Determine the necessary mass, volume, or concentration for preparing a solution.
Basic Description
| Synonyms | DIBAL, DIBAL-H |
|---|---|
| Specifications & Purity | reagent grade |
| Grade | Reagent Grade |
| Product Description | Diisobutylaluminum hydride is commonly used as a reducing agent in organic synthesis. Application Diisobutylaluminum hydride can be used in the following protocols: As a promotor of Tishchenko reaction of aldehydes. Conversion of benzylidene acetals of 1,2-and 1,3-glycols to the corresponding monobenzyl ethers of the glycols. To generate a novel chiral reducing agent based on ( S )-proline for the asymmetric reduction of prochiral ketones. |
Names and Identifiers
| Isomeric SMILES | C(CN(C(=O)C1=C(C(=C(C(=C1I)C(=O)NCC(CN(CC(CO)O)C(=O)C2=C(C(=C(C(=C2I)C(=O)NCC(CO)O)I)NC(=O)CO)I)O)I)NC(=O)CO)I)O)CO |
|---|---|
| WGK Germany | 2 |
| PubChem CID | 87569325 |
| Molecular Weight | 142.22 |
| Beilstein | 4123663 |
Certificates
Certificate of Analysis(COA)
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Chemical and Physical Properties
| Flash Point(°F) | 39.2 °F |
|---|---|
| Flash Point(°C) | -18 °C |
| Boil Point(°C) | 116-118 °C |
Safety and Hazards(GHS)
| Pictogram(s) | GHS08, GHS05, GHS07, GHS02 |
|---|---|
| Signal | Danger |
| Hazard Statements | H373:Causes damage to organs through prolonged or repeated exposure H314:Causes severe skin burns and eye damage H225:Highly Flammable liquid and vapor H336:May cause drowsiness or dizziness H250:Catches fire spontaneously if exposed to air H304:May be fatal if swallowed and enters airways H361d:Suspected of damaging the unborn child H261:In contact with water releases flammable gas |
| Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P231+P232:Handle under inert gas/... Protect from moisture. P422:Store contents under ... P210:Keep away from heat, hot surface, sparks, open flames and other ignition sources. - No smoking. P222:Do not allow contact with air. |
| WGK Germany | 2 |
| Class | 4.3 |
Related Documents
FAQs and Articles
FAQ
References
| 1. Y Kitade,K Hirota,Y Maki. (1992-01-01) Facile reductive cleavage of purine nucleosides to acyclonucleosides using diisobutylaluminium hydride (DIBAL): a new synthetic method for the preparation of 9-ribitylpurine derivatives.. Nucleic acids symposium series, ((27)(27)): (107-108). [PMID:1289780] |
| 2. Z Y Liu,X R Wu. (1982-04-01) [The reduction of prostaglandin intermediate with diisobutylaluminium hydride].. Yao xue xue bao = Acta pharmaceutica Sinica, 17 ((4)): (296-298). [PMID:7136716] |
| 3. K Hirota,Y Monguchi,M Sako,Y Kitade. (1995-01-01) Substitution effect of purine nucleosides on diisobutylaluminum hybride reduction.. Nucleic acids symposium series, ((34)): (15-16). [PMID:8841529] |
| 4. D J Kopecky,S D Rychnovsky. (2000-05-18) Improved procedure for the reductive acetylation of acyclic esters and a new synthesis of ethers.. The Journal of organic chemistry, 65 ((1)): (191-198). [PMID:10813915] |
| 5. J Marco-Contelles,J Ruiz-Caro. (2001-09-13) DIBALH mediated reduction of the acetal moiety on perhydrofuro[2,3-b]pyran derivatives.. Carbohydrate research, 335 ((1)): (63-70). [PMID:11553355] |
| 6. V Constantinou-Kokotou,V Magrioti,T Markidis,G Kokotos. (2001-10-19) Synthesis of enantiopure non-natural alpha-amino acids using tert-butyl (2S)-2-[bis-(tert-butoxycarbonyl)amino]-5-oxopentanoate as key-intermediate:the first synthesis of(S)-2-amino-oleic acid.. The journal of peptide research : official journal of the American Peptide Society, 58 ((4)): (325-331). [PMID:11606217] |
| 7. Kevin W Hunt,Paul A Grieco. (2002-02-14) Oxabicyclo[3.2.1]octenes in organic synthesis: direct ring opening of oxabicyclo[3.2.1] ring systems with diisobutylaluminum hydride and a silyl ketene acetal--synthesis of the chiral C(19)-C(26) and C(27)-C(32) fragments of Scytophycin C.. Organic letters, 4 ((2)): (245-248). [PMID:11796061] |
| 8. Thomas Lecourt,Alexandre Herault,Alan J Pearce,Matthieu Sollogoub,Pierre Sinaÿ. (2004-06-24) Triisobutylaluminium and diisobutylaluminium hydride as molecular scalpels: the regioselective stripping of perbenzylated sugars and cyclodextrins.. Chemistry (Weinheim an der Bergstrasse, Germany), 10 ((12)): (2960-2971). [PMID:15214078] |
| 9. Hideki Ishii,Sergei V Dzyuba,Koji Nakanishi. (2005-09-21) Lactone-free ginkgolides via regioselective DIBAL-H reduction.. Organic & biomolecular chemistry, 3 ((19)): (3471-3472). [PMID:16172680] |
| 10. Carl A Busacca,Ravinder Raju,Nelu Grinberg,Nizar Haddad,Paul James-Jones,Heewon Lee,Jon C Lorenz,Anjan Saha,Chris H Senanayake. (2008-01-17) Reduction of tertiary phosphine oxides with DIBAL-H.. The Journal of organic chemistry, 73 ((4)): (1524-1531). [PMID:18197688] |
| 11. Nobuo Tanaka,Izumi Ogawa,Shigeki Yoshigase,Junzo Nokami. (2008-08-23) Regioselective ring opening of benzylidene acetal protecting group(s) of hexopyranoside derivatives by DIBAL-H.. Carbohydrate research, 343 ((15)): (2675-2679). [PMID:18718576] |
| 12. Kenji Shirokane,Yusuke Kurosaki,Takaaki Sato,Noritaka Chida. (2010-07-31) A direct entry to substituted N-methoxyamines from N-methoxyamides via N-oxyiminium ions.. Angewandte Chemie (International ed. in English), 49 ((36)): (6369-6372). [PMID:20672260] |
| 13. Takashi Tomioka,Yuki Yabe,Tohru Takahashi,Tracy K Simmons. (2011-04-30) DIBAL-mediated reductive transformation of trans-dimethyl tartrate acetonide into ε-hydroxy α,β-unsaturated ester and its derivatives.. The Journal of organic chemistry, 76 ((11)): (4669-4674). [PMID:21526866] |
| 14. Ramprasad Ghosh,Ping Zhang,Aixia Wang,Chang-Chun Ling. (2011-10-19) Diisobutylaluminum hydride mediated regioselective O desilylations: access to multisubstituted cyclodextrins.. Angewandte Chemie (International ed. in English), 51 ((7)): (1548-1552). [PMID:22006644] |
| 15. Kenji Sugimoto. (2011-11-02) [Development of domino reactions based on skeletal rearrangement].. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 131 ((11)): (1563-1573). [PMID:22041694] |
| 16. Damien Webb,Timothy F Jamison. (2011-12-31) Diisobutylaluminum hydride reductions revitalized: a fast, robust, and selective continuous flow system for aldehyde synthesis.. Organic letters, 14 ((2)): (568-571). [PMID:22206502] |
| 17. Nora Heinrich,Anthony C Willis,Ian A Cade,Junming Ho,Michelle L Coote,Martin G Banwell. (2012-09-19) Reversible cyclopropane ring-cleavage reactions within etheno-bridged [4.3.1]propelladiene frameworks leading to aza- and oxa-[5.6.5.6]fenestratetraenes.. Chemistry (Weinheim an der Bergstrasse, Germany), 18 ((43)): (13585-13588). [PMID:22987604] |
| 18. Janclei P Coutinho,Gerardo F Barbero,Oreto F Avellán,A Garcés-Claver,Helena T Godoy,Miguel Palma,Carmelo G Barroso. (2015-01-27) Use of multivariate statistical techniques to optimize the separation of 17 capsinoids by ultra performance liquid chromatography using different columns.. Talanta, 134 (256-263). [PMID:25618665] |
| 19. Andreas Wolf,Thomas Härtling,Dominik Hinrichs,Dirk Dorfs. (2015-11-26) Synthesis of Plasmonic Cu2-x Se@ZnS Core@Shell Nanoparticles.. Chemphyschem : a European journal of chemical physics and physical chemistry, 17 ((5)): (717-723). [PMID:26604183] |
| 20. Xinjie Tong,Mahsa Moradipour,Brian Novak,Poorya Kamali,Shardrack O Asare,Barbara L Knutson,Stephen E Rankin,Bert C Lynn,Dorel Moldovan. (2019-09-06) Experimental and Molecular Dynamics Simulation Study of the Effects of Lignin Dimers on the Gel-to-Fluid Phase Transition in DPPC Bilayers.. The journal of physical chemistry. B, 123 ((39)): (8247-8260). [PMID:31487181] |
| 21. Mahsa Moradipour,Emily K Chase,M Arif Khan,Shardrack O Asare,Bert C Lynn,Stephen E Rankin,Barbara L Knutson. (2020-04-20) Interaction of lignin-derived dimer and eugenol-functionalized silica nanoparticles with supported lipid bilayers.. Colloids and surfaces. B, Biointerfaces, 191 (111028-111028). [PMID:32305621] |
| 22. Daisuke Ando,Takuo Fujisawa,Toshiyuki Katagi. (2018-09-13) Metabolism of the Strobilurin Fungicide Mandestrobin in Wheat.. Journal of agricultural and food chemistry, 66 ((39)): (10154-10162). [PMID:30205687] |
| 23. Hidetsura Cho,Yusuke Iwama,Kenji Sugimoto,Seiji Mori,Hidetoshi Tokuyama. (2009-12-31) Regioselective synthesis of heterocycles containing nitrogen neighboring an aromatic ring by reductive ring expansion using diisobutylaluminum hydride and studies on the reaction mechanism.. The Journal of organic chemistry, 75 ((3)): (627-636). [PMID:20039606] |