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Sodium bis(2-methoxyethoxy)aluminum hydride, 70% w/w in toluene., Thermo Scientific Chemicals
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Catalog number A13292.18
also known as A13292-18
Price (USD)/ Each
32.65
Special Offer
Online exclusive
Ends: 31-Dec-2024
37.90 Save 5.25 (14%)
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Quantity:
50 g
Price (USD)/ Each
32.65
Special Offer
Online exclusive
Ends: 31-Dec-2024
37.90 Save 5.25 (14%)
Sodium bis(2-methoxyethoxy)aluminum hydride, 70% w/w in toluene., Thermo Scientific Chemicals
Catalog numberA13292.18
Price (USD)/ Each
32.65
Special Offer
Online exclusive
Ends: 31-Dec-2024
37.90 Save 5.25 (14%)
-
Chemical Identifiers
CAS22722-98-1
IUPAC Namealumanylium sodium bis(2-methoxyethan-1-olate)
Molecular FormulaC6H16AlNaO4
InChI KeyXJIQVZMZXHEYOY-UHFFFAOYSA-N
SMILES[Na+].[AlH2+].COCC[O-].COCC[O-]
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Specifications
Specification Sheet
Specification SheetFormViscous liquid
Assay (unspecified)≥68.0 to ≤72.0% (w/w)
Appearance (Color)Clear or slightly turbid, colorless to pale orange-brown
Sodium bis(2-methoxyethoxy)aluminum hydride acts as a reducing agent in organic synthesis. It is used to prepare azoxyarenes, azoarenes and hydroazoarenes from nitroarenes. It plays an important role for the conversion of aldehydes, ketones, carboxylic acids, esters, acyl halides and anhydrides to primary alcohols. It is also employed in hydroaluminate alkenes and alkynes. It is utilized in the reduction of lactones and epoxides into diols. Further, it serves as a methylation reagent for aryl-activated compounds. In addition to this, it is involved in the reduction of amides, nitriles and amines to the corresponding amines.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Sodium bis(2-methoxyethoxy)aluminum hydride acts as a reducing agent in organic synthesis. It is used to prepare azoxyarenes, azoarenes and hydroazoarenes from nitroarenes. It plays an important role for the conversion of aldehydes, ketones, carboxylic acids, esters, acyl halides and anhydrides to primary alcohols. It is also employed in hydroaluminate alkenes and alkynes. It is utilized in the reduction of lactones and epoxides into diols. Further, it serves as a methylation reagent for aryl-activated compounds. In addition to this, it is involved in the reduction of amides, nitriles and amines to the corresponding amines.
Solubility
Miscible with aromatic hydrocarbons, ether, tetrahydrofuran, dimethyl ether and dimethylformamide. Immiscible with aliphatic hydrocarbons.
Notes
Air and moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with water, oxidizing agents and combustible material.
Sodium bis(2-methoxyethoxy)aluminum hydride acts as a reducing agent in organic synthesis. It is used to prepare azoxyarenes, azoarenes and hydroazoarenes from nitroarenes. It plays an important role for the conversion of aldehydes, ketones, carboxylic acids, esters, acyl halides and anhydrides to primary alcohols. It is also employed in hydroaluminate alkenes and alkynes. It is utilized in the reduction of lactones and epoxides into diols. Further, it serves as a methylation reagent for aryl-activated compounds. In addition to this, it is involved in the reduction of amides, nitriles and amines to the corresponding amines.
Solubility
Miscible with aromatic hydrocarbons, ether, tetrahydrofuran, dimethyl ether and dimethylformamide. Immiscible with aliphatic hydrocarbons.
Notes
Air and moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with water, oxidizing agents and combustible material.
WARNING: Reproductive Harm - www.P65Warnings.ca.gov
RUO – Research Use Only
General References:
- Convenient alternative to lithium aluminum hydride for many reductions: Coll. Czech. Chem. Commun., 34, 118 (1969). The reagent is more readily and safely handled, is more stable to air and can be used at high temperatures. For use in the stereospecific reduction of 2-yn-1-ols to (E)-allylic alcohols, and reviews, see: Org. Synth. Coll., 7, 524 (1990):
- The reducing properties can be modified by addition of one mole of ethanol, which gives a reagent for the reduction of lactones to lactols, or one mole of N-methylpiperazine or morpholine, which gives a reagent for the high-yield reduction of esters to aldehydes: Synthesis, 526 (1976).
- For use as a superior activator/initiator for the formation of Grignard reagents, see: Coll. Czech. Chem. Commun., 38, 1614 (1973).
- Xu, J. B.; Cheng, K. J. Studies on the Alkaloids of the Calycanthaceae and Their Syntheses. Molecules 2015, 20 (4), 6715-6738.
- Hatano, M.; Yamashita, K.; Mizuno, M.; Ito, O.; Ishihara, K. C-Selective and Diastereoselective Alkyl Addition to beta, gamma-Alkynyl-alpha-imino Esters with Zinc(II)ate Complexes. Angew. Chem. Int. Ed. 2015, 127 (9), 2745-2749.