Metalaxyl supplier | CasNO.57837-19-1

Name
Metalaxyl
EINECS 260-979-7
CAS No. 57837-19-1
Article Data17
CAS DataBase
Density 1.117 g/cm³
Solubility 0.84 g/100 mL in water
Melting Point 72-73 °C
Formula C₁₅H₂₁NO₄
Boiling Point 394.3 °C at 760 mmHg
Molecular Weight 279.336
Flash Point 192.3 °C
Transport Information UN 1648 3/PG 2
Appearance Colorless, odorless crystal
Safety 13-24-37-46-61-36-26-16
Risk Codes 22-43-52/53-36-20/21/22-11
Molecular Structure
Hazard Symbols Xn, F
Synonyms Apron;Apron TL;Metaxanin;EPA Pesticide Chemical Code 113501;Alanine,N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-,methyl ester;Ridomil 72WP;N-(2,6-Dimethylphenyl)-N-(methoxyacetyl)-alanine methyl ester;102256-63-3;Ridomil Vino;Methyl N-(2-methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate;Apron 2E;CG 117;Metasyl;Metaxanine;Ridomil;Methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-DL-alaninate;DL-Alanine, N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-, methyl ester (9CI);Ridomil 2E;Metanaxin;Apron FL;CGA 48988;Apron SD 35;IPO-FS;Subdue 2E;Jiashuangling;Subdue;Alanine, N-(methoxyacetyl)-N-(2,6-xylyl)-, methyl ester, DL-;Allegiance;Metalaxil;Subdue 5SP;Span;Metalaxy-M;
PSA 55.84000
LogP 1.84430

Synthetic route

: 38870-89-2
Methoxyacetyl chloride

: 57646-33-0
methyl (2R)-2-[(2,6-dimethylphenyl)amino]propanoate

: 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate

Conditions

Conditions	Yield
In toluene for 2.5h; Reflux;	88.2%

: 67-56-1
methanol

: 52888-51-4
methyl 2-[N-(2,6-dimethylphenyl)-N-(chloroacetyl)-amino]-propionate

: 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate

: 38870-89-2
Methoxyacetyl chloride

: 52888-49-0
methyl N-(2,6-dimethylphenyl)alaninate

: 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate

Conditions

Conditions	Yield
In water

: 5445-17-0
Methyl 2-bromopropionate

: 53823-88-4
N-(1-methoxyacetyl)-2,6-dimethylaniline

A: N-methoxyacetyl-2,6-dimethylaniline sodium salt

B: 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate

Conditions

Conditions	Yield
With sodium methylate In 5,5-dimethyl-1,3-cyclohexadiene

...Expand

: 81803-98-7
N-(1'methoxycarbonylethyl)-N-methoxyacetyl-2,6-dimethyl-3-aminoaniline

: 77152-08-0
trifluoromethylcopper(I)

A: methyl 2-(N-(2,6-dimethyl-3-(trifluoromethyl)phenyl)-2-methoxyacetamido)propanoate

B: 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate

Conditions

Conditions	Yield
Stage #1: N-(1'methoxycarbonylethyl)-N-methoxyacetyl-2,6-dimethyl-3-aminoaniline With hydrogen fluoride; sodium nitrite In water; acetonitrile at 0℃; Inert atmosphere; Stage #2: trifluoromethylcopper(I) In water; N,N-dimethyl-formamide; acetonitrile at 0℃; for 0.25h; Inert atmosphere; Overall yield = 75 %Spectr.;

...Expand

: 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate

: 4-carbaldehydebutyryl chloride

: C19H25NO6

Conditions

Conditions	Yield
Stage #1: 4-carbaldehydebutyryl chloride With aluminum (III) chloride In 1,2-dichloro-ethane at 20℃; for 3h; Stage #2: methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate In 1,2-dichloro-ethane for 4h; Reflux;	89.7%

: 677-25-8
ethylenesulfonyl fluoride

: 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate

: methyl (E)-N-(4-(2-(fluorosulfonyl)vinyl)-2,6-dimethylphenyl)-N-(2-methoxyacetyl)alaninate

Conditions

Conditions	Yield
With 5-(perfluoroethyl)-3-(trifluoromethyl)pyridine-2-ol; silver(I) acetate; palladium diacetate at 100℃; for 24h; Sealed tube; regioselective reaction;	51%

: 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate

: N-(2-carboxy-6-methylphenyl)-N-(methyloxyacetyl)alanine methyl ester

Conditions

Conditions	Yield
With pyridine; potassium permanganate In water at 70℃;	5%
With pyridine; potassium permanganate at 70℃;

: 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate

: rac-2-[(2,6-dimethylphenyl)methoxyacetylamino]propionic acid

Conditions

Conditions	Yield
With potassium hydroxide at 110 - 115℃; for 1h; Heating;
With sulfuric acid for 10h; Heating;
Stage #1: methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate With potassium hydroxide at 110 - 115℃; for 1h; Stage #2: With hydrogenchloride Further stages.;

: 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate

: mercury dichloride

: 116613-47-9
mercury(II)chloride*methyl N-(2,6-dimethylphenyl)-N-(2-methoxyacetyl)alaninate

Conditions

Conditions	Yield
In ethanol stoich. amts. mixing, heating on water bath, stirring, 30 min.; partial distn., cooling, detected by elem. anal.;

: 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate

A: 57837-19-1, 69516-34-3, 70630-17-0
methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-D-alaninate

B: D,L-N-(2,6-dimethylphenyl)-N-(2'-methoxyacetyl)-alanine methyl ester

Conditions

Conditions	Yield
With nanocellulose derivative/silica hybrid core-shell slurry-packed stainless steel column In water; acetonitrile at 25℃; Solvent; Reagent/catalyst; Resolution of racemate;
With CHIRALCEL OJ-H column In hexane; isopropyl alcohol Resolution of racemate;

: 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate

: 66637-79-4
[N-(2,6-dimethylphenyl)-2-hydroxyacetamido]isopropanoate methyl ester

Conditions

Conditions	Yield
With boron tribromide In dichloromethane at -40 - 20℃; for 5h; Temperature; Solvent;

: 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate

: 74-88-4
methyl iodide

: methyl 2-[N-(2,6-dimethylphenyl)-N-(methoxyacetyl)]-2-methylpropanoate

Conditions

Conditions	Yield
Stage #1: methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate With sodium hydride In tetrahydrofuran at 40℃; for 2h; Stage #2: methyl iodide at 40℃; for 16h;

: 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate

: methyl N-(4-((E)-2-((4-(2-(4-((((E)-2-(2-(cyclohexanecarbonyl)-4-oxo-1,3,4,6,7,11b-hexahydro-2H-pyrazino[2,1-a]isoquinolin-9-yl)vinyl)sulfonyl)oxy)phenyl)propan-2-yl)phenoxy)sulfonyl)vinyl)-2,6-dimethylphenyl)-N-(2-methoxyacetyl)alaninate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: palladium diacetate; silver(I) acetate; 5-(perfluoroethyl)-3-(trifluoromethyl)pyridine-2-ol / 24 h / 100 °C / Sealed tube 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.25 h / 50 °C View Scheme

: 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate

: 73183-34-3
bis(pinacol)diborane

: C21H32BNO6

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-pyridine; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer In tetrahydrofuran at 80℃; for 24h; Glovebox; Inert atmosphere; Sealed tube;

Metalaxyl Chemical Properties

IUPAC Name: methyl 2-(N-(2-methoxyacetyl)-2,6-dimethylanilino)propanoate
Empirical Formula: C₁₅H₂₁NO₄
Molecular Weight: 279.3315g/mol
EINECS: 260-979-7
Structure of Metalaxyl (CAS NO.57837-19-1):

Index of Refraction: 1.527
Molar Refractivity: 76.88 cm³
Molar Volume: 249.8 cm³
Polarizability: 30.48×10^-24cm³
Surface Tension: 40.5 dyne/cm
Density: 1.117 g/cm³
Flash Point: 192.3 °C
Enthalpy of Vaporization: 64.43 kJ/mol
Melting point: 72-73 ºC
Boiling Point: 394.3 °C at 760 mmHg
Vapour Pressure: 2E-06 mmHg at 25°C
Water solubility: 0.84 g/100 mL
Product Categories: FUNGICIDE;Amide structureMethod Specific;Endocrine Disruptors (Draft)Alphabetic;EPA;Fungicides;M;META - METH;Pesticides
Canonical SMILES: CC1=C(C(=CC=C1)C)N(C(C)C(=O)OC)C(=O)COC
InChI: InChI=1S/C15H21NO4/c1-10-7-6-8-11(2)14(10)16(13(17)9-19-4)12(3)15(18)20-5/h6-8,12H,9H2,1-5H3
InChIKey: ZQEIXNIJLIKNTD-UHFFFAOYSA-N

Metalaxyl Uses

Metalaxyl (CAS NO.57837-19-1) can be used to control Pythium in a number of vegetable crops, and Phytophthora in peas.

Metalaxyl Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	566mg/kg (566mg/kg)		Journal of Hygiene, Epidemiology, Microbiology, and Immunology. Vol. 35, Pg. 375, 1991.
rat	LD50	skin	> 3100mg/kg (3100mg/kg)		Pesticide Manual. Vol. 9, Pg. 554, 1991.

Metalaxyl Safety Profile

Hazard Codes: Harmful Xn, Flammable F
Risk Statements: 22-43-52/53-36-20/21/22-11
R22:Harmful if swallowed.
R43:May cause sensitization by skin contact.
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R11:Highly flammable.
Safety Statements: 13-24-37-46-61-36-26-16
S13:Keep away from food, drink and animal foodstuffs.
S24:Avoid contact with skin.
S37:Wear suitable gloves.
S46:If swallowed, seek medical advice immediately and show this container or label.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S36:Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S16:Keep away from sources of ignition.
RIDADR: UN 1648 3/PG 2
RTECS: AY6910000
Hazardous Substances Data 57837-19-1(Hazardous Substances Data)
Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NO_x.

Metalaxyl Specification

Metalaxyl , its cas register number is 57837-19-1. It also can be called Allegiance ; Apron ; Apron SD 35 ; Caswell No. 375AA ; D,L-N-(2,6-Dimethylphenyl)-N-(2'-methoxyacetyl)alaninate de methyle ; Metalaxil ; Metanaxin ; Methyl N-(2-methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate ; N-(2,6-Dimethylphenyl)-N-(methoxyacetyl)-alanine methyl ester ; Ridomil ;
Subdue .

Physical Properties

Physical Property	Value	Units	Temp (deg C)	Source
Melting Point	71	deg C		EXP
Boiling Point	295.9 dec	deg C		EXP
log P (octanol-water)	1.65	(none)		EXP
Water Solubility	8400	mg/L	22	EXP
Vapor Pressure	5.62E-06	mm Hg	25	EXP
Henry's Law Constant	2.95E-09	atm-m3/mole	25	EST
Atmospheric OH Rate Constant	2.69E-11	cm3/molecule-sec	25	EST

Product Name

Metalaxyl

Synthetic route

Metalaxyl Chemical Properties

Metalaxyl Uses

Metalaxyl Toxicity Data With Reference

Metalaxyl Safety Profile

Metalaxyl Specification

Physical Properties

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