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15893-52-4

15893-52-4 Structure

15893-52-4 Structure
IdentificationBack Directory
[Name]

2,4-Dihydroxy-7-methoxy-2H,1,4-benzoxazin-3(4H)one
[CAS]

15893-52-4
[Synonyms]

DIMBOA
2,4-DIHYDROXY-7-METHOXY-1,4-BENZOXAZINONE
2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one
2,4-Dihydroxy-7-methoxy-2H,1,4-benzoxazin-3(4H)one
DIMBOA (2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one)
7-Methoxy-2,4-dihydroxy-2H-1,4-benzooxazine-3(4H)-one
2,4-Dihydroxy-7-methoxy-2,3-dihydro-4H-1,4-benzoxazine-3-one
2,4-Dihydroxy-7-methoxy-3,4-dihydro-2H-1,4-benzoxazine-3-one
7,9-dihydroxy-3-methoxy-10-oxa-7-azabicyclo[4.4.0]deca-2,4,11-trien-8-one
[Molecular Formula]

C9H9NO5
[MDL Number]

MFCD01744500
[MOL File]

15893-52-4.mol
[Molecular Weight]

211.17
Chemical PropertiesBack Directory
[Melting point ]

150-155 °C
[Boiling point ]

461.3±55.0 °C(Predicted)
[density ]

1.589±0.06 g/cm3(Predicted)
[storage temp. ]

Hygroscopic, -20°C Freezer, Under inert atmosphere
[solubility ]

Acetone (Slightly), DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

7.59±0.40(Predicted)
[color ]

Light Orange to Red
[InChI]

InChI=1S/C9H9NO5/c1-14-5-2-3-6-7(4-5)15-9(12)8(11)10(6)13/h2-4,9,12-13H,1H3
[InChIKey]

GDNZNIJPBQATCZ-UHFFFAOYSA-N
[SMILES]

O1C2=CC(OC)=CC=C2N(O)C(=O)C1O
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

DIMBOA acts as an antifungal and antialgal agent in crops. The benzoxazinone group within the structure allows for these effects.
[Definition]

ChEBI: A lactol that is DIBOA in which the hydrogen at position 7 is replaced by a methoxy group. It has been isolated from the maize plants.
[Synthesis Reference(s)]

The Journal of Organic Chemistry, 56, p. 1788, 1991 DOI: 10.1021/jo00005a025
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