(2,4-Dichlorophenoxy)acetic acid
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(2,4-Dichlorophenoxy)acetic acid
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CAS No:
94-75-7
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Formula:
C8H6Cl2O3
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Chemical Name:
(2,4-Dichlorophenoxy)acetic acid
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Synonyms:
Acetic acid,2-(2,4-dichlorophenoxy)-;Acetic acid,(2,4-dichlorophenoxy)-;2-(2,4-Dichlorophenoxy)acetic acid;2,4-D;2,4-D Acid;2,4-Dichlorphenoxyacetic acid;Hedonal (herbicide);Pielik;Vidon 638;(2,4-Dichlorophenoxy)acetic acid;Dichlorophenoxyacetic acid;Foredex 75;Verton 2D;B-Selektonon;Dicopur;Fernimine;Netagrone;Ipaner;2,4-PA;Hedonal;Diclordon;2,4-Dichlorophenoxyethanoic acid;Mota Maskros;SDMA;Deherban;Basalcoat;Amoxone;Aminopielik 50SL;Monosan herbi;Desormone;Tiller S;NSC 190751;NSC 2925;Esterone;Isadiamineyeom;Dezormon;Huragan;HM 2010;Unison;Barrage HF;Profiamina;Invesamina 480SL;15183-39-8
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CAS No:
Description
2,4-D (2,4-Dichlorophenoxyacetic acid) is a selective systemic herbicide for the control of broad-leaved weeds. 2,4-D acts as a plant hormone, causing uncontrolled growth in the meristematic tissues. 2,4-D inhibits DNA and protein synthesis and thereby prevents normal plant growth and development[1].
Characteristics
46.5
2.81
off-white to tan crystalline
1.42 g/cm3 @ Temp: 25 °C
138 °C
160 °C @ Press: 0.4 Torr
160°C/0.4mm
1.573
H2O: Slightly soluble . Decomposes. 0.0890 g/100 mL
APPROX 4°C
0.4 mm Hg ( 160 °C)
7.63
Oral-Rat LD50: 375 mg/kg; Oral-Mouse LD50: 347 mg/kg
Flammable; burning produces toxic chloride fumes
Oodorless
2,4-D is a strong acid
Safety Information
III
6.1
UN 3077 9/PG 3
2
22-37-41-43-52/53-39/23/24/25-23/24/25-36/37/38-11-36-20/21/22-67-66
24/25-26-36/37/39-46-61-2-45-36/37-27-16-7-9
AG6825000
Xn,Xi,T,F
Storehouse ventilated at low temperature and dry; stored separately from oxidants, alkalis, food additives
Stable, but moisture-sensitive and may be light-sensitive. Incompatible with strong oxidizing agents, corrodes many metals. Decomposes in water.
P261-P273-P280-P305 + P351 + P338
H302-H317-H318-H335-H412
(2,4-Dichlorophenoxy)acetic acid Use and Manufacturing
Using phenol as the raw material, condensation with chloroacetic acid followed by chlorination, or chlorination followed by condensation with chloroacetic acid can produce products. Condensation first followed by chlorination process. Phenol was placed in the reaction kettle, heated and melted, followed by 2.2 times (molar ratio) sodium hydroxide and 1.2 times (molar ratio) chloroacetic acid, and reacted at 100~110℃ for 30min . After the reactant was cooled, it was neutralized with hydrochloric acid to precipitate phenoxyacetic acid with a yield of 82% or more. Phenoxyacetic acid is slowly fed with 1.4-1.6 times (molar ratio) chlorine gas at 65~90℃, the chlorinated product is 2, 4-dichlorophenoxyacetic acid, and the yield is 89%. The process of chlorination first followed by condensation puts the molten phenol in a chlorinator and passes chlorine at 45-65°C for about 8-9 hours. When the relative density of the reaction material reaches 1.406 (40°C), the chlorination reaction ends. Add 30% sodium hydroxide solution while the reaction is hot. After heating to boiling, add sodium chloroacetate solution dropwise and reflux for 4~5h. After a little cold, neutralize with 30% hydrochloric acid to Ph value 1-3. Add benzene while hot, and separate the organic layer. After cooling, white crystals are precipitated, and the finished product is obtained by suction filtration and drying.
Herbicide. Used to increase latex output of old rubber trees.2,4-Dichlorophenoxyacetic acid is often formulated as various forms of inorganic salts or esters. 2,4-D was first registered as a herbicide in 1948, and its annual production was estimated at 52–67 million lb in 1990. The primary use of 2,4-D is for control of broadleaf weeds, and as such, it is used for a large spectrum of applications in agriculture, forestry, and lawn care. 2,4-D also is used along right-ofways, on rangelands, parks, and in aquatic environments.2,4-D is one of the most widely used herbicides. It is a chlorine-substituted phenoxyacetic acid herbicide used for postemergence control of annual and perennial broad-leaved weeds in fruits, vegetables, turfs and ornamentals.Exposure to this chemical may arisein the garden, farm, or plantation setting,where it is sprayed for weed control andto enhance the plant growth. Its residueshave been detected in soils, sediments, andgroundwater, as well as in tissues of corals(Crockett et al. 1986; Glynn et al. 1984).
Computed Properties
Molecular Weight:221.03
XLogP3:2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:219.9693994
Monoisotopic Mass:219.9693994
Topological Polar Surface Area:46.5
Heavy Atom Count:13
Complexity:186
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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