所有图片(1)
别名:
DIBAL, DIBAL-H
线性分子式:
[(CH3)2CHCH2]2AlH
CAS号:
分子量:
142.22
Beilstein:
4123663
MDL编号:
UNSPSC代码:
12352001
PubChem化学物质编号:
NACRES:
NA.22
推荐产品
形式
liquid
质量水平
反应适用性
reagent type: reductant
浓度
1.0 M in heptane
密度
0.731 g/mL at 25 °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
Diisobutylaluminum hydride (DIBAL-H) is a common reducing agent to reduce aldehydes, ketones, esters, acids and acid chlorides to the corresponding alcohols. Some of the applications are:
- Synthesis of α-acetoxy ethers by reduction and subsequent acetylation of esters.
- Synthesis of coniferyl, sinapyl, and p-coumaryl alcohol by selective reduction of corresponding cinnamate esters.
- Reduction of secondary phosphine oxides (SPOs) to the corresponding phosphines.
- DIBAL-H can also be used in the hydroalumination of alkene and alkynes.
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
Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1
靶器官
Central nervous system
补充剂危害
WGK
WGK 2
闪点(°F)
30.2 °F
闪点(°C)
-1 °C
法规信息
新产品
General Synthesis of α-Acetoxy Ethers from Esters by DIBALH Reduction and Acetylation.
Dahanukar V H and Rychnovsky S D
The Journal of Organic Chemistry, 61(23), 8317-8320 (1996)
Applications of diisobutylaluminium hydride (DIBAH) and triisobutylaluminium (TIBA) as reducing agents in organic synthesis.
Winterfeldt E
Synthesis, 1975(09), 617-630 (1975)
A Superior method for the reduction of secondary phosphine oxides.
Busacca C A, et al.
Organic Letters, 7(19), 4277-4280 (2005)
Organometallic compounds of Group III. XIX. Regiospecificity and stereochemistry in the hydralumination of unsymmetrical acetylenes. Controlled cis or trans reduction of 1-alkynyl derivatives.
Eisch J J and Foxton M W
The Journal of Organic Chemistry, 36(23), 3520-3526 (1971)
Facile large-scale synthesis of coniferyl, sinapyl, and p-coumaryl alcohol.
Quideau S and Ralph J.
Journal of Agricultural and Food Chemistry, 40(7), 1108-1110 (1992)
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