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二异丁基氢化铝

规格或纯度: 1.0 M in hexanes
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库存信息

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货号 (SKU) 包装规格 是否现货 价格 数量
D107997-25ml 25ml 现货 Stock Image
D107997-100ml 100ml 期货 Stock Image
D107997-500ml 500ml 期货 Stock Image
D107997-1L 1L 期货 Stock Image

基本描述

规格或纯度 1.0 M in hexanes
英文名称 Diisobutylaluminum hydride
别名 DIBAL-H;DIBAL
英文别名 DIBAL-H;DIBAL
应用 Used in Pd-catalyzed reductive debromination of secondary alkyl bromides. O-Debenzylation and ring opening of perbenzylated furanosides. Convenient in situ generation of HZrCp2Cl from ZrCp2Cl2 and DIBAL-H.
储存温度 充氩
运输条件 常规运输
产品介绍

Used in Pd-catalyzed reductive debromination of secondary alkyl bromides. O-Debenzylation and ring opening of perbenzylated furanosides. Convenient in situ generation of HZrCp2Cl from ZrCp2Cl2 and DIBAL-H.

Used in Pd-catalyzed reductive debromination of secondary alkyl bromides. O-Debenzylation and ring opening of perbenzylated furanosides. Convenient in situ generation of HZrCp2Cl from ZrCp2Cl2 and DIBAL-H.

名称和标识符

EC号 214-729-9
分子式

C8H19Al

PubChem CID 87569325
Beilstein号 4123663
分子量 142.22

化学和物理性质

溶解性 Miscible with hydrocarbon solvents.
密度 0.701
敏感性 易吸潮;对空气敏感
沸点 116-118 °C
闪点(℉) 39.2 °F
闪点(℃) -18 °C

安全信息

一般危化品 一般危化品
象形图
ghs08

Health Hazard

ghs05

Corrosive

ghs07

Harmful

ghs02

Flammable

信号词 Danger
危险声明 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
预防措施声明 P261,P280,P231+P232,P422,P210,P222
WGK Germany 2
个人防护装备 Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

参考文献

1. 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]
2. 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]
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,  ((2)):  (245-248).  [PMID:11796061]
8. Thomas Lecourt,Alexandre Herault,Alan J Pearce,Matthieu Sollogoub,Pierre Sina?.  (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,  ((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. 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]
13. 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]
14. 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]
15. 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]
16. 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]
17. 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]
18. 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]
19. 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]

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