(2S)-(−)-3-exo-(morpholino)isoborneol or MIB[4] with a morpholinesubstituent in the α-hydroxyl position.
(2S)-(−)-3-exo-(dimethylamino)isoborneol or DAIB[5] with a dimethylaminosubstituent in the α-hydroxyl position
Referencesedit
^"(+)-Isoborneol". pubchem.ncbi.nlm.nih.gov. Retrieved 1 December 2022.
^Sell, Charles S. (2006). "Terpenoids". Kirk-Othmer Encyclopedia of Chemical Technology. doi:10.1002/0471238961.2005181602120504.a01.pub2. ISBN0471238961.
^Yus, Miguel; Ramón, Diego (2007). "Chiral Ligands with an Isoborneol-10-sulfonamide Structure: A Ten-Year Odyssey". Synlett. 2007 (15): 2309–2320. doi:10.1055/s-2007-985602.
^Chen, Y. K.; Jeon, S.-J.; Walsh, P. J.; Nugent, W. A. (2005). "(2S)-(−)-3-exo-(Morpholino)isoborneol". Organic Syntheses. 82: 87. doi:10.15227/orgsyn.082.0087.
^White, J. D.; Wardrop, D. J.; Sundermann, K. F. (2002). "(2S)-(−)-3-exo-(Dimethylamino)isoborneol". Organic Syntheses. 79: 130. doi:10.15227/orgsyn.079.0130.
December 15, 2023
isoborneol, bicyclic, organic, compound, terpene, derivative, hydroxyl, group, this, compound, placed, position, endo, diastereomer, called, borneol, being, chiral, isoborneol, exists, enantiomers, namesiupac, name, trimethylbicyclo, heptane, trimethylbicyclo,. Isoborneol is a bicyclic organic compound and a terpene derivative The hydroxyl group in this compound is placed in an exo position The endo diastereomer is called borneol Being chiral isoborneol exists as enantiomers Isoborneol NamesIUPAC name 1S 2S 4S 1 7 7 trimethylbicyclo 2 2 1 heptane 2 ol 1R 2R 4R 1 7 7 trimethylbicyclo 2 2 1 heptane 2 olIdentifiersCAS Number 16725 71 6 d 10334 13 1rac 124 76 53D model JSmol Interactive image Interactive imagerac Interactive imageChEBI CHEBI 191949ChEMBL ChEMBL4294644 ChEMBL3560760ChemSpider 16739225 4882019PubChem CID 6973640 6321405UNII 8GDX32M6KF 20U67Z994Urac L88RA8N5EGUN number 1312InChI InChI 1S C10H18O c1 9 2 7 4 5 10 9 3 8 11 6 7 h7 8 11H 4 6H2 1 3H3 t7 8 10 m0 s1Key DTGKSKDOIYIVQL OYNCUSHFSA N InChI 1S C10H18O c1 9 2 7 4 5 10 9 3 8 11 6 7 h7 8 11H 4 6H2 1 3H3 t7 8 10 m1 s1Key DTGKSKDOIYIVQL MRTMQBJTSA NSMILES C C 12CC C H C1 C C C C H 2O C C 12CC C H C1 C C C C H 2Orac CC1 C2CCC1 C C2 O C CPropertiesChemical formula C 10H 18OMolar mass 154 253 g mol 1Appearance white or colorless solidMelting point 212 214 C 414 417 F 485 487 K or 210 215 C for racHazardsGHS labelling 1 PictogramsSignal word WarningHazard statements H228Precautionary statements P210 P240 P241 P280 P370 P378Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox referencesPreparation editIsoborneol is synthesized commercially by hydrolysis of isobornyl acetate The latter is obtained from treatment of camphene with acetic acid in the presence of a strong acid catalyst 2 It can also be produced by reduction of camphor nbsp Isoborneol derivatives as chiral ligands edit Derivatives of isoborneol are used as ligands in asymmetric synthesis 3 2S 3 exo morpholino isoborneol or MIB 4 with a morpholine substituent in the a hydroxyl position 2S 3 exo dimethylamino isoborneol or DAIB 5 with a dimethylamino substituent in the a hydroxyl positionReferences edit Isoborneol pubchem ncbi nlm nih gov Retrieved 1 December 2022 Sell Charles S 2006 Terpenoids Kirk Othmer Encyclopedia of Chemical Technology doi 10 1002 0471238961 2005181602120504 a01 pub2 ISBN 0471238961 Yus Miguel Ramon Diego 2007 Chiral Ligands with an Isoborneol 10 sulfonamide Structure A Ten Year Odyssey Synlett 2007 15 2309 2320 doi 10 1055 s 2007 985602 Chen Y K Jeon S J Walsh P J Nugent W A 2005 2S 3 exo Morpholino isoborneol Organic Syntheses 82 87 doi 10 15227 orgsyn 082 0087 White J D Wardrop D J Sundermann K F 2002 2S 3 exo Dimethylamino isoborneol Organic Syntheses 79 130 doi 10 15227 orgsyn 079 0130 Retrieved from https en wikipedia org w index php title Isoborneol amp oldid 1124941792, wikipedia, wiki, book, books, library,
