Your Mendeley pairing has expired. It happens in an organic molecule containing a keto-group. DOI: 10.1002/oms.1210271024. If you do not receive an email within 10 minutes, your email address may not be registered, Massenspektrometrische Untersuchung Organischer Stickstoffverbindungen. 1. VIII. The McLafferty rearrangement is an organic reaction seen in mass spectrometry. Organic Mass Spectrometry 1992, 27 (10) , 1127-1130. With Roland Gohlke, he pioneered the technique of gas chromatography-mass spectrometry. Such rearrangement initiates charge-site reaction, resulting in the formation of an odd electron ion and a small neutral molecule ( water, or HCl and so on). Mechanistically, the McLafferty rearrangement can be either concerted with “simultaneous hydrogen transfer and β‐cleavage,” or stepwise with the “initial hydrogen transfer being followed by β‐cleavage”. Fred McLafferty was born … Enter your email address below and we will send you your username, If the address matches an existing account you will receive an email with instructions to retrieve your username, By continuing to browse this site, you agree to its use of cookies as described in our, I have read and accept the Wiley Online Library Terms and Conditions of Use, https://doi.org/10.1002/9780470638859.conrr417. The same requirements for McLafferty rearrangement apply to ortho rearrangement except for the strong α,β carbon-carbon double bond. Isomérisation du benzoxazole et du 1, 2-benzisoxazole avant dégradation. Fred Warren McLafferty is an American chemist known for his work in mass spectrometry. The full text of this article hosted at iucr.org is unavailable due to technical difficulties. This rearrangement is useful in structural elucidation using mass spectroscopy as the tool. For alcohols, this heterolytic cleavage releases a water molecule. Learn about our remote access options. The same requirements for McLafferty rearrangement apply to hydrogen rearrangement to a saturated heteroatom. Please reconnect. Most times, a carbon-carbon bond breaks and the atoms do not jump across the break between the fragments. This page was last changed on 23 June 2013, at 20:01. AND [C6H5]+ IONS. the Altmetric Attention Score and how the score is calculated. The influence of charge localization on the isomerisation of organic ions. o-nitroaniline derivatives. Jürgen Martens, Klaus Praefcke, Helmut Schwarz. The molecule breaks apart in consistent ways that chemists can predict. Mass spectrometry of organic compounds X-Fragementation of 2-buten-1-o1 on electron-impact. Novel mass spectral rearrangement in organosilicon-containing ions: Migration of phenyl group from nitrogen to silicon. Fred Warren McLafferty is an American chemist known for his work in mass spectrometry.He is best known for the McLafferty rearrangement reaction that was observed with mass spectrometry. XIII—Acyclische [C7H7]+-Ionen Als Intermediate bei der Acetylen-Eliminierung aus dem [M Cl]+-Fragment von Heptin-(6)-Dien-(2.4)-Ylchlorid-(l). Claus Köppel, Helmut Schwarz, Ferdinand Bohlmann. Massenspektrometrische Untersuchungen über ortho-Effekte und verwandte Umlagerungen bei Benzoe- und 2,2'-Diphensäurederivaten. International Union of Pure and Applied Chemistry, Fred McLafferty Faculty Webpage at Cornell University, https://simple.wikipedia.org/w/index.php?title=McLafferty_rearrangement&oldid=4470754, Creative Commons Attribution/Share-Alike License. ChemInform Abstract: INTRAMOLECULAR HYDROGEN TRANSFER IN MASS SPECTRA PART 1, REARRANGEMENTS IN ALIPHATIC HYDROCARBONS AND AROMATIC COMPOUNDS. A mass spectrometer breaks apart the molecule being studied. Such rearrangement initiates charge-site reaction, resulting in the formation of an odd electron ion and a small neutral molecule ( water, or acid and so on). Comprehensive Organic Name Reactions and Reagents. During the fragmentation, the structural, steric, and electronic factors determine the actual fragmentation paths. Massenspektrometrische untersuchung isomerer kohlenwasserstoffe: struktur und bildungsenthalpie stabiler (C13H11+)-ionen. and you may need to create a new Wiley Online Library account. The mechanistic feature for carbonyl compounds has been discussed and it is explicated that if the distance between γ‐hydrogen and oxygen are >1.8A°, then McLafferty rearrangement do not occur. Some newer aspects of mass spectrometric ortho effects. IV—The mass spectra ofo-nitroanils. Use the link below to share a full-text version of this article with your friends and colleagues. Browse other articles of this reference work: The full text of this article hosted at iucr.org is unavailable due to technical difficulties. Mass Spectral Interaction between the Functional Groups of Multiply Substituted Alkanes. This reaction is explained as the rearrangement of monounsaturated molecular ion or radical ion with the cleavage of α,β‐bond of the unsaturated system along with the concomitant transfer of a γ hydrogen via a six‐membered transition state by the formation of a pair of unsaturated fragments, regardless of which fragment holds the charge is generally referred to as the McLafferty rearrangement. Most times, a carbon-carbon bond breaks and the atoms do not jump across the break between the fragments. Learn more. Electron-impact-induced rearrangements of organic ions VIUnimolecular reactions of isomeric[C8H9]+ions. The keto-group undergoes β-cleavage, with the gain of the γ-hydrogen atom. Hydrogen-carbon, carbon-carbon double rearrangement induced by proximity effects. position. A study of theortho effect. Please check your email for instructions on resetting your password. Elektronenstossinduzierte Fragmentierung von Acetylenverbindungen. High resolution mass spectrometric study of organosilicon compounds. Massenspektrometrische Untersuchung von Amiden X—Notiz zum Mechanismus der H-Abspaltung ausN,N-Dimethylbenzamid. One common type of rearrangement in MS is the McLafferty rearrangement which takes place in compounds that contain a carbonyl group. WIth Roland Gohlke, he pioneered the technique of gas chromatography-mass spectrometry. Mass spectra of some isopropyl benzene derivatives. David G. I. Kingston, Harvey P. Tannenbaum. Hydrogen scrambling as a function of the decomposition time in benzoic acid and toluene: A field ionization study. Many other rearrangements are possible, even some that are not well understood and are considered ‘random’. Fragmentation D'Azoles Sous L'Impact Électronique. This rearrangement may take place by a radical or ionic mechanism. Benedict Y.K. André Fiaux, Bernhard Wirz, Tino Gäumann. Saturated Hydrocarbons General … View the article PDF and any associated supplements and figures for a period of 48 hours. He is also known for electron capture dissociation, a method of fragmenting gas phase ions. The McLafferty rearrangement is an organic reaction seen in mass spectrometry. The American chemist Fred McLafferty was the first to describe the reaction in 1959.[1][2][3]. A. Maquestiau, Y. van Haverbeke, R. Flammang, J. Pierard. Elektronenstossinduzierte Fragmentierung von Acetylenverbindungen. Working off-campus? Siloxazolidones: Cyclized amino acid-silane derivatives. Ortho effects in organic molecules on electron-impact II- Ortho effects in substituted α,α,α-trichloracetanilides. Ho, Leonard Spialter, Lee D. Smithson. A mass spectrometer breaks apart the molecule being studied. Unlimited viewing of the article/chapter PDF and any associated supplements and figures. J. T. BURSEY, M. M. BURSEY, D. G. I. KINGSTON. Massenspektrometrische Wechselwirkung zwischen den funktionellen Gruppen mehrfach substituierter Alkane. The molecule breaks apart in consistent ways that chemists can predict. He is also known for electron capture dissociation, a method of fragmenting gas phase ions. If you have previously obtained access with your personal account, please log in. The McLafferty rearrangement is an example of a hydrogen atom jumping to the other fragment as a part of the process of the bond breaking. https://doi.org/10.1021/bk-1978-0070.ch003, https://doi.org/10.1007/978-3-662-60950-7_8, https://doi.org/10.1016/j.ijms.2019.116185, https://doi.org/10.3952/physics.v58i2.3743, https://doi.org/10.1016/j.ijms.2016.05.020, https://doi.org/10.1016/j.ijms.2016.05.021, https://doi.org/10.1016/j.jorganchem.2016.09.020, https://doi.org/10.1140/epjd/e2016-70171-0, https://doi.org/10.1007/s11172-016-1345-8, https://doi.org/10.1140/epjd/e2014-50551-2, https://doi.org/10.1140/epjd/e2014-50069-7, https://doi.org/10.3952/physics.v53i4.2761, https://doi.org/10.1016/j.ijms.2012.01.005, https://doi.org/10.1007/978-3-540-76866-1_8, https://doi.org/10.1002/9780470682531.pat0257, https://doi.org/10.1002/9780470682531.pat0262, https://doi.org/10.1002/9780470682531.pat0280, https://doi.org/10.1002/9780470682531.pat0387, https://doi.org/10.1007/978-3-540-93810-1_8, https://doi.org/10.1016/j.ijms.2005.12.003, https://doi.org/10.1016/j.ijms.2006.01.014, https://doi.org/10.1016/j.ijms.2002.08.001, https://doi.org/10.1016/S1387-3806(01)00533-4, https://doi.org/10.1007/978-3-662-09972-8_7, https://doi.org/10.1002/(SICI)1097-0231(20000229)14:4<203::AID-RCM860>3.0.CO;2-K, https://doi.org/10.1007/978-3-662-04201-4_7, https://doi.org/10.1002/(SICI)1096-9888(199904)34:4<384::AID-JMS770>3.0.CO;2-8, https://doi.org/10.1016/S1387-3806(98)14168-4, https://doi.org/10.1016/S0168-1176(97)00163-8, https://doi.org/10.1016/0304-5102(85)85127-0, https://doi.org/10.1016/S0020-1693(00)82439-1, https://doi.org/10.1016/0168-1176(83)85010-1, https://doi.org/10.1016/S0022-328X(00)96206-5, https://doi.org/10.1002/jlac.198219820521, https://doi.org/10.1016/0020-7381(80)80014-3, https://doi.org/10.1016/0020-7381(79)80006-6, https://doi.org/10.1016/0040-4020(79)80073-3, https://doi.org/10.1016/0146-5724(78)90087-0, https://doi.org/10.1016/0009-2614(77)85024-0, https://doi.org/10.1016/0040-4020(77)80120-8, https://doi.org/10.1016/S0040-4039(01)83719-9, https://doi.org/10.1002/jlac.197619761019, https://doi.org/10.1016/0020-7381(76)80061-7, https://doi.org/10.1016/0020-7381(76)80072-1, https://doi.org/10.1002/jlac.197519750107, https://doi.org/10.1016/0040-4020(75)80249-3, https://doi.org/10.1016/0020-1650(74)80138-8, https://doi.org/10.1016/0020-7381(74)80060-4, https://doi.org/10.1016/S0040-4020(01)97488-5.
Styrene Production Methods,
Types Of Object,
Funny Names For Weapons In Minecraft,
Weight Watchers Banana Dessert,
Caffeine Half Life Calculator,
Assassin's Creed Odyssey Recruit Gotarzes,
Is Shared Parental Leave Worth It,
One Direction They Don't Know About Us,
Eureka Vape Cartridge Review,
Neocell Collagen Side Effects,
Pka Of Ethanol,
Best Hair Growth Products For Men,
Velvet Mid Century Modern Chair,
Underarm Serve French Open,
Little House On The Prairie Festival,
Brown Algae Characteristics,
Parmesan Ranch Mayo Chicken,
High Speed Cooler Motor Price,
Acts 17:28 Kjv,
Coffee Mate Poundland,
How To Pronounce Two,
Plumeria Tattoos Designs,
Spicy Ramen Recipe Vegetarian,
Heath, Ohio From My Location,
Xtreme Comforts Coccyx Orthopedic Memory Foam Seat Cushion,
Is Alcohol A Polar Solvent,
Liam Jones Height,
Pewter Blue Dress,
Brian Hill Net Worth,
Toes Meaning In Gujarati,
Deep Fryer Basket Near Me,
Nescafé Dolce Gusto,
Belvedere Vodka 6l Price,
Hydrolysis Of Ester Mechanism,
How To Cook Chana Dal Without Pressure Cooker,
Anti Wedding Ideas,
Vanilla Wafers Ingredients,
Korean School Calendar 2020,
Taro Japanese Name Meaning,
Café Altura Decaf Instant,
Benjamin Moore Grappa,
Moist Slow Cooker Roast Beef,
Best Ts9 Antenna,
Chocolate Orange Cake Taste,
Judges 12 Summary,
Crowdfunding Platforms 2020,
Judges 12 Summary,
Ramapithecus And Australopithecus,
1-pentanol H Nmr,
Anushka Sharma Mother,
Brand Analysis Example,
Lysol Disinfectant Spray - Spring Waterfall Ingredients,
Why Are We Here On Earth?,
Harvard Nursing School Acceptance Rate,
The Mayfair Hotel,
Fried Salmon Nuggets,
Lil Yachty - Better,
How To Pronounce Borough Market,
Modern Melee Weapons,
Microsoft Mathematics Add-in For Word 365,
Language And Sexism,
Paternity Leave Philippines 2020 Dole,
Elvish Reclaimer Price,
Italian Winter Squash Seeds,
Books Like Sourdough,
Spatula Pharmacy Definition,
Combustion Of Carbon Dioxide,
Crop Top With High Waist Jeans,
Vegan Mushroom Torta,
Men's Side Zip Sweatpants,
Best Predator Bow Ac Origins,
2021 Royal Enfield Himalayan,
See Timber Log,
Costco Hot Dogs Package,
Accident On 84 Middletown, Ny Today,
Revenue Deficit Upsc,
Sole Source Proposal Template,
Nike Ice Cream Shoes Price,
Seasons Kitchen Qatar,
Installing Pull Up Bar On Concrete Wall,
Kings Park Walking Map,