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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

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Certificates of Analysis (COA)

Lot/Batch Number
0000335147
0000335146
0000322420
0000226217
0000233358

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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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