A sigmatropic rearrangement follows the addition of these compounds into a nitroarene (“nitro-AIR-een”) in the Bartoli synthesis of 7-substituted indoles. To form cyclopropanols, titanium isopropoxide (“iso-pro-poxide”) first reacts with these compounds in the Kulinkovich reaction. When Keely and Pauson treated cyclopentadiene (“cyclo-penta-diene”) with these compounds followed by iron(III) (“iron-three”) chloride, they unexpectedly made ferrocene instead of fulvalene. Reactions using these compounds often use 1,2-iodoethane to remove an oxide layer. Like Hauser bases, these compounds are treated with dioxane to shift their Schlenk equilibria toward the halide salt form. Carbon-carbon single bonds are formed when these compounds add into carbonyls. For 10 points, name these nucleophilic organometallic compounds with the typical formula RMgX ■END■
| Great Lakes | Main Site | Y | 5 | 80% | 0% | 0% | 97.50 |
| Lower Mid-Atlantic | Main Site | Y | 7 | 71% | 0% | 0% | 106.20 |
| Lower Mid-Atlantic | Main Site | Y | 1 | 100% | 0% | 0% | 106.00 |
| Midwest | Main Site | Y | 8 | 100% | 0% | 0% | 101.25 |
| Northeast | Main Site | Y | 5 | 80% | 0% | 20% | 98.00 |
| Southeast | Main Site | Y | 6 | 83% | 0% | 17% | 97.80 |
| UK | Main Site | Y | 12 | 58% | 0% | 17% | 100.29 |
| Upper Mid-Atlantic | Main Site | Y | 6 | 67% | 0% | 0% | 96.50 |
| Player | Team | Opponent | Buzz Position | Value |
|---|---|---|---|---|
| Andrew Wang | Illinois A | Chicago A | 78 | 10 |
| Jack Lewis | Bruin | Mississipi State | 78 | 10 |
| Eugenia Tong | Imperial A | Warwick A | 79 | 10 |
| Vikshar Athreya | Rutgers A | Georgetown | 79 | 10 |
| Jonathan Huang | MIT | Harvard B | 80 | -5 |
| Mason Yu | Brown | Dartmouth A | 83 | 10 |
| Danny Fisher | Warwick B | Oxford B | 86 | -5 |
| Snehan Saroch | Louisville A | Alabama A | 88 | 10 |
| Calvin Bostleman | Ohio State A | Michigan B | 91 | 10 |
| Caleb West | Kentucky | Sewanee | 91 | -5 |
| Pace Klein | CWRU A | Pittsburgh | 94 | 10 |
| Yixi Yang | Yale | Brandeis B | 94 | 10 |
| Krishna Girish | Montpellier | Durham | 94 | -5 |
| Gannon Smith | Maryland B | Johns Hopkins B | 94 | 10 |
| Joel Dicker | Southampton B | Imperial C | 97 | 10 |
| Ilyas Choukri | Virginia Tech A | Virginia Tech B | 100 | 10 |
| Todd Maslyk | Michigan A | Ohio State C | 101 | 10 |
| Matthew Westley | Purdue A | Chicago C | 101 | 10 |
| Ethan Ma | Illinois C | Notre Dame A | 102 | 10 |
| Timothy Chiu | Northwestern D | Northwestern C | 102 | 10 |
| Oscar Despard | Cambridge A | Cambridge B | 102 | 10 |
| Nathan Long | Imperial B | Edinburgh B | 102 | 10 |
| Jason Thieu | Michigan State | CWRU B | 104 | 10 |
| Samarth Ram | Chicago B | Purdue B | 105 | 10 |
| Eric Morshed | Johns Hopkins A | NYU A | 105 | 10 |
| Jesse Mindel | NC State A | North Carolina B | 106 | 10 |
| Caleb Slusher | South Carolina A | North Carolina C | 107 | 10 |
| Azura Gollamudi | Northwestern B | Chicago D | 107 | 10 |
| Alex Akridge | Indiana A | Illinois B | 107 | 10 |
| Jackson Price | Dartmouth B | Bowdoin B | 107 | 10 |
| Joseph Strom | Louisville B | Tennessee A | 107 | 10 |
| Rachel Bentham | Manchester | Bristol | 107 | 10 |
| Eveline Ong | Oxford A | Edinburgh A | 107 | 10 |
| Aditya Patnaik | Ohio State B | Michigan C | 108 | 0 |
| Carter Pisocky | Michigan C | Ohio State B | 108 | 0 |
| Katie Young | Liberty C | James Madison B | 108 | 0 |
| Becca Wu | James Madison B | Liberty C | 108 | 0 |
| Fern Fang | VCU | Liberty A | 108 | 10 |
| Mason Lambert | James Madison A | Liberty B | 108 | 0 |
| Abby Keith | Liberty B | James Madison A | 108 | 0 |
| Adam Holbrook | Wake Forest | South Carolina B | 108 | 10 |
| Kabir Zaman | South Carolina B | Wake Forest | 108 | 0 |
| Chris Yoo | William and Mary | Virginia | 108 | 10 |
| Eric Lipsutz | Chicago E | Indiana C | 108 | 10 |
| Max Neal | Harvard B | MIT | 108 | 10 |
| Christopher Bradley | Southern Connecticut State | Bowdoin A | 108 | 0 |
| Logan Mathis | WashU A | Alabama B | 108 | 10 |
| Elokkin Pate-Geames | Tennessee B | WashU B | 108 | 10 |
| Imran Abdul Rahman | UCL | Birmingham | 108 | 0 |
| Teddy Fogel | Birmingham | UCL | 108 | 0 |
| Oliver West | Cambridge C | Cardiff | 108 | 10 |
| Zach Foster | City St. George's | Oxford C | 108 | 0 |
| Michael Wu | Southampton A | LSE | 108 | 0 |
| Albert Nyang | LSE | Southampton A | 108 | 0 |
| Matt Sheldon | Oxford B | Warwick B | 108 | 0 |
| Zaid Asif | NYU C | Catholic | 108 | 0 |
| Jerry Vinokurov | John Jay | Vassar | 108 | 0 |
| Andy Yu | Maryland A | NYU B | 108 | 10 |
| Andrew Massaro | Catholic | NYU C | 108 | 0 |