ChemicalBook--->CAS DataBase List--->1022-46-4

1022-46-4

1022-46-4 Structure

1022-46-4 Structure
IdentificationBack Directory
[Name]

BENTRANIL
[CAS]

1022-46-4
[Synonyms]

H-170
Linarotox
Linurotox
BENTRANIL
AKOS B029681
'LGC' (1605)
Dianthalexin B
BENZOYLANTHRANIL
BENTRANIL PESTANAL
2-Phenyl-4-benz[d]oxazinone
2-Phenyl-3,1-benzoxazin-4-one
2-Phenyl-3,1-benzoxazinone-(4)
3-Phenyl-1H-2,4-benzoxazin-1-one
2-PHENYL-4H-3,1-BENZOXAZIN-4-ONE
2-Phenyl-4-[4H]-3,1-benzoxazinone
4H-3,1-Benzoxazin-4-one, 2-phenyl-
2-PHENYL-4H-3 1-BENZOXAZIN-4-ONE 98%
Bentranil,2-Phenyl-3,1-benzoxazin-4-one
BENTRANIL PESTANAL(2-PHENYL-3 1-BENZOXA&
2-Phenyl-3,1-benzoxazin-4-one, Bentranil
[Molecular Formula]

C14H9NO2
[MDL Number]

MFCD00043598
[MOL File]

1022-46-4.mol
[Molecular Weight]

223.23
Chemical PropertiesBack Directory
[Melting point ]

123-125 °C(lit.)
[Boiling point ]

189-192 °C8 mm Hg(lit.)
[density ]

1.1814 (rough estimate)
[refractive index ]

1.4700 (estimate)
[solubility ]

soluble in Toluene
[form ]

neat
[pka]

1.74±0.20(Predicted)
[color ]

White to Almost white
[Water Solubility ]

5.5mg/L(20 ºC)
[BRN ]

170624
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-37/39-36/37/39
[WGK Germany ]

3
[HS Code ]

29349990
Hazard InformationBack Directory
[Uses]

Bentranil is used as part of a pesticide formulation. Also used in the preparation of a new class of DPP-4 and DPPH inhibitors as potential antidiabetic agents and antioxidants.
[Definition]

ChEBI: Bentranil is a benzoxazine that is 4H-3,1-benzoxazin-4-one substituted by a phenyl group at position 2. It is a postemergence herbicide used for the control of annual weeds in cereal crops, maize, and rice. It has a role as a herbicide.
[Production Methods]

Bentranil was manufactured as a specialty benzothiazole fungicide, and its commercial production followed the fine chemical synthesis routes typical of mid 20th century protective fungicides. Industrial manufacture began with preparation of the benzothiazole core, followed by controlled acylation and nitrile forming steps to introduce the characteristic substituents that give bentranil its fungicidal activity. These reactions were carried out in batch reactors under anhydrous, temperature regulated conditions, after which the crude product was purified, usually by solvent crystallisation, to yield technical grade bentranil.
[Mechanism of action]

Works by inhibiting key enzymatic processes in weeds, preventing their growth
[Pesticide Type]

Herbicide
Spectrum DetailBack Directory
[Spectrum Detail]

BENTRANIL(1022-46-4)MS
BENTRANIL(1022-46-4)IR1
BENTRANIL(1022-46-4)IR2
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