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Merck
CN

190306

Sigma-Aldrich

氢化二异丁基铝 溶液

1.0 M in hexanes

别名:

DIBAL, DIBAL-H

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About This Item

线性分子式:
[(CH3)2CHCH2]2AlH
CAS号:
分子量:
142.22
Beilstein:
4123663
MDL编号:
UNSPSC代码:
12352001
PubChem化学物质编号:
NACRES:
NA.22

形式

liquid

质量水平

反应适用性

reagent type: reductant

浓度

1.0 M in hexanes

密度

0.701 g/mL at 25 °C

SMILES字符串

CC(C)C[AlH]CC(C)C

InChI

1S/2C4H9.Al.H/c2*1-4(2)3;;/h2*4H,1H2,2-3H3;;

InChI key

AZWXAPCAJCYGIA-UHFFFAOYSA-N

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相关类别

一般描述

二异丁基氢化铝还原剂通常用于将酯还原成醛。

应用

二异丁基氢化铝溶液(1.0M 己烷溶液)可用于合成二异丁基叔丁氧基铝氢化物(PDBBA),一种在硝基存在下将酯类化合物化学选择性转化的新型还原剂。DIBAL-三乙胺络合物可以将 α-羰基烯酮二硫代缩醛还原成饱和酮。
用于Pd催化的仲烷基溴的还原脱溴过程。过苄基化呋喃糖苷的O-脱苄基和开环。方便从 ZrCp2Cl2 和DIBAL-H原位生成 HZrCp2Cl。

警示用语:

Danger

危险分类

Aquatic Chronic 2 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1B - STOT RE 1 Inhalation - STOT SE 3 - Water-react 1

靶器官

Central nervous system, Nervous system

补充剂危害

WGK

WGK 3

闪点(°F)

closed cup

闪点(°C)

closed cup

法规信息

危险化学品

分析证书(COA)

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alpha.-Oxoketene dithioacetal chemistry. 2. Conjugate reductions with electrophilic reducing agents.
Gammill R
The Journal of Organic Chemistry, 46(17), 3555-3558 (1981)
Chemoselective Reduction of Esters to Aldehydes by Potassium Diisobutyl-t-butoxyaluminum Hydride (PDBBA).
Chae MJ, et al.
Bull. Korean Chem. Soc., 28(12), 2517-2517 (2007)
J Marco-Contelles et al.
Carbohydrate research, 335(1), 63-70 (2001-09-13)
The reaction of DIBALH with bis(heteroannulated)-pyranosides containing the perhydrofuro[2,3-b]pyran moiety is described. The hydride attack at the anomeric carbon (C-9a) resulted in the exclusive tetrahydrofuran ring opening. The selectivity of this reaction has been evaluated as other benzylidene acetals built
Y Kitade et al.
Nucleic acids symposium series, (27)(27), 107-108 (1992-01-01)
Reaction of purine nucleosides, such as 2',3'-isopropylideneinosine (1a) and 2',3'-isopropylideneadenosine (1c), with diisobutylaluminum hydride (DIBAL) in dry tetrahydrofurane resulted in the formation of the corresponding 9-(2',3'-isopropylideneribity)purines (2) in good yields. Oxidation of the ribityl derivatives (2) with NalO4 and subsequent
Hidetsura Cho et al.
The Journal of organic chemistry, 75(3), 627-636 (2009-12-31)
A systematic investigation of the reductive ring-expansion reaction of cyclic ketoximes fused to aromatic rings with diisobutylaluminum hydride (DIBALH) is described. This reaction regioselectively afforded a variety of five- to eight-membered bicyclic heterocycles or tricyclic heterocycles containing nitrogen neighboring an

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