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Merck

214981

Sigma-Aldrich

氢化二异丁基铝 溶液

1.0 M in THF

别名:

DIBAL, DIBAL-H

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About This Item

线性分子式:
[(CH3)2CHCH2]2AlH
CAS号:
分子量:
142.22
Beilstein:
4123663
MDL编号:
UNSPSC代码:
12352001
eCl@ss:
38120609
PubChem化学物质编号:
NACRES:
NA.22

表单

liquid

质量水平

反应适用性

reagent type: reductant

浓度

1.0 M in THF

沸点

65 °C

密度

0.866 g/mL at 25 °C

储存温度

2-8°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

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 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。

警示用语:

Danger

危险分类

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1

靶器官

Central nervous system, Respiratory system

补充剂危害

储存分类代码

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 1

闪点(°F)

1.4 °F - closed cup

闪点(°C)

-17 °C - closed cup

个人防护装备

Faceshields, Gloves, Goggles


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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A stereocontrolled synthesis of trans-alkene isosteres of dipeptides.
Spaltenstein A, et al.
Tetrahedron Letters, 27(19), 2095-2098 (1986)
Takashi Tomioka et al.
The Journal of organic chemistry, 76(11), 4669-4674 (2011-04-30)
Stepwise, selective DIBAL reduction of the acetonide diester derived from tartaric acid followed by the Horner-Emmons reaction effectively provided desymmetrized hydroxy mono-olefination products in a one-pot operation.
K Hirota et al.
Nucleic acids symposium series, (34)(34), 15-16 (1995-01-01)
It is reported that the diisobutylaluminum hydride (DIBALH) reduction of inosine and adenosine derivatives (1a and 1d) causes cleavage of the ribose moiety to give the corresponding 9-ribitylhypoxanthine (2a) and 9-ribityladenine (2d), respectively. The substitution effect of purine nucleosides on
Carl A Busacca et al.
The Journal of organic chemistry, 73(4), 1524-1531 (2008-01-17)
The reduction of tertiary phosphine oxides (TPOs) and sulfides with diisobutylaluminum hydride (DIBAL-H) has been studied in detail. An extensive solvent screen has revealed that hindered aliphatic ethers, such as MTBE, are optimum for this reaction at ambient temperature. Many
A direct entry to substituted N-methoxyamines from N-methoxyamides via N-oxyiminium ions.
Kenji Shirokane et al.
Angewandte Chemie (International ed. in English), 49(36), 6369-6372 (2010-07-31)

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