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
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 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
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signalword
Danger
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
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
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)
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
Kevin W Hunt et al.
Organic letters, 4(2), 245-248 (2002-02-14)
[reaction: see text] An efficient strategy for transforming meso-oxabicyclo[3.2.1]octenone 1 into optically active intermediates for macrolide synthesis has been developed. The direct bridgehead opening of optically active oxabicyclo[3.2.1]octene derivative 2 with hydride or a silyl ketene acetal utilizing the highly
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
Diisobutylaluminum hydride mediated regioselective O desilylations: access to multisubstituted cyclodextrins.
Ramprasad Ghosh et al.
Angewandte Chemie (International ed. in English), 51(7), 1548-1552 (2011-10-19)
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