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Sodium (2-methyl-4-chlorophenoxy)acetate
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Name

Sodium (2-methyl-4-chlorophenoxy)acetate

 EINECS N/A
CAS No. 3653-48-3 Density g/cm3
PSA 49.36000 LogP 0.77710
Solubility N/A Melting Point 118-119oC
Formula C9H9 Cl O3 . Na Boiling Point 327°Cat760mmHg
Molecular Weight 222.603 Flash Point 151.6°C
Transport Information N/A Appearance N/A
Safety Poison by intraperitoneal route. Moderately toxic by ingestion and subcutaneous routes. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of Cl− and Na2O. Risk Codes 22
Molecular Structure Molecular Structure of 3653-48-3 (MCPA SODIUM) Hazard Symbols
Synonyms

Aceticacid, (4-chloro-2-methylphenoxy)-, sodium salt (9CI); Acetic acid,[(4-chloro-o-tolyl)oxy]-, sodium salt (8CI); (p-Chloro-o-tolyloxy)acetic acidsodium salt; 2-Methyl-4-chlorophenoxyacetic acid sodium salt; 2M-4Kh Sodiumsalt; 4-Chloro-2-methylphenoxyacetic acid sodium salt; Agroxone 3; Chwastox;Chwastox 80; Chwastox Extra 300SL; Chwastox plynny 30; Dicotex; Dicotex 80;Dikoteks; Dikotex; Dikotex 30; Dikotex P; Estermine; Hedonal M 80; MCP sodiumsalt; MCPA sodium salt; Metaxone; Methoxon; Methoxone 30; Methoxone sodiumsalt; Na MCPA; Phenoxilene; Phenoxylene; SYS 67ME; Sodium (2-methyl-4-chlorophenoxy)acetate;Sodium (4-chloro-2-methylphenoxy)acetate; Sodium MCP; Sodium MCPA; U 46M

Article Data 4

Sodium (2-methyl-4-chlorophenoxy)acetate Synthetic route

36220-29-8

2-(4-chloro-2-methylphenoxy)ethanol

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

Conditions
ConditionsYield
With sodium hydroxide; oxygen; bismuth(III) nitrate; palladium on activated charcoal at 90℃; for 2h;98%
1570-64-5

2-methyl-4-chlorophenol

3926-62-3

sodium monochloroacetic acid

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

Conditions
ConditionsYield
With sodium hydroxide In water for 8h; Reflux;
95-48-7

ortho-cresol

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / toluene / 0.5 h / 120 °C
2: iron(III) chloride; tert-butyl methyl sulphide; thionyl chloride / 0.5 h / 40 °C
3: sodium hydroxide / 4 h / 70 °C
View Scheme

n-butyl o-tolyloxyacetate

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: iron(III) chloride; tert-butyl methyl sulphide; thionyl chloride / 0.5 h / 40 °C
2: sodium hydroxide / 4 h / 70 °C
View Scheme
1713-12-8

n-butyl 4-chloro-2-methylphenoxyacetate

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

Conditions
ConditionsYield
With sodium hydroxide at 70℃; for 4h;223.74 g
64632-18-4

C19H40NO(1+)*Cl(1-)

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

1616668-07-5

cyclohexyldecyloxymethyldimethylammonium 4-chloro-2-methylphenoxyacetate

Conditions
ConditionsYield
In water-d2 at 20℃; for 24h;98%
64632-06-0

Cl(1-)*C13H28NO(1+)

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

1616668-04-2

butoxymethylcyclohexyldimethylammonium 4-chloro-2-methylphenoxyacetate

Conditions
ConditionsYield
In water-d2 at 20℃; for 24h;94%
64632-17-3

C21H44NO(1+)*Cl(1-)

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

1616668-08-6

cyclohexyldodecyloxymethyldimethylammonium 4-chloro-2-methylphenoxyacetate

Conditions
ConditionsYield
In water-d2 at 20℃; for 24h;94%
64632-22-0

C15H32NO(1+)*Cl(1-)

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

1616668-05-3

cyclohexylhexyloxymethyldimethylammonium 4-chloro-2-methylphenoxyacetate

Conditions
ConditionsYield
In water-d2 at 20℃; for 24h;93%
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

1-octyl-8-hydroxyquinolinium bromide

1082249-33-9

8-hydroxy-1-octyl-quinolinium (4-chloro-2-methylphenoxy)acetate

Conditions
ConditionsYield
In methanol for 12h;90%

Sodium (2-methyl-4-chlorophenoxy)acetate Chemical Properties

IUPAC Name: Sodium 2-(4-chloro-2-methyl-phenoxy)acetate
Synonyms: (2-Methyl-4-chlorophenoxy)acetic acid, sodium salt ; (4-Chloro-2-methylphenoxy)acetic acid sodium salt ; (p-Chloro-o-tolyloxy)acetic acid sodium salt
Product Categories: Herbicide ;MA - MDPesticides&Metabolites;Alpha sort;Herbicides;H-MAlphabetic;M;Pesticides&Metabolites;Phenoxy structure
CAS NO: 3653-48-3
Molecular Formula of Sodium (2-methyl-4-chlorophenoxy)acetate (CAS NO.3653-48-3) : C9H8ClNaO3
Molecular Weight  of Sodium (2-methyl-4-chlorophenoxy)acetate (CAS NO.3653-48-3) : 222.6
Molecular structure  of Sodium (2-methyl-4-chlorophenoxy)acetate (CAS NO.3653-48-3) :
EINECS: 222-895-9
Flash Point: 151.6 °C
Enthalpy of Vaporization: 60.1 kJ/mol
Boiling Point: 327 °C at 760 mmHg
Vapour Pressure: 8.42E-05 mmHg at 25°C
Storage temp. 0-6°C
Appearance:Colorless plates
Water solubility:Very soluble in water

Sodium (2-methyl-4-chlorophenoxy)acetate Uses

Used as an herbicide

Sodium (2-methyl-4-chlorophenoxy)acetate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 700mg/kg (700mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(2), Pg. 31, 1987.
mouse LD50 intraperitoneal 500mg/kg (500mg/kg)   Food and Cosmetics Toxicology. Vol. 3, Pg. 883, 1965.
mouse LD50 oral 450mg/kg (450mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(2), Pg. 31, 1987.
rabbit LD skin > 256mg/kg (256mg/kg)   Toxicology. Vol. 3, Pg. 349, 1975.
rat LCLo inhalation 520mg/m3/4H (520mg/m3) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS		 Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(2), Pg. 31, 1987.
rat LD skin > 2gm/kg (2000mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(2), Pg. 31, 1987.
rat LD50 intraperitoneal 400mg/kg (400mg/kg)   Food and Cosmetics Toxicology. Vol. 3, Pg. 883, 1965.
rat LD50 oral 800mg/kg (800mg/kg)   World Review of Pest Control. Vol. 9, Pg. 119, 1970.
rat LD50 subcutaneous 500mg/kg (500mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BLOOD: HEMORRHAGE		 Bulletin of Environmental Contamination and Toxicology. Vol. 18, Pg. 152, 1977.
rat LD50 unreported 700mg/kg (700mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 34(2), Pg. 109, 1969.

Sodium (2-methyl-4-chlorophenoxy)acetate Consensus Reports

Reported in EPA TSCA Inventory.

Sodium (2-methyl-4-chlorophenoxy)acetate Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion and subcutaneous routes. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of Cl− and Na2O.
Hazard Codes HarmfulXn
Risk Statements 22
R22:Harmful if swallowed.

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