tert-Butyl hypochlorite is the organic compound with the formula (CH3)3COCl. A yellow liquid, it is a rare example of an organic hypochlorite, i.e. a compound with an O-Cl bond. It is a reactive material that is useful for chlorinations. It can be viewed as a lipophilic version of sodium hypochlorite (bleach).[1]
tert-Butyl hypochlorite is useful in the preparation of organic chloramines:[4]
R2NH + t-BuOCl → R2NCl + t-BuOH
Referencesedit
^Simpkins, Nigel S.; Cha, Jin K. (2006). "t-Butyl Hypochlorite". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rb388.pub2. ISBN0471936235.
^Teeter, H. M.; Bell, E. W. (1952). "tert-Butyl Hypochlorite". Org. Synth. 32: 20. doi:10.15227/orgsyn.032.0020.
^Mintz, H. M.; Walling, C. (1969). "t-Butyl Hypochlorite". Org. Synth. 49: 9. doi:10.15227/orgsyn.049.0009.
^Herranz, Eugenio; Sharpless, K. Barry (1983). "Osmium-catalyzed Vicinal Oxyamination of Olefins by N-chloro-N-Argentocarbamates: Ethyl Threo-[1-(2-hydroxy-1,2-diphenylethyl)]carbamate". Org. Synth. 61: 93. doi:10.15227/orgsyn.061.0093.
April 11, 2024
tert, butyl, hypochlorite, organic, compound, with, formula, 3cocl, yellow, liquid, rare, example, organic, hypochlorite, compound, with, bond, reactive, material, that, useful, chlorinations, viewed, lipophilic, version, sodium, hypochlorite, bleach, namespre. tert Butyl hypochlorite is the organic compound with the formula CH3 3COCl A yellow liquid it is a rare example of an organic hypochlorite i e a compound with an O Cl bond It is a reactive material that is useful for chlorinations It can be viewed as a lipophilic version of sodium hypochlorite bleach 1 tert Butyl hypochlorite NamesPreferred IUPAC name tert Butyl hypochloriteIdentifiersCAS Number 507 40 43D model JSmol Interactive imageChemSpider 454718ECHA InfoCard 100 007 339EC Number 208 072 7PubChem CID 521297UNII LS2JTI16JZUN number 3255CompTox Dashboard EPA DTXSID3074941InChI InChI 1S C4H9ClO c1 4 2 3 6 5 h1 3H3Key IXZDIALLLMRYOU UHFFFAOYSA NSMILES ClOC C C CPropertiesChemical formula C 4H 9Cl OMolar mass 108 57 g mol 1Appearance Yellow liquidDensity 0 9583 g cm3Boiling point 79 6 C 175 3 F 352 8 K explosiveSolubility in water SparinglyHazardsGHS labelling PictogramsSignal word DangerHazard statements H225 H250 H251 H271 H314 H334Precautionary statements P210 P220 P221 P222 P233 P235 P410 P240 P241 P242 P243 P260 P261 P264 P280 P283 P285 P301 P330 P331 P302 P334 P303 P361 P353 P304 P340 P304 P341 P305 P351 P338 P306 P360 P310 P321 P342 P311 P363 P370 P378 P371 P380 P375 P403 P235 P405 P407 P413 P420 P422 P501Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox referencesSynthesis and reactions editIt is produced by chlorination of tert butyl alcohol in the presence of base 2 3 CH3 3COH Cl2 NaOH CH3 3COCl NaCl H2Otert Butyl hypochlorite is useful in the preparation of organic chloramines 4 R2NH t BuOCl R2NCl t BuOHReferences edit Simpkins Nigel S Cha Jin K 2006 t Butyl Hypochlorite Encyclopedia of Reagents for Organic Synthesis doi 10 1002 047084289X rb388 pub2 ISBN 0471936235 Teeter H M Bell E W 1952 tert Butyl Hypochlorite Org Synth 32 20 doi 10 15227 orgsyn 032 0020 Mintz H M Walling C 1969 t Butyl Hypochlorite Org Synth 49 9 doi 10 15227 orgsyn 049 0009 Herranz Eugenio Sharpless K Barry 1983 Osmium catalyzed Vicinal Oxyamination of Olefins by N chloro N Argentocarbamates Ethyl Threo 1 2 hydroxy 1 2 diphenylethyl carbamate Org Synth 61 93 doi 10 15227 orgsyn 061 0093 Retrieved from https en wikipedia org w index php title Tert Butyl hypochlorite amp oldid 1190253185, wikipedia, wiki, book, books, library,
