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外観
白色, 結晶~結晶性粉末
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溶解性
エタノールに極めて溶けやすく、アセトンに溶けやすく、水に極めて溶けにくい。
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農薬用途
除草剤
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化学的特性
White, crystalline solid.
Free acid insoluble in water but sodium and amine
salts are soluble.
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使用
Labelled MCPA (C369470). Herbicide.
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定義
ChEBI: A chlorophenoxyacetic acid that is (4-chlorophenoxy)acetic acid substituted by a methyl group at position 2.
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一般的な説明
Colorless plates. Corrosive. Practically insoluble in water. Used as an herbicide.
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空気と水の反応
Insoluble in water.
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农业用途
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.
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製品名
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®
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安全性プロファイル
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-.
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職業ばく露
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.
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環境運命予測
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
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輸送方法
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
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純化方法
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.
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不和合性
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.
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廃棄物の処理
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