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107-29-9 - Acetaldoxime, syn + anti, 98% - Acetaldehyde oxime - A10640 - Alfa Aesar

A10640 Acetaldoxime, syn + anti, 98%

Numéro de CAS
107-29-9
Synonymes
Acetaldehyde oxime

Conditionnement Prix ($) Quantité Disponibilité
50g 31,90
250g 128,00
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Acetaldoxime, syn + anti, 98%

MDL
MFCD00002124
EINECS
203-479-6

Propriétés chimiques

Formule
CH3CH=NOH
Poids moleculaire
59.07
Point d'ébullition
115-117°
Point d'éclair
36°(96°F)
Densité
0.969
Indice de réfraction
1.4260
Solubilité
Soluble in water, ethanol and ether.

Applications

Acetaldoxime is used as an oxygen scavenger in boiler water. It is also used as an intermediate in chemical synthesis and pharmaceuticals. It is involved in the rearrangement reaction to prepare acetamide by using nickel(II) acetate as a catalyst. It acts as a precursor to prepare heterocyclic compound such as spiroisoxazoline. Further, it is used to prepare alkylated(Z)-oximes by deprotonation followed by reaction with benzyl bromide.

Notes

Store in a cool place. Incompatible with strong oxidizing agents.

Références bibliographiques

The dimetallated species (n-BuLi, -78o) can be alkylated at the ɑ-position: Tetrahedron Lett., 25, 263 (1984).

Chlorination with NCS: Tetrahedron, 40, 2985 (1984), or chlorine, gives the chloroxime, dehydrochlorination of which generates acetonitrile N-oxide, a reactive 1,3-dipole which undergoes cycloadditions with alkenes providing a one-pot route to 2-isoxazolines (same ref.):

Nitrile oxides can be generated from other aldoximes in a similar manner. The resulting isoxazolines can readily be reduced to 3-hydroxy ketones.

Yu, J.; Jin, Y.; Lu, M. 3-Methyl-4-oxa-5-azahomoadamantane as an Organocatalyst for the Aerobic Oxidation of Primary Amines to Oximes in Water. Adv. Synth. Catal. 2015, 357 (6), 1175-1180.

Yu, J.; Cao, X.; Lu, M. A novel and efficient catalytic system including TEMPO/acetaldoxime/InCl 3 for aerobic oxidation of primary amines to oximes. Tetrahedron Lett. 2014, 55 (42), 5751-5755.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H226-H302-H312-H332-H319

Flammable liquid and vapour. Harmful if swallowed. Harmful in contact with skin. Harmful if inhaled. Causes serious eye irritation.

Mentions de prudence: P210-P261-P280-P303+P361+P353-P305+P351+P338-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Merck
14,42
Beilstein
1209252
Classe de danger
3
Groupe d'emballage
III
Code tarifaire harmonisé
2928.00
TSCA
Yes
RTECS
AB2975000

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