Red-Al

Structural formula
General
Surname	Red-Al
other names	Sodium bis (2-methoxy-ethoxy) aluminum dihydride; Sodium dihydrido bis (2-methoxyethoxy) aluminate; SDMA; Synhydride; Vitride;
Molecular formula	AlC 6 H 16 NaO 4
External identifiers / databases
EC number	245-178-2
ECHA InfoCard	100,041,056
PubChem	16684438
ChemSpider	21169529
Wikidata	Q416467
properties
Molar mass	202.16 g mol −1
safety instructions
H and P phrases	H: 225-301-304-311-315-331-336-361d-373
	P: 210-261-280-301 + 310-311-331
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Red-Al is a brand name of the Sigma-Aldrich company and the common trivial name for sodium bis (2-methoxyethoxy) aluminum hydride. It is an organoaluminum compound and is used as a good reducing agent in synthetic organic chemistry.

Reactions

Red-Al reduces lactones to diols and amides , nitriles , imines and most organic nitro compounds to the corresponding amines. Red-Al is usually used as a solution in toluene .

Reactions from Red-Al

Comparison with lithium aluminum hydride

As an aluminum hydride, Red-Al is comparable to lithium aluminum hydride in terms of chemical reactivity . Red-Al, on the other hand, is easily soluble in aromatic solvents and so thermally stable that it remains reactive at temperatures above 200 ° C. It is also more stable to humidity and air. Applications have been described in which it was used for partial reductions.

Web links

Red-Al, Sodium bis (2-methoxyethoxy) aluminum hydride on organic-chemistry.org

Individual evidence

↑ ^a ^b Data sheet Vitride ^® , sodium bis (2-methoxyethoxy) aluminum hydride solution,> 65% in toluene from Sigma-Aldrich , accessed on April 22, 2011 ( PDF ).
↑ ^a ^b Melinda Gugelchuk, Luiz F. Silva III, Ramon S. Vasconcelos, Samir AP Quintiliano: “Sodium Bis (2-methoxyethoxy) aluminum Hydride” in Encyclopedia of Reagents for Organic Synthesis John Wiley & Sons, 2007, New York. doi : 10.1002 / 047084289X.rs049.pub2 . Article Online Posting Date: March 15, 2007.

[sigma-1] Data sheet Vitride ^® , sodium bis (2-methoxyethoxy) aluminum hydride solution,> 65% in toluene from Sigma-Aldrich , accessed on April 22, 2011 ( PDF ).

[eEROS-2] Melinda Gugelchuk, Luiz F. Silva III, Ramon S. Vasconcelos, Samir AP Quintiliano: “Sodium Bis (2-methoxyethoxy) aluminum Hydride” in Encyclopedia of Reagents for Organic Synthesis John Wiley & Sons, 2007, New York. doi : 10.1002 / 047084289X.rs049.pub2 . Article Online Posting Date: March 15, 2007.