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543551

Sigma-Aldrich

6-Methoxy-2-benzoxazolinone

97%

Synonym(s):

6-MBOA, 6-Methoxy-2(3H)-benzoxazolone, 6-Methoxy-3H-benzoxazol-2-one, 6-Methoxybenzo[d]oxazol-2(3H)-one, 6-Methoxybenzoxazolin-2(3H)-one, 6-Methoxybenzoxazolinone

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About This Item

Empirical Formula (Hill Notation):
C8H7NO3
CAS Number:
Molecular Weight:
165.15
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

mp

151-156 °C (lit.)

SMILES string

COc1ccc2NC(=O)Oc2c1

InChI

1S/C8H7NO3/c1-11-5-2-3-6-7(4-5)12-8(10)9-6/h2-4H,1H3,(H,9,10)

InChI key

MKMCJLMBVKHUMS-UHFFFAOYSA-N

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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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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J Acharya et al.
Plant disease, 105(4), 752-757 (2020-10-14)
Corn yield reduction following a cereal rye cover crop has been attributed to, among other factors, allelochemicals released from decomposing cereal rye residue. The allelopathic effect of 6-methoxy-2-benzoxazolinone (MBOA) was evaluated on corn seedling growth, mycelial growth of seven pathogenic
On the Synthesis of 6-Methoxy-2-benzoxazolinone.
John DR, et al.
Agricultural and Biological Chemistry, 39(3), 683-685 (1975)
Chunhong Jia et al.
Journal of agricultural and food chemistry, 54(4), 1049-1057 (2006-02-16)
The joint action of binary and ternary mixtures of benzoxazinone derivatives and phenolic acids was studied using the additive dose model (ADM) as reference model. The activity of fixed-ratio mixtures of phenolic acids [ferulic acid (FA), p-coumaric acid (CA), vanillic
Jona Ines Fritz et al.
Journal of agricultural and food chemistry, 54(4), 1105-1110 (2006-02-16)
Before natural plant allelochemicals can be exploited as biological pesticides against weeds and for disease control, more than the effect on target organisms needs to be known. This study presents results of aquatic biotests using four organisms, namely, a water
Thomas Etzerodt et al.
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes, 43(1), 1-7 (2007-12-29)
Wheat (Triticum aestivum L.) and other cereals produce allelochemicals as natural defense compounds against weeds, fungi, insects and soil-borne diseases. The main benzoxazinoid allelochemical of wheat is 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA), bound as beta-glucoside and released upon plant injury. When leached from

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