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Merck
CN

214949

氢化二异丁基铝 溶液

1.0 M in cyclohexane

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
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产品名称

氢化二异丁基铝 溶液, 1.0 M in cyclohexane

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 cyclohexane

density

0.781 g/mL at 25 °C

Quality Level

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Application

二异丁基氢化铝溶液(DIBAL-H)可用作以下反应的还原剂:
  • 采用钴催化剂对酯改性的端羟基聚丁二烯(HTPB)进行加氢。
  • 以三苯基四氟硼酸碳为催化剂通过吡喃己糖苷的4,6-苯亚甲基乙缩醛的区域选择性开环反应合成伯6-OH醇
  • 酯转化为醇。

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。

signalword

Danger

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

target_organs

Central nervous system

supp_hazards

存储类别

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 3

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Determination of the hydrogenation degree of telechelic polybutadiene by 1HNMR
Lira CH, et al.
Magnetic Resonance in Chemistry, 5, 22-22 (2006)
Triphenylcarbenium Tetrafluoroborate as an Efficient Catalyst in the Regioselective Reductive Ring Opening of Benzylidene Acetals of Carbohydrates
Thota N, et al.
ChemistrySelect, 4(27), 7976-7980 (2019)
Synthesis and transannular Diels-Alder reaction of a cis-trans-trans and a trans-cis-cis 13-membered macrocyclic trienone
Marinier A, et al.
Canadian Journal of Chemistry, 67(10), 1609-1617 (1989)
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
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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