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Sodium (2-methyl-4-chlorophenoxy)acetate

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Name

Sodium (2-methyl-4-chlorophenoxy)acetate

EINECS
CAS No. 3653-48-3 Density g/cm3
PSA 49.36000 LogP 0.77710
Solubility Melting Point 118-119oC
Formula C9H9 Cl O3 . Na Boiling Point 327°Cat760mmHg
Molecular Weight 222.61 Flash Point 151.6°C
Transport Information Appearance
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 (Acetic acid,2-(4-chloro-2-methylphenoxy)-, sodium salt (1:1)) 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

 

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%
64632-20-8

C17H36NO(1+)*Cl(1-)

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

1616668-06-4

cyclohexyldimethyloctyloxymethylammonium 4-chloro-2-methylphenoxyacetate

Conditions
ConditionsYield
In water-d2 at 20℃; for 24h;90%
1616668-18-8

C23H48NO(1+)*Cl(1-)

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

1616668-10-0

cyclohexyldimethyltetradecyloxymethylammonium 4-chloro-2-methylphenoxyacetate

Conditions
ConditionsYield
In water-d2 at 20℃; for 24h;86%
3653-04-1

1,2,3-trimethyl-benzimidazolium; chloride

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

C10H13N2(1+)*C9H8ClO3(1-)

Conditions
ConditionsYield
In methanol at 65℃;71%
67-56-1

methanol

89-73-6

salicylhydroxamic acid

1562-95-4

di-2-pyridyl ketone oxime

nickel(II) chloride hexahydrate

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

(Ni(II)(MCPA))2(12-MCNi(II)N(shi)2(pko)2-4)(12-MCNi(II)(shi)3(pko)-4)(MreOH)3(H2O)

Conditions
ConditionsYield
With sodium methoxide In methanol salicylhydroxamic acid, di(2pyridyl)ketonoxime, excess MeONa and NaCl2*6H2O were dissolved in MeOH and stirred for 1 h, sodium salt MCPA was added; elem. anal.;60%

copper(II) nitrate

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

copper(II) 2-methyl-4-chlorophenoxyacetate

Conditions
ConditionsYield
In water elem. anal.;
10196-18-6

zinc(II) nitrate

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

bis(2-methyl-4-chlorophenoxyacetato)tetra-aquozinc

Conditions
ConditionsYield
With H2O In water double decompn. react. between zinc nitrate and the sodium butyrate in aq. soln.; elem. anal.;
With H2O In water ion exchange react. in aq. soln.; pptn.;
67-56-1

methanol

1562-95-4

di-2-pyridyl ketone oxime

nickel(II) chloride hexahydrate

89-73-6

Salicylhydroxamic acid

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

10Ni(2+)*5OC6H4C(O)NO(3-)*3ONC(C5H4N)2(1-)*2CH3C6H3(Cl)OCH2CO2(1-)*6.25CH3OH*2.2H2O=C92.25H89.4Cl2N14Ni10O32.45

Conditions
ConditionsYield
With NaOH In methanol addn. of Na-salt of substituted phenoxyacetic acid to mixt. of other educts and NaOH; crystn. on slow evapn. (48 h); elem. anal.;
14866-50-3

4-dodecyl-4-methyl-morpholine chloride

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

1082249-21-5

4-dodecyl-4-methyl-morpholine (4-chloro-2-methylphenoxy)acetate

Conditions
ConditionsYield
In water at 20℃; for 24h;
53050-16-1

3,5-diphenyl-1,2-dimethylpyrazolium chloride

3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

3,5-diphenyl-1,2-dimethylpyrazolium (4-chloro-2-methylphenoxy)acetate

Conditions
ConditionsYield
In water at 19.84℃; for 24h;
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

Conditions
ConditionsYield
With hydrogenchloride In water pH=1;

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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