214981
氢化二异丁基铝 溶液
1.0 M in THF
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
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
38120609
UNSPSC Code:
12352001
MDL number:
Beilstein/REAXYS Number:
4123663
产品名称
氢化二异丁基铝 溶液, 1.0 M in THF
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 THF
bp
65 °C
density
0.866 g/mL at 25 °C
storage temp.
2-8°C
Quality Level
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Application
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 叔丁基二甲基[（（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。
Packaging
查看可回收的容器产品。
signalword
Danger
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1
target_organs
Central nervous system, Respiratory system
supp_hazards
存储类别
4.2 - Pyrophoric and self-heating hazardous materials
wgk
WGK 1
flash_point_f
1.4 °F - closed cup
flash_point_c
-17 °C - closed cup
ppe
Faceshields, Gloves, Goggles
法规信息
危险化学品
此项目有
A stereocontrolled synthesis of trans-alkene isosteres of dipeptides.
Spaltenstein A, et al.
Tetrahedron Letters, 27(19), 2095-2098 (1986)
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
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
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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