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Merck
CN

214981

Sigma-Aldrich

氢化二异丁基铝 溶液

1.0 M in THF

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
eCl@ss:
38120609
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 THF

bp

65 °C

密度

0.866 g/mL at 25 °C

储存温度

2-8°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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应用

二异丁基氢化铝溶液(1M;溶于THF中)是一种强力还原剂。它可用于以下反应:
  • 合成经二肽保护的 反式-烯烃同构物。
  • 原位生成双(1,5-环辛二烯)镍(0)(Ni(cod)2),其可催化将 乙烯基三丁基锡共轭加成至 2-丙烯醛,以形成 丁基二甲基[((E)-1,4-戊二烯基)氧基]硅烷。
  • 还原芳基丙酸酯,以得到相应的炔丙醇。

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

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1

靶器官

Central nervous system, Respiratory system

补充剂危害

WGK

WGK 1

闪点(°F)

1.4 °F

闪点(°C)

-17 °C

个人防护装备

Faceshields, Gloves, Goggles

法规信息

危险化学品

分析证书(COA)

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A stereocontrolled synthesis of trans-alkene isosteres of dipeptides.
Spaltenstein A, et al.
Tetrahedron Letters, 27(19), 2095-2098 (1986)
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
D J Kopecky et al.
The Journal of organic chemistry, 65(1), 191-198 (2000-05-18)
An optimized protocol for the DIBALH reductive acetylation of acyclic esters and diesters is described. This reductive acetylation procedure allows a wide variety of esters to be converted into the corresponding alpha-acetoxy ethers in good to excellent yields. It was

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