Product Name

  • Name

    MCPA SODIUM

  • EINECS
  • CAS No. 3653-48-3
  • Article Data4
  • CAS DataBase
  • Density g/cm3
  • Solubility
  • Melting Point 118-119oC
  • Formula C9H9 Cl O3 . Na
  • Boiling Point 327°Cat760mmHg
  • Molecular Weight 222.603
  • 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 (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
  • PSA 49.36000
  • LogP 0.77710

Synthetic route

2-(4-chloro-2-methylphenoxy)ethanol
36220-29-8

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

sodium 2-methyl-4-chlorophenoxyacetate
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%
2-methyl-4-chlorophenol
1570-64-5

2-methyl-4-chlorophenol

sodium monochloroacetic acid
3926-62-3

sodium monochloroacetic acid

sodium 2-methyl-4-chlorophenoxyacetate
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

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

ortho-cresol

sodium 2-methyl-4-chlorophenoxyacetate
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

n-butyl o-tolyloxyacetate

sodium 2-methyl-4-chlorophenoxyacetate
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
n-butyl 4-chloro-2-methylphenoxyacetate
1713-12-8

n-butyl 4-chloro-2-methylphenoxyacetate

sodium 2-methyl-4-chlorophenoxyacetate
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

Conditions
ConditionsYield
With sodium hydroxide at 70℃; for 4h;223.74 g
C19H40NO(1+)*Cl(1-)
64632-18-4

C19H40NO(1+)*Cl(1-)

sodium 2-methyl-4-chlorophenoxyacetate
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

cyclohexyldecyloxymethyldimethylammonium 4-chloro-2-methylphenoxyacetate
1616668-07-5

cyclohexyldecyloxymethyldimethylammonium 4-chloro-2-methylphenoxyacetate

Conditions
ConditionsYield
In water-d2 at 20℃; for 24h;98%
Cl(1-)*C13H28NO(1+)
64632-06-0

Cl(1-)*C13H28NO(1+)

sodium 2-methyl-4-chlorophenoxyacetate
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

butoxymethylcyclohexyldimethylammonium 4-chloro-2-methylphenoxyacetate
1616668-04-2

butoxymethylcyclohexyldimethylammonium 4-chloro-2-methylphenoxyacetate

Conditions
ConditionsYield
In water-d2 at 20℃; for 24h;94%
C21H44NO(1+)*Cl(1-)
64632-17-3

C21H44NO(1+)*Cl(1-)

sodium 2-methyl-4-chlorophenoxyacetate
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

cyclohexyldodecyloxymethyldimethylammonium 4-chloro-2-methylphenoxyacetate
1616668-08-6

cyclohexyldodecyloxymethyldimethylammonium 4-chloro-2-methylphenoxyacetate

Conditions
ConditionsYield
In water-d2 at 20℃; for 24h;94%
C15H32NO(1+)*Cl(1-)
64632-22-0

C15H32NO(1+)*Cl(1-)

sodium 2-methyl-4-chlorophenoxyacetate
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

cyclohexylhexyloxymethyldimethylammonium 4-chloro-2-methylphenoxyacetate
1616668-05-3

cyclohexylhexyloxymethyldimethylammonium 4-chloro-2-methylphenoxyacetate

Conditions
ConditionsYield
In water-d2 at 20℃; for 24h;93%
sodium 2-methyl-4-chlorophenoxyacetate
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

1-octyl-8-hydroxyquinolinium bromide

1-octyl-8-hydroxyquinolinium bromide

8-hydroxy-1-octyl-quinolinium (4-chloro-2-methylphenoxy)acetate
1082249-33-9

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

Conditions
ConditionsYield
In methanol for 12h;90%
C17H36NO(1+)*Cl(1-)
64632-20-8

C17H36NO(1+)*Cl(1-)

sodium 2-methyl-4-chlorophenoxyacetate
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

cyclohexyldimethyloctyloxymethylammonium 4-chloro-2-methylphenoxyacetate
1616668-06-4

cyclohexyldimethyloctyloxymethylammonium 4-chloro-2-methylphenoxyacetate

Conditions
ConditionsYield
In water-d2 at 20℃; for 24h;90%
C23H48NO(1+)*Cl(1-)
1616668-18-8

C23H48NO(1+)*Cl(1-)

sodium 2-methyl-4-chlorophenoxyacetate
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

cyclohexyldimethyltetradecyloxymethylammonium 4-chloro-2-methylphenoxyacetate
1616668-10-0

cyclohexyldimethyltetradecyloxymethylammonium 4-chloro-2-methylphenoxyacetate

Conditions
ConditionsYield
In water-d2 at 20℃; for 24h;86%
1,2,3-trimethyl-benzimidazolium; chloride
3653-04-1

1,2,3-trimethyl-benzimidazolium; chloride

sodium 2-methyl-4-chlorophenoxyacetate
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

C10H13N2(1+)*C9H8ClO3(1-)

C10H13N2(1+)*C9H8ClO3(1-)

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

methanol

salicylhydroxamic acid
89-73-6

salicylhydroxamic acid

di-2-pyridyl ketone oxime
1562-95-4

di-2-pyridyl ketone oxime

nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

sodium 2-methyl-4-chlorophenoxyacetate
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)

(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%
...Expand
copper(II) nitrate

copper(II) nitrate

sodium 2-methyl-4-chlorophenoxyacetate
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

copper(II) 2-methyl-4-chlorophenoxyacetate

copper(II) 2-methyl-4-chlorophenoxyacetate

Conditions
ConditionsYield
In water elem. anal.;
zinc(II) nitrate
10196-18-6

zinc(II) nitrate

sodium 2-methyl-4-chlorophenoxyacetate
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

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

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.;
methanol
67-56-1

methanol

di-2-pyridyl ketone oxime
1562-95-4

di-2-pyridyl ketone oxime

nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

Salicylhydroxamic acid
89-73-6

Salicylhydroxamic acid

sodium 2-methyl-4-chlorophenoxyacetate
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

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.;
...Expand
4-dodecyl-4-methyl-morpholine chloride
14866-50-3

4-dodecyl-4-methyl-morpholine chloride

sodium 2-methyl-4-chlorophenoxyacetate
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

4-dodecyl-4-methyl-morpholine (4-chloro-2-methylphenoxy)acetate
1082249-21-5

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

Conditions
ConditionsYield
In water at 20℃; for 24h;
3,5-diphenyl-1,2-dimethylpyrazolium chloride
53050-16-1

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

sodium 2-methyl-4-chlorophenoxyacetate
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

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

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

Conditions
ConditionsYield
In water at 19.84℃; for 24h;
sodium 2-methyl-4-chlorophenoxyacetate
3653-48-3

sodium 2-methyl-4-chlorophenoxyacetate

MCPA
94-74-6

MCPA

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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