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

2,4-Dihydroxy-7-methoxy-2H,1,4-benzoxazin-3(4H)one Structure
CAS No.
15893-52-4
Chemical Name:
2,4-Dihydroxy-7-methoxy-2H,1,4-benzoxazin-3(4H)one
Synonyms
DIMBOA;2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one;2,4-DIHYDROXY-7-METHOXY-1,4-BENZOXAZINONE;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-2H-benzo[b][1,4]oxazin-3(4H)-one;2,4-dihydroxy-7-methoxy-3,4-dihydro-2H-1,4-benzoxazin-3-one;2,4-Dihydroxy-7-methoxy-3,4-dihydro-2H-1,4-benzoxazine-3-one;2,4-Dihydroxy-7-methoxy-2,3-dihydro-4H-1,4-benzoxazine-3-one
CBNumber:
CB51240590
Molecular Formula:
C9H9NO5
Molecular Weight:
211.17
MOL File:
15893-52-4.mol
MSDS File:
SDS
Modify Date:
2023/5/18 11:31:13

2,4-Dihydroxy-7-methoxy-2H,1,4-benzoxazin-3(4H)one Properties

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

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

2,4-Dihydroxy-7-methoxy-2H,1,4-benzoxazin-3(4H)one Chemical Properties,Uses,Production

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

2,4-Dihydroxy-7-methoxy-2H,1,4-benzoxazin-3(4H)one Preparation Products And Raw materials

Raw materials

Preparation Products

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2,4-Dihydroxy-7-methoxy-2H,1,4-benzoxazin-3(4H)one 2,4-DIHYDROXY-7-METHOXY-1,4-BENZOXAZINONE 7,9-dihydroxy-3-methoxy-10-oxa-7-azabicyclo[4.4.0]deca-2,4,11-trien-8-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-Methoxy-2,4-dihydroxy-2H-1,4-benzooxazine-3(4H)-one DIMBOA (2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one) 2,4-dihydroxy-7-methoxy-2H-benzo[b][1,4]oxazin-3(4H)-one 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one DIMBOA antimicrobial,Inhibitor,scavenging,borers,free-radical,Antibiotic,Dimboa,Fungal,corn,inhibit,antioxidant,Bacterial 2,4-dihydroxy-7-methoxy-3,4-dihydro-2H-1,4-benzoxazin-3-one 15893-52-4 Agro-Products, Aromatics, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals 2