190306
氢化二异丁基铝 溶液
1.0 M in hexanes
别名:
DIBAL, DIBAL-H
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关于此项目
线性分子式:
[(CH3)2CHCH2]2AlH
化学文摘社编号:
分子量:
142.22
UNSPSC Code:
12352001
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4123663
Form:
liquid
InChI
1S/2C4H9.Al.H/c2*1-4(2)3;;/h2*4H,1H2,2-3H3;;
SMILES string
CC(C)C[AlH]CC(C)C
InChI key
AZWXAPCAJCYGIA-UHFFFAOYSA-N
form
liquid
reaction suitability
reagent type: reductant
concentration
1.0 M in hexanes
density
0.701 g/mL at 25 °C
Quality Level
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General description
二异丁基氢化铝还原剂通常用于将酯还原成醛。
Application
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。
signalword
Danger
target_organs
Central nervous system, Nervous system
supp_hazards
存储类别
4.2 - Pyrophoric and self-heating hazardous materials
wgk
WGK 3
flash_point_f
-9.4 °F - closed cup
flash_point_c
-23 °C - closed cup
Hazard Classifications
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
法规信息
危险化学品
此项目有
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)
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
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
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