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Key Documents

196193

Sigma-Aldrich

Red-Al® sodium bis(2-methoxyethoxy)aluminum hydride solution

≥60 wt. % in toluene

동의어(들):

SBAH, Sodium bis(2-methoxyethoxy)aluminum dihydride, Sodium dihydrido-bis(2-methoxyethoxy)aluminate

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About This Item

Linear Formula:
NaAlH2(OCH2CH2OCH3)2
CAS Number:
Molecular Weight:
202.16
MDL number:
UNSPSC 코드:
12352000
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

21 mmHg ( 20 °C)

Quality Level

expl. lim.

7 %

반응 적합성

reagent type: reductant

농도

≥60 wt. % in toluene

density

1.036 g/mL at 25 °C

SMILES string

[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 key

XJIQVZMZXHEYOY-UHFFFAOYSA-N

일반 설명

Red-Al® sodium bis(2-methoxyethoxy)aluminum hydride [NaAlH2(OCH2CH2OCH3)2] is used as a versatile reducing agent in organic synthesis. It is used to reduce:

  • Aldehydes, ketones, esters, and anhydrides to primary alcohols.
  • Ketoximes and aldoximes to primary amines.
  • Cyclic compounds such as lactones and epoxides to diols.


It is also used as a catalyst in the ring-opening polymerization reactions.

SBAH is a reducing agent used to reduce functional groups like carbonyls, amides, epoxides, esters, and carboxylic acids.

애플리케이션

Employed in the efficient reduction of N-Boc amino acid secondary amides leading to chiral diamines.
Red-Al® sodium bis(2-methoxyethoxy)aluminum hydride can be used as:       
  • A tosyl deprotecting agent.       
  • A catalyst for crosslinking of polyvinylsilanes (PVS) by Si-Si dehydrocoupling reaction in the presence of group 4 metallocene complexes.       
  • A reducing reagent for the synthesis of optically active N-protected amino alcohols and peptide alcohols.

법적 정보

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

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

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

표적 기관

Central nervous system

보충제 위험성

Storage Class Code

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

WGK

WGK 3

Flash Point (°F)

39.2 °F - closed cup

Flash Point (°C)

4 °C - closed cup


시험 성적서(COA)

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

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
Living ring-opening polymerization of L-lactide catalyzed by red-Al
Li Hong, et al.
Organometallics, 23(6), 1411-1415 (2004)
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)
Efficient and stereodivergent synthesis of deoxyimino sugars
Hong B-C, et al.
Carbohydrate Research, 340(16), 2457-2468 (2005)
Tetrahedron Letters, 47, 1717-1717 (2006)

문서

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

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