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| CAS No.: | 57837-19-1 |
|---|---|
| Name: | Metalaxyl |
| Article Data: | 17 |
| Molecular Structure: | |
|
|
|
| Formula: | C15H21NO4 |
| Molecular Weight: | 279.336 |
| 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; |
| EINECS: | 260-979-7 |
| Density: | 1.117 g/cm3 |
| Melting Point: | 72-73 °C |
| Boiling Point: | 394.3 °C at 760 mmHg |
| Flash Point: | 192.3 °C |
| Solubility: | 0.84 g/100 mL in water |
| Appearance: | Colorless, odorless crystal |
| Hazard Symbols: |
 Xn,  F
|
| Risk Codes: | 22-43-52/53-36-20/21/22-11 |
| Safety: | 13-24-37-46-61-36-26-16 |
| Transport Information: | UN 1648 3/PG 2 |
| PSA: | 55.84000 |
| LogP: | 1.84430 |
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- 894852-01-87-BROMO-2,2-DIMETHYL-2H-PYRIDO[3,2-B][1,4]OXAZIN-3(4H)-ONE
- 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 | 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 | Yield |
|---|---|
| In water |
- 5445-17-0
Methyl 2-bromopropionate
- 53823-88-4
N-(1-methoxyacetyl)-2,6-dimethylaniline
B
- 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate
| Conditions | Yield |
|---|---|
| With sodium methylate In 5,5-dimethyl-1,3-cyclohexadiene |
- 81803-98-7
N-(1'methoxycarbonylethyl)-N-methoxyacetyl-2,6-dimethyl-3-aminoaniline
- 77152-08-0
trifluoromethylcopper(I)
B
- 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate
| 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.; |
- 57837-19-1
methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate
| 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
| 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
| 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
| 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
- 116613-47-9
mercury(II)chloride*methyl N-(2,6-dimethylphenyl)-N-(2-methoxyacetyl)alaninate
| Conditions | Yield |
|---|---|
| In ethanol stoich. amts. mixing, heating on water bath, stirring, 30 min.; partial distn., cooling, detected by elem. anal.; |
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Chemistry
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
Uses
Metalaxyl (CAS NO.57837-19-1) can be used to control Pythium in a number of vegetable crops, and Phytophthora in peas.
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. |
Safety Profile
Hazard Codes: 
Xn,
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 NOx.
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 |