
Elena Yarrington	Michigan State D	WVU A	105	10
Owen Banks	Duke A	Liberty A	105	10
Katie Young	Liberty C	William & Mary B	105	10
Caleigh Greene	Tusculum A	NCSU B	105	10
Vivian Adolph	UNC B	William & Mary C	105	10
Kelvin Ni	NYU A	Maryland A	105	0
Jason Lee	Rutgers A	Penn	105	10
Yashaswi Jaishy	Iowa B	Illinois Blue	105	10
Anurag Shah	Indiana A	Illinois Champaign	105	10
Aarnav Vyas	Illinois Orange	Purdue A	105	0
Alex Matchinski	Michigan Tech	St. Thomas	105	10
Dashiell Helmer	Wisconsin C	Wisconsin B	105	10
Kenner Bailey	Boston University A	Brown A	105	10
Nathaniel Martin	Brandeis Bach	Tufts C	105	10
Brandon Wiltse	Washington Chinook	Washington Atlantic	105	10
Alice Ton Nu	Washington Coho	Washington Steelhead	105	10
Richard D’Angelo	Tennessee B	Alabama A	105	0
Jackson McDonald	Alabama A	Tennessee B	105	0
Brayden Zhang	Vanderbilt B	Auburn B	105	10
Sonali Srikanth	Georgia Tech D	Auburn A	105	0
Isabel Dent	Sewanne	Montevallo	105	0
Andrew Wilson	Montevallo	Sewanne	105	0
Moses Dong	Georgia Tech F	Tennessee Tech	105	10
Evan Roberts	Vanderbilt C	Clemson A	105	10
Gregory Stone	ESF	Binghamton A	105	10
Will Hoover	RIT A	Cornell B	105	10

Summary

Tournament	Edition	TUH	Conv. %	Neg %	Average Buzz
Northern California	US	4	100%	25%	66.00
Southern California	US	7	86%	29%	50.83
Eastern Canada (1)	US	4	75%	75%	89.00
Eastern Canada (2)	US	9	78%	44%	60.14
Florida	US	4	100%	50%	103.50
Great Lakes	US	10	100%	20%	60.00
Lower Mid-Atlantic	US	9	100%	44%	76.22
Upper Mid-Atlantic	US	9	89%	22%	82.63
Midwest	US	9	89%	44%	69.63
North	US	4	100%	25%	79.75
Northeast	US	12	100%	17%	83.58
Pacific	US	8	100%	38%	76.25
Southeast	US	12	75%	42%	78.00
Upstate NY	US	5	100%	40%	86.00