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6-METHOXY-2-BENZOXAZOLINONE

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6-METHOXY-2-BENZOXAZOLINONE Basic information

Product Name:
6-METHOXY-2-BENZOXAZOLINONE
Synonyms:
  • JRH-04701, 6-Methoxybenzo[d]oxazol-2(3H)-one, 97%
  • 6-Methoxy-2,3-dihydrobenzoxazole-2-one
  • 6-Methoxybenzoxazol-2(3H)-one
  • 6-methoxy-3H-1,3-benzoxazol-2-one
  • 6-Methoxy-2-benzoxazoline
  • 6-Methoxy-3H-benzoxazol-2-one
  • 6-Methoxy benzoxazol-2-one
  • 6-METHOXY-2-BENZOXAZOLININE
CAS:
532-91-2
MF:
C8H7NO3
MW:
165.15
Product Categories:
  • Building Blocks
  • Chemical Synthesis
  • Building Blocks
  • Heterocyclic Building Blocks
  • Oxazoles
  • Heterocyclic Building Blocks
  • Heterocyclic Compounds
  • Oxazolines/Oxazolidines
Mol File:
532-91-2.mol
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6-METHOXY-2-BENZOXAZOLINONE Chemical Properties

Melting point:
151-156 °C(lit.)
Boiling point:
292.97°C (rough estimate)
Density 
1.3450 (rough estimate)
refractive index 
1.5468 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Acetone, Dichloromethane, Methanol, Tetrahydrofuran
form 
Solid
pka
8.73±0.70(Predicted)
color 
light tan
BRN 
141041
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
DM5275200
HS Code 
2934999090

MSDS

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6-METHOXY-2-BENZOXAZOLINONE Usage And Synthesis

Uses

6-Methoxybenzoxazolinone is an intermdiate in the synthesis of DIMBOA-4-O-β-D-glucuronide which is a metabolite of DIMBOA which acts as an antifungal and antialgal agent in crops. The benzoxazinone group within the structure allows for these effects.

Definition

ChEBI: Coixol is a benzoxazole.

Synthesis Reference(s)

Synthetic Communications, 23, p. 343, 1993 DOI: 10.1080/00397919308009786

General Description

6-Methoxy-2-benzoxazolinone (MBOA) is obtained by reacting 2-amino-5-methoxyphenol hydrochloride with urea. MOBA is a naturally occurring auxin-inhibiting substance present in maize shoots.

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