2-Methyl-4-chlorophenoxyacetic acid
- CAS No.
- 94-74-6
- Chemical Name:
- 2-Methyl-4-chlorophenoxyacetic acid
- Synonyms
- MCP;MCPA;MCPA Ester;2-Methyl-4-chlorophenoxyacetic;(4-CHLORO-2-METHYLPHENOXY)ACETIC ACID;2-(4-CHLORO-2-METHYLPHENOXY)ACETIC ACID;Mecpa;EMPAL;MCCPA;2M2Kh
- CBNumber:
- CB0165198
- Molecular Formula:
- C9H9ClO3
- Molecular Weight:
- 200.62
- MOL File:
- 94-74-6.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/11/12 15:22:20
| Melting point | 114-118 °C (lit.) |
|---|---|
| Boiling point | 288.02°C (rough estimate) |
| Density | 1.2799 (rough estimate) |
| refractive index | 1.5230 (estimate) |
| Flash point | 2 °C |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | water: insoluble(lit.) |
| form | Solid |
| pka | 3.14±0.10(Predicted) |
| color | White to Light yellow to Light orange |
| Water Solubility | 1.174g/L(25 ºC) |
| Merck | 14,5764 |
| BRN | 2051752 |
| CAS DataBase Reference | 94-74-6(CAS DataBase Reference) |
| NIST Chemistry Reference | [(4-Chloro-o-tolyl)oxy]acetic acid(94-74-6) |
| EPA Substance Registry System | MCPA (94-74-6) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS05,GHS07,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H302-H315-H318-H410 | |||||||||
| Precautionary statements | P264-P273-P280-P301+P312-P302+P352-P305+P351+P338 | |||||||||
| Hazard Codes | Xn,F,N | |||||||||
| Risk Statements | 22-38-41-36-20/21/22-11-50/53 | |||||||||
| Safety Statements | 26-37-39-36-16-61-60-36/37 | |||||||||
| RIDADR | UN 2765 | |||||||||
| WGK Germany | 2 | |||||||||
| RTECS | AG1575000 | |||||||||
| HazardClass | 9 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29189900 | |||||||||
| Toxicity | LD50 orally in rats: 700 mg/kg (Rowe, Hymas) | |||||||||
| NFPA 704 |
|
2-Methyl-4-chlorophenoxyacetic acid price More Price(4)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 45555 | MCPA PESTANAL?, analytical standard | 94-74-6 | 250MG | ₹5174.35 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 25190 | 4-Chloro-2-methylphenoxyacetic acid technical, ≥95.0% (T) | 94-74-6 | 100G | ₹12394.63 | 2022-06-14 | Buy |
| TCI Chemicals (India) | C0206 | (4-Chloro-2-methylphenoxy)acetic Acid min. 95.0 % | 94-74-6 | 25G | ₹3600 | 2022-05-26 | Buy |
| TCI Chemicals (India) | C0206 | (4-Chloro-2-methylphenoxy)acetic Acid min. 95.0 % | 94-74-6 | 500G | ₹14800 | 2022-05-26 | Buy |
2-Methyl-4-chlorophenoxyacetic acid Chemical Properties,Uses,Production
Chemical Properties
White, crystalline solid. Free acid insoluble in water but sodium and amine salts are soluble.
Uses
Labelled MCPA (C369470). Herbicide.
Definition
ChEBI: A chlorophenoxyacetic acid that is (4-chlorophenoxy)acetic acid substituted by a methyl group at position 2.
General Description
Colorless plates. Corrosive. Practically insoluble in water. Used as an herbicide.
Air & Water Reactions
Insoluble in water.
Agricultural Uses
Herbicide: A U.S. EPA restricted Use Pesticide (RUP) as MCPA, sodium salt. MCPA is a systemic post-emergence phenoxy herbicide used to control broadleaf annual and perennial weeds (including thistle and dock) in cereals, flax, rice, vines, peas, potatoes, grasslands, forestry applications, and on rights-of-way. It is very compatible with many other compounds and may be used in formulation with many other products, including bentazone, bromoxynil, 2,4-D, dicamba, fenoxaprop, MCPB, mecoprop, thifensulfuron, and tribenuron.
Trade name
ACME MCPA AMINE 4®; AGRITOX®; AGROXONE®; AGROZONE®; AGSCO®; ANICON KOMBI®; ANICON M®; BANLENE®; BLESEL MC®; BORDERMASTER®; BROMINAL M & PLUS®; CAMBILENE®; CHEYENNE®; CHIMAC OXY®; CHIPTOX®; CHWASTOX®; CORNOX M®; DAKOTA®; DED WEED®; DICOPUR-M®; DICOTEX®; DOW MCP AMINE WEED KILLER®; DYVEL®; EH1356 HERBICIDE®; EMCEPAN®; EMPAL®; ENVOY®; HEDAPUR M 52®; HEDAREX M®; HEDONAL M®; HERBICIDE M®; HORMOTUHO®; HORNOTUHO®; KILSEM®; 4 K-2 M®; KVK®; LEGUMEX DB®; LEUNA M®; LEYSPRAY®; LINORMONE®; M 40®; 2 M-4C®; 2 M-4KH®; MALERBANE®; MAYCLENE®; MEPHANAC®; MIDOX®; MXL®; OKULTIN®; PHENOXYLENE 50®; PHENOXYLENE PLUS®; PHENOXYLENE SUPER®; RAZOL DOCK KILLER®; RHOMENE®; RHONOX®; SHAMOX®; B-SELEKTONON M®; SEPPIC MMD®; TILLER®; TRIMEC®; U 46®; VACATE®; VESAKONTUHO®; WEEDAR®; WEEDAR MCPA CONCENTRATE®; WEEDONE MCPA ESTER®; WEED RHAP®; ZELAN®
Safety Profile
Suspected carcinogen. Poison by subcutaneous and intravenous routes. Moderately toxic by ingestion. Human systemic effects by ingestion: blood pressure decrease and coma. Experimental teratogenic and reproductive effects. Mutation data reported. An herbicide. When heated to decomposition it emits toxic fumes of Cl-.
Potential Exposure
A potential danger to those involved in the manufacture, formulation, and application of this postemergence herbicide, used for control of broadleaf weeds in agricultural applications.
Environmental Fate
Biological. Cell-free extracts isolated from Pseudomonas sp. in a basal salt medium
degraded MCPA to 4-chloro-o-cresol and glyoxylic acid (Gamar and Gaunt, 1971).
Soil. Residual activity in soil is limited to approximately 3–4 months (Hartley and
Kidd, 1987).
Plant. The penetration, translocation and metabolism of radiolabeled MCPA in a
cornland weed (Galium aparine) was studied by Leafe (1962). Carbon dioxide was identified
as a metabolite but this could only account 7% of the applied MCPA. Though no
Photolytic. When MCPA in dilute aqueous solution was exposed to summer sunlight
or an indoor photoreactor (l >290 nm), 2-methyl-4-chlorophenol formed as the major
product as well as o-cresol and 4-chloro-2-formylphenol (Soderquist and Crosby, 1975).
Clapés et al. (1986) studied the photodecomposition of aqueous solution of MCPA (120
ppm, pH 5.4, 25°C) in a photoreactor equipped with a high pressure mercury lamp. After three minutes of irradiation, 4-chloro-2-methylphenol formed as an intermediate which
degraded to 2-methylphenol. Both compounds were not detected after 6 minutes of irradiation;
however, 1,4-dihydroxy-2-methylbenzene and 2-methyl-2,5-cyclohexadiene-1,4-
dione formed as major and minor photodecomposition products, respectively. The same
experiment was conducted using simulated sunlight (l <300 nm) in the presence of
riboflavin, a known photosensitizer. 4-Chloro-2-methylphenol and 4-chloro-2-methylbenzyl
formate formed as major and minor photoproducts, respectively (Clapés et al., 1986).
Ozone degraded MCPA in dilute aqueous solution with and without UV light (l >300
nm) (Benoit-Guyod et al., 1986).
Chemical/Physical. Reacts with alkalies forming water soluble salts (Hartley and Kidd,
1987). Ozonolysis of MCPA in the dark yielded the following benzenoid intermediates:
4-chloro-2-methylphenol, its formate ester, 5-chlorosalicyaldehyde, 5-chlo
Shipping
UN3345 Phenoxyacetic acid derivative pesticide, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required
Purification Methods
It is insoluble in H2O (solubility is 0.55g/L at 20o) and recrystallises from *C6H6 or chlorobenzene as plates [J.nsson et al. Acta Chem Scand 6 993 1952]. The S-benzylisothiouronium salt has m 164-165o, and the Cu2+ salt has m 247-249o(dec) [Armarego et al. Nature 183 1176 1959, UV: Duvaux & Grabe Acta Chem Scand 4 806 1950, IR: J.berg Acta Chem Scand 4 798 1950]. [Beilstein 6 IV 1991.] It is a plant growth substance and a herbicide.
Incompatibilities
A weak acid. Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water and a salt that may be harmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides (releasing heat, toxic, and possibly flammable gases), thiosulfates and dithionites (releasing hydrogen sulfate and oxides of sulfur). Incompatible with alkalis.
Waste Disposal
Incineration with added flammable solvent; incinerator equipped with fume scrubber. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office
2-Methyl-4-chlorophenoxyacetic acid Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Punjab Chemicals & Crop Protection Limited | +91 (22) 2674-7900 | New Delhi, India | 125 | 0 | Inquiry |
| CHEMSWORTH | +91-261-2397244 | New Delhi, India | 6700 | 30 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6768 | 58 | Inquiry |
| Aero Agro Chemicals Industries Ltd. (AACIL) | 91-9830051722 | Kolkata, India | 4 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6100 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6257 | 58 | Inquiry |
| SRIRAMCHEM Laboratories Pvt., Ltd. | 91-9686622202 | Karnataka, India | 21 | 58 | Inquiry |
| Punjab Chemicals & Crop Protection Limited | 08048372824Ext 159 | Mumbai, India | 27 | 58 | Inquiry |
| Hebei Mojin Biotechnology Co., Ltd | +86 13288715578 +8613288715578 | China | 12840 | 58 | Inquiry |
| Qingdao Trust Agri Chemical Co.,Ltd | +8613573296305 | China | 301 | 58 | Inquiry |
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