Acetamide oxime

Name: Acetamide oxime
Brand: ChemScene
Availability: InStock
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CAS No. 22059-22-9
Cat. No. CS-W008635
Purity≥95%
MDL No.MFCD00603514

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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General Information

CAS No. 22059-22-9
Cat. No. CS-W008635
Purity ≥95%
MDL No. MFCD00603514
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂H₆N₂O
Molecular Weight 74.08
Synonym(s) Methylamidoxime; N-Hydroxyacetamidine; N-Hydroxyethanimidamide; N'-Hydroxyacetamidine; N'-Hydroxyacetimidamide; (1E)-N'-HYDROXYETHANIMIDAMIDE; Acetamide oxime
SMILES CC(NO)=N

Description

Acetamide oxime features a labile oxime functional group that enables facile conversion to nitriles under mild conditions. This reactivity profile supports its use in synthetic transformations requiring transient nitrogen functionality. The compound exhibits good solubility in polar solvents and stability under standard bench handling protocols.

Application

Acetamide oxime serves as a versatile building block in synthetic organic chemistry, enabling efficient access to isoxazole heterocycles via cyclization reactions. Its well-defined reactivity facilitates straightforward functionalization and demonstrates robust bench stability, simplifying handling and purification. The molecule functions effectively in standard condensation protocols and exhibits favorable compatibility with common protecting groups, supporting its use in multi-step syntheses of medicinally relevant scaffolds.

Synthesis

Route1
- 75-05-8
- ~83%
- In-stock
  
  22059-22-9
References
- Pfizer Limited; PFIZER INC. Patent: EP1157002 B1, 2005 ; Location in patent: Page/Page column 26 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 56.11
LogP -0.03763
H_Acceptors 2
H_Donors 3
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Hydroxylamine

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Acetamide oxime

CAS No. 22059-22-9

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