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I3502

Sigma-Aldrich

α-Isonitrosopropiophenone

Synonym(s):

1-Phenyl-1,2-propanedione-2-oxime, 2-(Hydroxyimino)propiophenone, NSC 5410

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About This Item

Linear Formula:
C6H5COC(=NOH)CH3
CAS Number:
119-51-7
Molecular Weight:
163.17
EC Number:
204-329-2
MDL number:
MFCD00002115
UNSPSC Code:
12352100
PubChem Substance ID:
57654301
NACRES:
NA.22

Quality Level

200

mp

113-115 °C (lit.)

storage temp.

2-8°C

SMILES string

C\C(=N/O)C(=O)c1ccccc1

InChI

1S/C9H9NO2/c1-7(10-12)9(11)8-5-3-2-4-6-8/h2-6,12H,1H3/b10-7+

InChI key

YPINLRNGSGGJJT-JXMROGBWSA-N

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Application

Reactant involved in synthesis of:
  • Cyclometalated iridium complexes for photophysical and electrochemical studies
  • Hydroimidazothiazoles via iodination and cyclization reactions

Reactant involved in:
  • Sonogashira coupling reactions
  • Allylation of aromatic aldehydes using imidazole oside catalysts
  • Beckmann rearrangement of α-oximinoketones

Reagent used in the colorimetric determination of urea

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Determination of N-methylurea: comparison of two colorimetric methods using diacetyl monoxime or alpha-isonitropropiophenone.
W K Paik et al.
Analytical biochemistry, 122(1), 194-198 (1982-05-01)
Luciana Souza-Moreira et al.
Scientific reports, 9(1), 20304-20304 (2020-01-01)
Mesenchymal stromal cells (MSCs) are a potential therapy for many chronic inflammatory diseases due to their regenerative, immunologic and anti-inflammatory properties. The two-way dialogue between MSCs and macrophages is crucial to tissue regeneration and repair. Previous research demonstrated that murine

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