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Substance Name: MCPA [BSI:ISO]
RN: 94-74-6
UNII: D888C394VO
InChIKey: WHKUVVPPKQRRBV-UHFFFAOYSA-N

Note

  • A powerful herbicide used as a selective weed killer.

Molecular Formula

  • C9-H9-Cl-O3

Molecular Weight

  • 200.6201
 

Classification Codes

  • Agricultural Chemical
  • Herbicide
  • Herbicides
  • Human Data
  • Mutation Data
  • Pesticides
  • Reproductive Effect
  • Skin / Eye Irritant
  • Tumor Data

Names and Synonyms

Results Name

  • MCPA [BSI:ISO]

Name of Substance

  • 2-Methyl-4-chlorophenoxyacetic acid
  • MCPA [BSI:ISO]

MeSH Heading

  • 2-Methyl-4-chlorophenoxyacetic acid

Synonyms

  • ((4-Chloro-o-tolyl)oxy)acetic acid
  • (4-Chloro-2-methylphenoxy)acetic acid
  • 2,4-MCPA
  • 2-Methyl-4-chlorophenoxyacetic acid
  • 2-Methyl-4-chlorphenoxyessigsaeure
  • 2-Methyl-4-chlorphenoxyessigsaeure [German]
  • 2M-4Ch
  • 2M-4Kh
  • 4-06-00-01991 (Beilstein Handbook Reference)
  • 4-Chloro-o-cresoxyacetic acid
  • 4-Chloro-o-toloxyacetic acid
  • 4K-2M
  • Acme MCPA Amine 4
  • Agroxon
  • Agroxone
  • Anicon kombi
  • Anicon M
  • B-Selektonon M
  • Banvel M
  • BH Mcpa
  • Bordermaster
  • BRN 2051752
  • Brominal M & plus
  • Caswell No. 557C
  • CCRIS 1022
  • Chiptox
  • Chwastox 30
  • Chwastox Extra
  • Cornox-M
  • Dicopur-M
  • EINECS 202-360-6
  • Emcepan
  • Empal
  • EPA Pesticide Chemical Code 030501
  • Hedapur M 52
  • Hedarex M
  • Hedonal M
  • Herbicide M
  • Hormotuho
  • Hornotuho
  • HSDB 1127
  • Kilsem
  • Krezone
  • Kwas 4-chloro-2-metylofenoksyoctowy
  • Kwas 4-chloro-2-metylofenoksyoctowy [Polish]
  • Kyselina 4-chlor-2-methylfenoxyoctova
  • Kyselina 4-chlor-2-methylfenoxyoctova [Czech]
  • Legumex DB
  • Leuna M
  • Leyspray
  • Linormone
  • M 40
  • MCP
  • MCPA
  • Mephanac
  • Metaxon
  • Methoxone
  • Methylchlorophenoxyacetic acid
  • Netazol
  • NSC 2351
  • Okultin M
  • Phenoxylene 50
  • Phenoxylene plus
  • Phenoxylene super
  • Raphone
  • Razol dock killer
  • Rhomenc
  • Rhomene
  • Rhonox
  • Seppic MMD
  • Shamrox
  • Soviet technical herbicide 2M-4C
  • Trasan
  • U 46 M-Fluid
  • UNII-D888C394VO
  • Ustinex
  • Vacate
  • Vesakontuho MCPA
  • Weedar MCPA Concentrate
  • Weedone MCPA ester
  • Zelan

Systematic Names

  • (4-Chloro-2-methylphenoxy)acetic acid
  • Acetic acid, ((4-chloro-o-tolyl)oxy)-
  • Acetic acid, (4-chloro-2-methylphenoxy)-
  • Acetic acid, 2-(4-chloro-2-methylphenoxy)-

Superlist Names

  • (4-Chloro-2-methylphenoxy)acetic acid
  • 2-Methyl-4-chlorophenoxyacetic acid
  • 4-Chloro-2-methylphenoxyacetic acid
  • Acetic acid, ((4-chloro-o-tolyl)oxy)-
  • MCPA
  • MCPA [Chlorophenoxy herbicides]
  • Methoxone

Registry Numbers

CAS Registry Number

  • 94-74-6

FDA UNII

  • D888C394VO

Other Registry Numbers

  • 11111-13-0
  • 11111-14-1
  • 127289-40-1
  • 50926-55-1
  • 57425-61-3

System Generated Number

  • 0000094746

Structure Descriptors

InChI

1S/C9H9ClO3/c1-6-4-7(10)2-3-8(6)13-5-9(11)12/h2-4H,5H2,1H3,(H,11,12)

InChIKey

WHKUVVPPKQRRBV-UHFFFAOYSA-N

Smiles

c1(c(cc(Cl)cc1)C)OCC(O)=O

Toxicity

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.
man LDLo oral 814mg/kg (814mg/kg) BEHAVIORAL: COMA

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
British Medical Journal. Vol. 2, Pg. 629, 1965.
mouse LD50 intravenous 28mg/kg (28mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 711, 1966.
mouse LD50 oral 439mg/kg (439mg/kg)   Roczniki Panstwowego Zakladu Higieny. Vol. 31, Pg. 373, 1980.
mouse LDLo subcutaneous 28mg/kg (28mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 711, 1966.
quail LD50 unreported 377mg/kg (377mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C191, 1991.
rabbit LD50 skin > 2gm/kg (2000mg/kg)   Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 86, 1990.
rat LC50 inhalation 1370mg/m3/4H (1370mg/m3) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA
Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 86, 1990.
rat LD50 oral 700mg/kg (700mg/kg) LIVER: FATTY LIVER DEGERATION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: GASTRITIS
American Journal of Veterinary Research. Vol. 15, Pg. 622, 1954.
rat LD50 skin > 1gm/kg (1000mg/kg)   World Review of Pest Control. Vol. 9, Pg. 119, 1970.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 120 deg C   EXP
Boiling Point 286.74 deg C   EXP
pKa Dissociation Constant 3.13 (none) 25 EXP
log P (octanol-water) 3.25 (none)   EXP
Water Solubility 630 mg/L 25 EXP
Vapor Pressure 5.90E-06 mm Hg 25 EXP
Henry's Law Constant 1.33E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.26E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.