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196193

Sigma-Aldrich

Red-Al® 双(2-甲氧乙氧基)氢化铝钠 溶液

≥60 wt. % in toluene

同義詞:

SBAH, 二氢双(2-甲氧乙氧基)铝酸钠

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About This Item

線性公式:
NaAlH2(OCH2CH2OCH3)2
CAS號碼:
分子量::
202.16
MDL號碼:
分類程式碼代碼:
12352000
PubChem物質ID:
NACRES:
NA.22
暫時無法取得訂價和供貨情況

蒸汽壓力

21 mmHg ( 20 °C)

品質等級

expl. lim.

7 %

反應適用性

reagent type: reductant

濃度

≥60 wt. % in toluene

密度

1.036 g/mL at 25 °C

官能基

ether

SMILES 字串

[Na+].[H][Al-]([H])(OCCOC)OCCOC

InChI

1S/2C3H7O2.Al.Na.2H/c2*1-5-3-2-4;;;;/h2*2-3H2,1H3;;;;/q2*-1;2*+1;;

InChI 密鑰

XJIQVZMZXHEYOY-UHFFFAOYSA-N

一般說明

Red-Al®双(2-甲氧基乙氧基)氢化铝钠[NaAlH2(OCH2CH2OCH3)2]可用作有机合成的多功能还原剂。它用于还原:

  • 醛、酮、酯和酸酐成为一级醇。
  • 酮肟和醛肟成为一级胺。
  • 内酯和环氧化物等环状化合物转化为二元醇。


它还用作开环聚合反应的催化剂。[1][2][3]

SBAH是一种还原剂,用于还原羰基、酰胺、环氧化物、酯和羧酸等官能团。[4]

應用

Red-Al®双(2-甲氧基乙氧基)氢化铝钠可用作:       
  • 对甲苯磺酰基脱保护剂。[5]       
  • 催化剂,在4族金属茂配合物存在下通过Si-Si脱氢偶联反应催化聚乙烯硅烷(PVS)的交联。[6]       
  • 还原剂,用于合成具有旋光活性的N-保护氨基醇和肽醇。[7]

用于将N-Boc氨基酸二级酰胺高效还原为手性二胺。[8]

法律資訊

Red-Al is a registered trademark of Merck KGaA, Darmstadt, Germany

訊號詞

Danger

危險分類

Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - 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

儲存類別代碼

4.3 - Hazardous materials which set free flammable gases upon contact with water

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


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分析證明 (COA)

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存取文件庫

Living ring-opening polymerization of L-lactide catalyzed by red-Al
Li Hong, et al.
Organometallics, 23(6), 1411-1415 (2004)
Simple and efficient synthesis of chiral amino alcohols with an amino acid-based skeleton
Juszczyk P, et al.
Lett. Pept. Sci., 10(2), 79-82 (2003)
Alexandra J Townsend et al.
Biochimica et biophysica acta. Bioenergetics, 1859(9), 666-675 (2018-03-20)
Non-photochemical quenching (NPQ) of chlorophyll fluorescence is the process by which excess light energy is harmlessly dissipated within the photosynthetic membrane. The fastest component of NPQ, known as energy-dependent quenching (qE), occurs within minutes, but the site and mechanism of
Efficient and stereodivergent synthesis of deoxyimino sugars
Hong B-C, et al.
Carbohydrate Research, 340(16), 2457-2468 (2005)
Reductive cleavage of sulfonamides with sodium bis (2-methoxyethoxy) aluminum hydride
Gold EH and Babad E
The Journal of Organic Chemistry, 37(13), 2208-2210 (1972)

文章

Red-Al® 是一種多用途且安全的還原劑,可在許多反應中作為 LiAlH4 的替代品,具有非熱釋性。

Red-Al® is a versatile and safe reducing agent, serving as a substitute for LiAlH4 in many reactions, with nonpyrophoric properties.

Questions

1–2 of 2 Questions  
  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

      Helpful?

  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

      Helpful?

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