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5251-93-4

5251-93-4 Structure

5251-93-4 Structure
IdentificationBack Directory
[Name]

BENZADOX
[CAS]

5251-93-4
[Synonyms]

S 6173
S-7173
Topcide
S-7,173
Topicide
BENZADOX
NSC 75601
Benzamidoxyacetic acid
Benzamidooxyacetic acid
o-Benzamidoglycolic acid
Acetic acid, (benzamidooxy)-
[(benzoylamino)oxy]aceticacid
2-(benzoylamino)oxyacetic acid
Acetic acid, [(benzoylamino)oxy]-
Acetic acid, 2-[(benzoylamino)oxy]-
2-(phenylcarbonylamino)oxyethanoic acid
N-Benzoyl-O-(carboxyMethyl)-hydroxylaMine
Hydroxylamine, N-benzoyl-O-(carboxymethyl)-
[EINECS(EC#)]

226-053-1
[Molecular Formula]

C9H9NO4
[MDL Number]

MFCD00021752
[MOL File]

5251-93-4.mol
[Molecular Weight]

195.17
Chemical PropertiesBack Directory
[Melting point ]

140°C
[Boiling point ]

331.83°C (rough estimate)
[density ]

1.3544 (rough estimate)
[refractive index ]

1.5700 (estimate)
[solubility ]

Methanol
[form ]

Solid
[pka]

2.75±0.10(Predicted)
[color ]

Pale Yellow
[Water Solubility ]

15.75g/L(temperature not stated)
[EPA Substance Registry System]

Benzadox (5251-93-4)
Hazard InformationBack Directory
[Description]

Benzadox is a largely obsolete herbicide that was used to control broadleaved weeds and grasses in sugarbeet crops. Very little data is available regarding its environmental fate, ecotoxicology nor its impact on human health.
[Chemical Properties]

Pale Yellow Solid
[Uses]

Hippurate analog. Inhibitor of peptidylglycine α-hydroxylating monooxygenase (PHM). Pesticide.
[Production Methods]

Benzadox is synthesised through a sequence of acylation and esterification steps typical for amide herbicides. The process begins with benzoyl chloride, which is reacted with hydroxylamine derivatives to form a benzamido intermediate. This intermediate is then coupled with chloroacetic acid or its ester under controlled conditions to introduce the oxyacetic acid moiety, yielding benzadox. The final product is purified by recrystallisation or solvent extraction to achieve high purity suitable for herbicidal use. Production requires strict control of temperature and pH to prevent hydrolysis and ensure stability of the benzamidooxy linkage.
[Mechanism of action]

Strong inhibitor of alanine aminotransferase
[Pesticide Type]

Herbicide
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