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氢化二异丁基铝 溶液

25 wt. % in toluene

同義詞:

DIBAL, DIBAL-H

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About This Item

線性公式:
[(CH3)2CHCH2]2AlH
CAS號碼:
1191-15-7
分子量：:
142.22
Beilstein:
4123663
MDL號碼:
MFCD00008928
分類程式碼代碼:
12352001
PubChem物質ID:
24851561
NACRES:
NA.22
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形狀

liquid

品質等級

200

反應適用性

reagent type: reductant

濃度

25 wt. % in toluene

密度

0.846 g/mL at 25 °C

SMILES 字串

CC(C)C[AlH]CC(C)C

InChI

1S/2C4H9.Al.H/c2*1-4(2)3;;/h2*4H,1H2,2-3H3;;

InChI 密鑰

AZWXAPCAJCYGIA-UHFFFAOYSA-N

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相關類別

一般說明

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]

應用

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 -（ 顺 -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。

包裝

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。
查看可回收的容器产品。

法律資訊

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

訊號詞

Danger

危險分類

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

標靶器官

Central nervous system

安全危害

EUH014

儲存類別代碼

4.2 - Pyrophoric and self-heating hazardous materials

水污染物質分類（WGK）

WGK 3

閃點（°F）

39.2 °F - closed cup

閃點（°C）

4 °C - closed cup

個人防護裝備

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

從最近期的版本中選擇一個：

分析證明 (COA)

Lot/Batch Number
SHBS2946
SHBS2190
STBL0932
STBK5956
STBK7709

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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)
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
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
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Questions

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  1. 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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  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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