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Merck

192724

Sigma-Aldrich

氢化二异丁基铝 溶液

25 wt. % in toluene

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
PubChem化学物质编号:
NACRES:
NA.22
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表单

liquid

质量水平

反应适用性

reagent type: reductant

浓度

25 wt. % in toluene

密度

0.846 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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一般描述

二异丁基氢化铝溶液是一种强还原剂,用于将芳基丙炔酸酯转化为炔丙基醇。[1]

二异丁基氢化铝还原剂常用于将酯还原为醛。[2]

应用

二异丁基氢化铝溶液(25 wt.% 甲苯溶液)已用于酰亚胺的还原:[3]
  • N

  • -( 顺式 -2-乙烯基环己基)琥珀酰亚胺生成 1-( 顺式 -2-乙烯基环己基)-5-羟基-2-吡咯烷酮
  • N -(丁-4-烯-1-基)-2 ( E )-(卡贝亚氧基亚甲基)-5-氧代-吡咯烷生成 N -(丁-4-烯-1-基)-2(E )-(甲氧基亚乙基)-5-羟基吡咯烷
  • N -(庚烷-1-烯-4-基)-2 ( E )-(甲氧基亚乙基)-5-氧代-吡咯烷至 N -(庚烷-1-烯-4-基)-2 ( E )-(甲氧基亚乙基)-5-羟基吡咯烷
  • N -(-乙烯基环己基)-2-(甲氧基亚乙基)-5-氧代-吡咯烷至相关-(3a R SS ,5a S ,Sa R )-1 ( E )-(碳乙氧基亚甲基)-5-(甲酰氧基)十二氢吡咯并 [1,2- a 喹啉

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

建议将25 g Sure/Seal 瓶作为一次性瓶使用。反复穿刺可能会导致产品性能下降。

法律信息

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

警示用语:

Danger

危险分类

Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1B - STOT RE 2 Inhalation - STOT SE 3 - Water-react 1

靶器官

Central nervous system

补充剂危害

储存分类代码

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3

闪点(°F)

39.2 °F - closed cup

闪点(°C)

4 °C - closed cup

个人防护装备

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


历史批次信息供参考:

分析证书(COA)

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Preparation of arylpropiolate esters from trichlorocyclopropenium cation and elaboration of the esters to unsymmetrical 1, 4-pentadiyn-3-ones and unsymmetrical tellurapyranones
Wadsworth, et al.
The Journal of Organic Chemistry, 52, 3662-3668 (1987)
Vinylogous N-acyliminium ion cyclizations: application to the synthesis of depentylperhydrogephyrotoxin.
Hart DJ
The Journal of Organic Chemistry, 46(2), 367-373 (1981)
Chemoselective Reduction of Esters to Aldehydes by Potassium Diisobutyl-t-butoxyaluminum Hydride (PDBBA).
Chae MJ, et al.
Bull. Korean Chem. Soc., 28(12), 2517-2517 (2007)
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

Questions

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

    1 answer
    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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