ChemicalBook--->CAS DataBase List--->149961-52-4

149961-52-4

149961-52-4 Structure

149961-52-4 Structure
IdentificationBack Directory
[Name]

DIMOXYSTROBIN PESTANAL
[CAS]

149961-52-4
[Synonyms]

dimoxystrolin
PCB No 118 OEKANAL
Dimoxystrobin solution
DIMOXYSTROBIN PESTANAL
Kresoxim-methyl Impurity 5
Dimoxystrobin@100 μg/mL in Acetonitrile
(e)-2-(2,5-dimethylphenoxymethyl)-α-methoxyimino-n-methylphenylacetamide
Benzeneacetamide,2-[(2,5-dimethylphenoxy)methyl]-a-(methoxyimino)-N-methyl-, (aE)-
Benzeneacetamide, 2-[(2,5-dimethylphenoxy)methyl]-α-(methoxyimino)-N-methyl-, (αE)-
[Molecular Formula]

C19H22N2O3
[MDL Number]

MFCD05664707
[MOL File]

149961-52-4.mol
[Molecular Weight]

326.39
Chemical PropertiesBack Directory
[density ]

1.09±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

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

neat
[pka]

11.29±0.46(Predicted)
[BRN ]

8430159
[Henry's Law Constant]

2.2×107 mol/(m3Pa) at 25℃, Maniere et al. (2011)
[Major Application]

agriculture
environmental
[InChI]

1S/C19H22N2O3/c1-13-9-10-14(2)17(11-13)24-12-15-7-5-6-8-16(15)18(21-23-4)19(22)20-3/h5-11H,12H2,1-4H3,(H,20,22)/b21-18-
[InChIKey]

WXUZAHCNPWONDH-UZYVYHOESA-N
[SMILES]

CNC(=O)C(=N/OC)\c1ccccc1COc2cc(C)ccc2C
[LogP]

5.080 (est)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
GHS07,GHS08,GHS09
[Signal word ]

Warning
[Hazard statements ]

H332-H351-H361d-H410
[Precautionary statements ]

P201-P202-P261-P273-P304+P340+P312-P308+P313
[Hazard Codes ]

Xn,N
[Risk Statements ]

20-50/53
[Safety Statements ]

60-61
[RIDADR ]

UN3077 9/PG 3
[WGK Germany ]

2
[REACH Registrations]

Active
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Inhalation
Aquatic Acute 1
Aquatic Chronic 1
Carc. 2
Repr. 2
Hazard InformationBack Directory
[Description]

Dimoxystrobin is mainly used as a cereal fungicide. It has a low aqueous solubility and a low volatility. It can be persistent in both soil and water systems. It is highly toxic to earthworms and fish it tends to be classified as moderate to low for other species. Dimoxystrobin has a low oral mammalian toxicity and is an endocrine disruptor.
[Chemical Properties]

The product is a white crystalline solid with a purity of ≥98%. Its melting point is 138.1-139.7°C and its relative density is 1.235 at 25°C. Its vapor pressure is 6×10-4 mPa at 25°C. Its partition coefficient, KowlogP, is 3.59 at pH 6.5. Its solubility in water (20°C, mg/L) is 4.3 at pH 5.7 and 3.5 at pH 8. Its solubility in organic solvents is >250 in dichloromethane, 200-250 in N,N-dimethylformamide, 67-80 in acetone, 50-57 in acetonitrile, 33-40 in ethyl acetate, 20-25 in toluene, 20-25 in methanol, and <10 in isopropanol, n-heptane, n-octanol, and olive oil. It is stable in aqueous solution at pH 4-9 and 50°C for 30 days.
[Uses]

Dimoxystrobin is a pesticide component used for its antifungal activity.
[Definition]

ChEBI: A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2E)-{2-[(2,5-dimethylphenoxy)methyl]phenyl}(methoxyimino)acetic acid with the amino group of methylamine. A fungicide used for disease control in cereals, vegetables and turf.
[Production Methods]

The commercial production of dimoxystrobin involves a multi-step process. It begins with the condensation of 2,5-dimethylphenol with 2-(bromomethyl)phenylacetic acid to form an intermediate, followed by oximation with methoxyamine hydrochloride under basic conditions to introduce the methoximino group. This is coupled with N-methylamine to form the amide linkage, typically in an organic solvent like toluene, with controlled temperature to optimize yield.
[Mechanism of action]

Protectant, curative and translaminar. Respiration inhibitor (QoL fungicide).
[Pesticide Type]

Fungicide
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