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Acetaldoxime, syn + anti, 98%, Thermo Scientific Chemicals
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Catalog number A10640.18
also known as A10640-18
Price (USD)/ Each
136.00
-
Quantity:
50 g
Price (USD)/ Each
136.00
Acetaldoxime, syn + anti, 98%, Thermo Scientific Chemicals
Catalog numberA10640.18
Price (USD)/ Each
136.00
-
Chemical Identifiers
CAS107-29-9
IUPAC Name(E)-N-ethylidenehydroxylamine
Molecular FormulaC2H5NO
InChI KeyFZENGILVLUJGJX-NSCUHMNNSA-N
SMILESC\C=N\O
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Specifications
Specification Sheet
Specification SheetFormliquid
CommentPhysical state varies with syn/anti ratio
Appearance (Color)White solid or clear, colourless
Assay (GC)> 98.0% (sum of isomers)
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.
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
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.
Solubility
Soluble in water, ethanol and ether.
Notes
Store in a cool place. Incompatible with strong oxidizing agents.
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.
Solubility
Soluble in water, ethanol and ether.
Notes
Store in a cool place. Incompatible with strong oxidizing agents.
RUO – Research Use Only
General References:
- The dimetallated species (n-BuLi, -78°) 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.