196193
Red-Al® sodium bis(2-methoxyethoxy)aluminum hydride solution
≥60 wt. % in toluene
Synonym(s):
SBAH, Sodium bis(2-methoxyethoxy)aluminum dihydride, Sodium dihydrido-bis(2-methoxyethoxy)aluminate
About This Item
Recommended Products
vapor pressure
21 mmHg ( 20 °C)
Quality Level
expl. lim.
7 %
reaction suitability
reagent type: reductant
concentration
≥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
General description
- 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.
Application
- 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.
Legal Information
signalword
Danger
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
target_organs
Central nervous system
supp_hazards
Storage Class
4.3 - Hazardous materials which set free flammable gases upon contact with water
wgk_germany
WGK 3
flash_point_f
39.2 °F - closed cup
flash_point_c
4 °C - closed cup
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Articles
Red-Al®, or sodium bis(2-methoxyethoxy)aluminum dihydride (Vitride®, SMEAH), is a versatile reducing agent and a good substitute for LiAlH4 in many reactions. Red-Al® is nonpyrophoric, although still moisture-sensitive, and is available in solution, allowing for easier handling compared to LiAlH4.
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