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214981

Sigma-Aldrich

氢化二异丁基铝 溶液

Diisobutylaluminum hydride solution

1.0 M in THF

别名:

DIBAL, DIBAL-H

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100 ML
$99.20
4 X 25 ML
$145.00
800 ML
$476.00

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100 ML
$99.20
4 X 25 ML
$145.00
800 ML
$476.00

About This Item

线性分子式:
[(CH3)2CHCH2]2AlH
CAS号:
1191-15-7
分子量:
142.22
Beilstein:
4123663
MDL编号:
MFCD00008928
UNSPSC代码:
12352001
eCl@ss:
38120609
PubChem化学物质编号:
24852859
NACRES:
NA.22

$99.20

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表单

liquid

质量水平

200

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 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。

包装

查看可回收的容器产品。

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

EUH014,EUH019

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
SHBS3488
SHBR2434
SHBR0979
SHBR0978
STBK5189

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A stereocontrolled synthesis of trans-alkene isosteres of dipeptides.
Spaltenstein A, et al.
Tetrahedron Letters, 27(19), 2095-2098 (1986)
D J Kopecky et al.
The Journal of organic chemistry, 65(1), 191-198 (2000-05-18)
An optimized protocol for the DIBALH reductive acetylation of acyclic esters and diesters is described. This reductive acetylation procedure allows a wide variety of esters to be converted into the corresponding alpha-acetoxy ethers in good to excellent yields. It was
Hidetsura Cho et al.
The Journal of organic chemistry, 75(3), 627-636 (2009-12-31)
A systematic investigation of the reductive ring-expansion reaction of cyclic ketoximes fused to aromatic rings with diisobutylaluminum hydride (DIBALH) is described. This reaction regioselectively afforded a variety of five- to eight-membered bicyclic heterocycles or tricyclic heterocycles containing nitrogen neighboring an
Y Kitade et al.
Nucleic acids symposium series, (27)(27), 107-108 (1992-01-01)
Reaction of purine nucleosides, such as 2',3'-isopropylideneinosine (1a) and 2',3'-isopropylideneadenosine (1c), with diisobutylaluminum hydride (DIBAL) in dry tetrahydrofurane resulted in the formation of the corresponding 9-(2',3'-isopropylideneribity)purines (2) in good yields. Oxidation of the ribityl derivatives (2) with NalO4 and subsequent
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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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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