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

A10640 Acetaldoxime, syn + anti, 98%

Codice CAS
107-29-9
Sinonimi
Acetaldehyde oxime

Dimensioni Prezzo ($) Quantità Disponibilità
50g 31,90
250g 128,00
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Acetaldoxime, syn + anti, 98%

MDL
MFCD00002124
EINECS
203-479-6

Proprietà chimiche

Formula
CH3CH=NOH
Peso formula
59.07
Punto di ebollizione
115-117°
Punto di infiammabilità
36°(96°F)
Densità
0.969
Indice di rifrazione
1.4260
Solubilità
Soluble in water, ethanol and ether.

Applicazioni

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.

Note

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

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (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.

Dichiarazioni precauzionali: P260-P201-P280a-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves and eye/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Merck
14,42
Beilstein
1209252
Classe di rischio
3
Gruppo di imballaggio
III
Codice tariffe armonizzato
2928.00
TSCA
Yes
RTECS
AB2975000

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