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214965

氢化二异丁基铝 溶液

1.0 M in heptane

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:
1191-15-7
分子量:
142.22
UNSPSC Code:
12352001
NACRES:
NA.22
PubChem Substance ID:
24852857
MDL number:
MFCD00008928
Beilstein/REAXYS Number:
4123663
eCl@ss:
38120609
Form:
liquid
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form

liquid

Quality Level

200

reaction suitability

reagent type: reductant

concentration

1.0 M in heptane

density

0.731 g/mL at 25 °C

SMILES string

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

Application

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。

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signalword

Danger

target_organs

Central nervous system

supp_hazards

EUH014

存储类别

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 2

flash_point_f

30.2 °F

flash_point_c

-1 °C

Hazard Classifications

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

法规信息

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分析证书(COA)

Lot/Batch Number
SHBM6368
SHBK9529
SHBH3617V
SHBF5400V
SHBD3885V

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Applications of diisobutylaluminium hydride (DIBAH) and triisobutylaluminium (TIBA) as reducing agents in organic synthesis.
Winterfeldt E
Synthesis, 1975(09), 617-630 (1975)
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)
A Superior method for the reduction of secondary phosphine oxides.
Busacca C A, et al.
Organic Letters, 7(19), 4277-4280 (2005)
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全球贸易项目编号

货号GTIN
214965-800ML04061838125637
214965-100ML04061838773258