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

A10640 Acetaldoxime, syn + anti, 98%

CAS-Nummer
107-29-9
Synonyme
Acetaldehyde oxime

Größe Preis ($) Menge Verfügbarkeit
50g 31,93
250g 128,75
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Acetaldoxime, syn + anti, 98%

MDL
MFCD00002124
EINECS
203-479-6

Chemische Eigenschaften

Formel
CH3CH=NOH
Molmasse
59.07
Siedepunkt
115-117°
Flammpunkt
36°(96°F)
Dichte
0.969
Brechungsindex
1.4260
Löslichkeit
Soluble in water, ethanol and ether.

Anwendungen

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.

Bemerkungen

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

Literaturverweise

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.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H226-H302-H312-H332-H319

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

Sicherheitshinweise: P210-P261-P280-P240-P241-P303+P361+P353-P305+P351+P338-P304+P340-P301+P312-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. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. 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. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Merck
14,42
Beilstein
1209252
Gefahrenklasse
3
Verpackungsgruppe
III
Harmonized Tariff Code
2928.00
TSCA
Yes
RTECS
AB2975000

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