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mozingo reduction wikipedia jump to content main menu main menu move to sidebar hide navigation main page contents current events random article about wikipedia contact us contribute help learn to edit community portal recent changes upload file special pages search search appearance donate create account log in personal tools donate create account log in contents move to sidebar hide top 1 history 2 references toggle the table of contents mozingo reduction 5 languages čeština deutsch فارسی português தமிழ் edit links article talk english read edit view history tools tools move to sidebar hide actions read edit view history general what links here related changes upload file permanent link page information cite this page get shortened url switch to legacy parser print export download as pdf printable version in other projects wikidata item appearance move to sidebar hide from wikipedia the free encyclopedia chemical reaction mozingo reduction named after ralph mozingo reaction type organic redox reaction the mozingo reduction also known as mozingo reaction or thioketal reduction is a chemical reaction capable of fully reducing a ketone or aldehyde to the corresponding alkane via a dithioacetal 1 2 the reaction scheme is as follows 3 the ketone or aldehyde is activated by conversion to cyclic dithioacetal by reaction with a dithiol nucleophilic substitution in presence of a h donating acid the cyclic dithioacetal structure is then hydrogenolyzed using raney nickel raney nickel is converted irreversibly to nickel sulfide this method is milder than either the clemmensen or wolff kishner reductions which employ strongly acidic or basic conditions respectively that might interfere with other functional groups 4 history edit the reaction is named after ralph mozingo who reported the cleavage of thioethers with raney nickel in 1942 5 however the modern iteration of the reaction involving the cyclic dithioacetal was developed by melville wolfrom 6 references edit francis a carey richard j sundberg 2007 advanced organic chemistry reactions and synthesis springer pp 452 454 isbn 9780387683508 mosettig erich mozingo ralph 15 march 2011 the rosenmund reduction of acid chlorides to aldehydes organic reactions 362 377 doi 10 1002 0471264180 or004 07 isbn 978 0471264187 cite journal cs1 maint periodical has isbn link jonathan clayden nick greeves stuart warren 2012 organic chemistry 2 ed oxford university press isbn 9780199270293 mitchell reginald lai yee hing 1980 the neutral deoxygenation reduction of aryl carbonyl compounds with raney nickel an alternative to the clemmenson wolf kishner or mozingo thioketal reductions tetrahedron letters 21 27 elsevier 2637 2638 doi 10 1016 s0040 4039 00 92825 9 du vigneaud vincent melville donald b folkers karl wolf donald e mozingo ralph keresztesy john c harris stanton a december 1942 the structure of biotin a study of desthiobiotin journal of biological chemistry 146 2 475 485 doi 10 1016 s0021 9258 18 44968 x wolfrom m l karabinos j v june 1944 carbonyl reduction by thioacetal hydrogenolysis journal of the american chemical society 66 6 909 911 doi 10 1021 ja01234a021 retrieved from https en wikipedia org w index php title mozingo_reduction oldid 1326201012 categories organic reduction reactions organic redox reactions name reactions hidden categories articles with short description short description is different from wikidata cs1 maint periodical has isbn this page was last edited on 7 december 2025 at 18 19 utc page was rendered with parsoid text is available under the creative commons attribution sharealike 4 0 license additional terms may apply by using this site you agree to the terms of use and privacy policy wikipedia is a registered trademark of the wikimedia foundation inc a non profit organization privacy policy about wikipedia disclaimers contact wikipedia legal safety contacts code of conduct developers statistics cookie statement mobile view search search toggle the table of contents mozingo reduction 5 languages add topic