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52570-16-8

52570-16-8 Structure

52570-16-8 Structure
IdentificationBack Directory
[Name]

NAPROANILIDE
[CAS]

52570-16-8
[Synonyms]

mt101
MT-101
uribest
Urigbest
NAPROANILIDE
Naproanilide-D5
naproanilide (jmaf)
Naproanilide,10ug/ml
NAPROANILIDE STANDARD
naproanilide (JMAF only)
2-(2-naphthyloxy)propionanilide
2-(2-naphtyloxy) propionanilide
alpha-(2-naphthoxy)propionanilide
Naproanilide@100 μg/mL in Acetone
Naproanilide, 100 μg /μL in Acetone
alpha-(beta-naphthoxy)propionanilide
2-(2-Naphtyloxy)-N-phenylpropanamide
N-Phenyl-2-(2-naphtyloxy)propionamide
2-(2-Naphthyloxy)-N-phenylpropanamide
2-(2-naphthalenyloxy)-n-phenyl-propanamid
2-(2-naphthalenyloxy)-n-phenylpropanamide
Propanamide, 2-(2-naphthalenyloxy)-N-phenyl-
[2S,(-)]-N-Phenyl-2-(2-naphthoxy)propionamide
[S,(-)]-2-(2-Naphtyloxy)-N-phenylpropionamide
[2R,(+)]-N-Phenyl-2-(2-naphthoxy)propionamide
[R,(+)]-2-(2-Naphtyloxy)-N-phenylpropionamide
[Molecular Formula]

C19H17NO2
[MDL Number]

MFCD01310442
[MOL File]

52570-16-8.mol
[Molecular Weight]

291.34
Chemical PropertiesBack Directory
[Melting point ]

128 °C
[Boiling point ]

433.35°C (rough estimate)
[density ]

1.1552 (rough estimate)
[refractive index ]

1.5000 (estimate)
[storage temp. ]

0-6°C
[pka]

13.46±0.70(Predicted)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Phosphorus oxychloride-->Water-->PHOSGENE-->Benzylamine-->1-Naphthol-->2-Naphthol-->Propionyl chloride-->NAPHTHENIC ACID-->BROMOACETONE-->2-Chloropropionic acid-->D/L-AMPHETAMINE HYDROCHLORIDE-->2-Bromopropionic acid-->Propionyl bromide-->4,4'-Diaminobenzanilide
Hazard InformationBack Directory
[Uses]

Naproanilide is used as a herbicide.
[Definition]

ChEBI: Naproanilide is a member of naphthalenes.
[Metabolic pathway]

In the rice paddy ecosystem, naproanilide is biodegraded by the rice plant and organisms in the paddy field and by soil organisms and is mainly hydrolyzed to 2-(2-naphthoxy)propionic acid (NOP) and its methyl ester (NOPM). In rice plants (Oryza sativa L.) and Sagittaria pygmaea MIQ, naproanilide is metabolized to phytotoxic NOP. In rice plants, NOP subsequently undergoes hydroxylation and rapid conjugation with glucose. Phytotoxic NOP is produced only in a small amount. In S. pygmaea, the amounts of NOP and NOPM are significantly greater than those in rice plants. The difference in metabolites of naproanilide shows a possible mechanism of their herbicidal selectivity. Naproanilide and NOP in aqueous solution are rapidly degraded under sunlight and UV light. The disappearance of naproanilide in the paddy field is largely attributed to photochemical degradation in the surface water.
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