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重要文件

214981

Sigma-Aldrich

氢化二异丁基铝 溶液

1.0 M in THF

同義詞:

DIBAL, DIBAL-H

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About This Item

線性公式:
[(CH3)2CHCH2]2AlH
CAS號碼:
分子量::
142.22
Beilstein:
4123663
MDL號碼:
分類程式碼代碼:
12352001
eCl@ss:
38120609
PubChem物質ID:
NACRES:
NA.22

形狀

liquid

品質等級

反應適用性

reagent type: reductant

濃度

1.0 M in THF

bp

65 °C

密度

0.866 g/mL at 25 °C

儲存溫度

2-8°C

SMILES 字串

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

InChI

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

InChI 密鑰

AZWXAPCAJCYGIA-UHFFFAOYSA-N

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應用

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。

訊號詞

Danger

危險分類

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

標靶器官

Central nervous system, Respiratory system

安全危害

儲存類別代碼

4.2 - Pyrophoric and self-heating hazardous materials

水污染物質分類(WGK)

WGK 1

閃點(°F)

1.4 °F - closed cup

閃點(°C)

-17 °C - closed cup

個人防護裝備

Faceshields, Gloves, Goggles


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A stereocontrolled synthesis of trans-alkene isosteres of dipeptides.
Spaltenstein A, et al.
Tetrahedron Letters, 27(19), 2095-2098 (1986)
Damien Webb et al.
Organic letters, 14(2), 568-571 (2011-12-31)
A continuous flow system for the multiparameter (flow rate, temperature, residence time, stoichiometry) optimization of the DIBALH reduction of esters to aldehydes is described. Incorporating an in-line quench (MeOH), these transformations are generally complete in fewer than 60 s. Mixing
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
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

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