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Merck

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

表单

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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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

储存分类代码

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3

闪点(°F)

-9.4 °F - closed cup

闪点(°C)

-23 °C - closed cup


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
Takashi Tomioka et al.
The Journal of organic chemistry, 76(11), 4669-4674 (2011-04-30)
Stepwise, selective DIBAL reduction of the acetonide diester derived from tartaric acid followed by the Horner-Emmons reaction effectively provided desymmetrized hydroxy mono-olefination products in a one-pot operation.
Carl A Busacca et al.
The Journal of organic chemistry, 73(4), 1524-1531 (2008-01-17)
The reduction of tertiary phosphine oxides (TPOs) and sulfides with diisobutylaluminum hydride (DIBAL-H) has been studied in detail. An extensive solvent screen has revealed that hindered aliphatic ethers, such as MTBE, are optimum for this reaction at ambient temperature. Many
Nobuo Tanaka et al.
Carbohydrate research, 343(15), 2675-2679 (2008-08-23)
The reductive ring-opening reaction of benzylidene-protected glucosides and mannosides such as methyl 2,3-di-O-benzyl-4,6-O-benzylidene-alpha-d-glucoside (1) and methyl 2,3-di-O-benzyl-4,6-O-benzylidene-alpha-d-mannoside (4) by using a toluene stock solution of DIBAL-H and a dichloromethane stock solution of DIBAL-H gives mainly or selectively the corresponding 2,3,4-tri-O-benzyl

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