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Alachlor

Uses Toxicity Precaution Preparation
Alachlor
Alachlor structure
CAS No.
15972-60-8
Chemical Name:
Alachlor
Synonyms
Lazo;CDMA;La20;LASSO;Nudor;CATTCH;CURFEW;LACORN;ALANEX;ALANOX
CBNumber:
CB2437008
Molecular Formula:
C14H20ClNO2
Formula Weight:
269.77
MOL File:
15972-60-8.mol

Alachlor Properties

Melting point:
39-42°C
Boiling point:
100°C (0.02 mmHg)
Density 
d2515.6 1.133
refractive index 
1.5388 (estimate)
Flash point:
-18 °C
storage temp. 
APPROX 4°C
form 
neat
pka
1.20±0.50(Predicted)
Water Solubility 
0.024 g/100 mL
Merck 
13,201
BRN 
2944476
CAS DataBase Reference
15972-60-8(CAS DataBase Reference)
NIST Chemistry Reference
Alachlor(15972-60-8)
EPA Substance Registry System
Alachlor (15972-60-8)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07,GHS08,GHS09,GHS06
Signal word  Danger
Hazard statements  H301+H311+H331-H370-H412-H302-H317-H351-H410
Precautionary statements  P260-P280-P301+P310+P330-P302+P352+P312-P304+P340+P312-P308+P311-P273-P301+P312+P330-P333+P313-P391-P501
Hazard Codes  Xn;N,N,Xn,F,T
Risk Statements  22-40-43-50/53-67-65-38-11-52/53-39/23/24/25-23/24/25-51/53
Safety Statements  36/37-46-60-61-62-45-16
RIDADR  UN 3077
WGK Germany  3
RTECS  AE1225000
Toxicity LD50 orally in rats: 1200 mg/kg (Evans)

Alachlor price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 41089 Alachlor solution certified reference material, 1000 μg/mL in methanol 15972-60-8 41089 $30.1 2019-12-02 Buy
Sigma-Aldrich 08288 Alachlor certified reference material, TraceCERT 15972-60-8 100mg $329 2019-12-02 Buy
Sigma-Aldrich 45316 Alachlor PESTANAL?, analytical standard 15972-60-8 250mg $27.4 2019-12-02 Buy

Alachlor Chemical Properties,Uses,Production

Uses

It can be used as selective herbicide for dryland bud. If a plant bud absorbs the agent, it can inhibit the activity of the protease and hinder protein synthesis, resulting in the death of weeds. It is mainly used for the germination of weeds in the soil before the seedlings, which is basically ineffective for the unearthed weeds. It can prevent annual grasses in the fields of dryland crops such as soybean, cotton, sugar beet, corn, peanut and rape, such as barnyard grass, Goosegrass, autumn grass, crabgrass, Goosegrass, Setaria, Brachiaria etc.

Toxicity

The acute oral LD50 for rats is 1200mg/kg. The acute percutaneous LD50 for rabbits is 5000mg/kg (13300mg/kg). Acute inhalation is LC50>1.04mg/L in rats. The non action dose of 90d in rats is 17mg/kg, and the chronic non action dose is 2.5mg/kg. It is of no teratogenicity and mutagenesis. Bronchioloalveolar tumors and liver and lung tumors can be found at 15mg/kg and 240 ~ 260mg/kg doses in mice. For carp it is LC503.72mg/L.

Precaution

  1. If there is no rain in the half month after the use of Methamide, watering or shallow mixed soil should be carried out to ensure the efficacy. But the accumulation of soil water is easy to take place.
  2. Methamide has a certain stimulating effect on the eyes and skin. Care should be paid to the administration and dispensation. If splashed into the eyes and skin, it should be cleaned immediately.
  3. Sorghum, millet, cucumber, melon, carrots, spinach, leeks are sensitive to alachlor and it should not be used for these plants.
  4. Methamide should be kept at the temperature above 0℃, and the crystallization will appear at less than 0℃. The crystallized Methamide emulsion can be recovered at 15 - 20 ℃, which does not affect the efficacy of the drug. 5. Alachlor emulsion can dissolve poly vinyl chloride, acrylonitrile, butadiene, styrene plastic and other plastic products. Therefore, this kind of material can not be used as a packing container, without corrosion to metal such as aluminum, iron, stainless steel etc.

Preparation

Methamide can be synthesized in the following manner:

Chemical Properties

Alachlor is an acetanilide pesticide is a cream-colored solid

Chemical Properties

Alachlor is a colorless to yellow crystal chemical substance. It is soluble in most organic solvents, but sparingly in water. Alachlor is an RUP, therefore it should be purchased and used only by certifi ed, trained workers and plant protection applicators. The US EPA categorizes it as toxicity class III, meaning slightly toxic. However, alachlor products bear the signal word DANGER on their labels because of their potential to cause cancer in laboratory animals. Alachlor is an aniline herbicide used to control annual grasses and broadleaf weeds in fi eld corn, soybeans, and peanuts. It is a selective systemic herbicide, absorbed by germinating shoots and roots. It works by interfering with a plant’s ability to produce protein and by interfering with root elongation. Alachlor has extensive use as a herbicide in the United States. It is available as granules or emulsifi able concentrate.

Uses

Pre-emergence herbicide.

Uses

Preemergence, early postemergence or soil-incorporated herbicide used to control most annual grasses and many annual broad-leaved weeds in beans, corn, cotton, milo, peanuts, peas, soybeans, sunflower and certain woody ornamentals.

Definition

ChEBI: An aromatic amide that is N-(2,6-diethylphenyl)acetamide substituted by a methoxymethyl group at at the nitrogen atom while one of the hydrogens of the methyl group has been replaced by a chlorine atom.

General Description

Crystalline solid. Melting point 104-106°F (40-41°C). Used as a herbicide.

Air & Water Reactions

Hydrolyzes under strongly acidic and strongly basic conditions.

Reactivity Profile

A halogenated acetamide. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Health Hazard

Alachlor is a slightly toxic herbicide. It causes slight to moderate degrees of skin irritation. While a 90-day study on laboratory rats and dogs given diets containing low to moderate amounts of alachlor (1–100 mg/kg/day) showed no adverse effects, a 1-year study indicated that at a dose above 1 mg/kg/day, alachlor causes damage in the liver, spleen, and kidney.

Health Hazard

Verylittleinformationisavailableonthetoxiceffects of alachlor in animals or humans. Theoral LD50 value in mice is 462 mg/kg(NIOSH 1986). The dermal toxicity is very low inrabbits. It tested positive in a S. cerevisiaegene conversion test for mutagenicity.

Agricultural Uses

Herbicide: A pre-emergence herbicide for corn, soybeans, and peanuts, and other field crops. It is a selective systemic herbicide, absorbed by germinating shoots and by roots. It works by interfering with a plant's ability to produce protein and by interfering with root elongation. It is available as granules or emulsifiable concentrate. Alachlor is used in mixed formulations with atrazine, glyphosate, trifluralin, and imaquin. Not approved for use in the EU. A U.S. EPA restricted Use Pesticide (RUP).

Trade name

AGIMIX® Araclor; ALAGAM®; ALAGAN®; ALANEX®; ALAPAZ®, suspended; ALAZINE®; ALATOX 480®; ALCLOR 48 LE®; CHIMICHLOR®; LARIAT®; LASAGRIN®; LASSAGRIN®; LASSO®; LASSO MICRO-TECH®; METACHLOR®; PARTNER® Arachlor; PILLARZO®; SANACHLOR®

Contact allergens

Alachlor? is a herbicide. Occupational contact dermatitis was rarely observed in agricultural workers.

Safety Profile

Moderately toxic by ingestion, skin contact, and possibly other routes. Questionable carcinogen with experimental carcinogenic data. Human mutation data reported. When heated to decomposition it emits very toxic fumes of Cland NOx.

Potential Exposure

A chloracetanilide herbicide. In manufacture, formulation and application of this preemergence herbicide, personnel may be exposed. Its major use (99%) is as a preemergence herbicide for field crops (corn, soybeans, and peanuts, etc.).

Environmental Fate

Soil. Degradation products identified in an upland soil after 80 days of incubation included 7-ethyl-1-hydroxyacetyl-2,3-dihydroindole, 8-ethyl-2-hydroxy-1-(methylmethoxy)-1,2,3,4-tetrahydroquinone, 2′,6′-diethyl-2-hydroxy-N-(methoxymethyl)acetanilide and 9-ethyl-1,5-dihydro-1-(methoxymethyl)-5-methyl-1,4-benzoxazepin-2-(3H)- one (Chou, 1977). In an upland soil, the microorganism Rhizoctonia solani degraded alachlor to unidentified water soluble products (Lee, 1986). Degradation of alachlor by soil fungi gave 2-chloro-2′,6′-diethylacetanilide, 2,6-diethylaniline, 1-chloroacetyl-2,3- dihydro-7-ethylindole, 2′,6′-diethyl-N-methoxymethylaniline and chloride ions (Tiedje and Hagedorn, 1975). Novick et al. (1986) reported that alachlor and its metabolites may not be mineralized in soils pretreated with the herbicide but may persist for long periods of time. They concluded that leaching of these metabolites to groundwater will be degraded but very slowly.At concentrations of 0.073 and 10 μg/mL, <8% of 14C-ring-labeled alachlor was mineralized in 30 days (Novick et al., 1986). 2-Chloro-2′,6′-diethylacetanilide was the major metabolite that formed following the incubation of alachlor in a Sawyer fine sandy loam at 0% relative humidity (Hargrove and Meikle, 1971)
In soil, alachlor is photolytically unstable. Fang (1979) reported that after an 8-hour exposure to sunlight, degradation yields in a sandy loam, loam, silt loam and clay were 22, 27, 36 and 39%, respectively. Degradation appeared to be enhanced in soils
Persistence in soil is approximately 6 to 10 weeks (Hartley and Kidd, 1987) but is moderately slower in sandy soils low in organic matter (Ashton and Monaco, 1991) and much slower under sterilized conditions. In nonsterile soils, 39–54% of the applied amo
Groundwater. According to the U.S. EPA (1986) alachlor has a high potential to leach to groundwater.
Plant. In plants, alachlor is absorbed, translocated and transformed into glutathione (GSH) conjugates (Breaux et al., 1987; O’Connell, 1988). Four hours after treating corn with 14C-labeled alachlor, 46% was converted to GSH conjugates and 42% w

Metabolic pathway

The metabolism of alachlor using in vitro incubations with microsomal fractions prepared from liver and nasal turbinate tissues of rat and mouse (m1) results in conversion to 3,5-diethylbenzoquinone-4-imine via the key intermediate of 2,6-diethylaniline, the formation of which requires catalysis by microsomal arylamidases. 2,6-Diethylaniline is oxidized to 4-amino- 3,5-diethylphenol resulting in quinone imine by further oxidation. Rat nasal tissue possesses high enzymatic activity which can promote the formation of the reactive quinone imine. A methylsulfide metabolite of alachlor is shown to be a precursor to 2,6- diethylaniline. The deposition of radioactivity in the rat nasal tissue is more pronounced following oral administration of the methylsulfide metabolite of alachlor.
The extent of DNA adduct formation by alachlor and its metabolites is used as a guide to deduce the causal agent(s) in the carcinogenicity of this herbicide. Metabolic studies (m2) indicate that 2-chloro-N- hydroxymethoxymethyl-N-(2,6-diethylphenyl)- acetamide is an intermediate in forming 2-chloro-N- (2,6-diethylphenyl)acetamide and presumably formaldehyde in the mouse liver microsomal mixed- function oxidase system and in yielding O-glucuronide of 2-chloro-N-hydroxymethyl-N-(2,6- diethylphenyl)acetamide in the urine of alachlor-treated mice.
Incubation of alachlor in the presence of glutathione (GSH) with the cytosolic fraction from rat, mouse, and monkey (m3) produces the GSH conjugate of alachlor as the initial metabolite. The conjugation occurs through thiol displacement of the chlorine atom of alachlor and is catalyzed by glutathione S-transferase (GST). Kidney cell-free preparations of rats and monkeys readily degrade the alachlor GSH conjugate through the mercapturic acid pathway to the corresponding cysteinylglycine, cysteine, and N-acetylcysteine conjugates of alachlor.
Upon UV irradiation, 14/13C-alachlor is dechlorinated and forms a number of intermediates that retain the aromatic ring and carbonyl carbons. These compounds include hydroxyalachlor, norchloralachlor, 2' ,6'-diethylacetanilide, 2-hydroxy- 2' ,6' -diethyl-N-methylacetanilide, and a lactam. The fungus transforms 98.6% of 14C-alachlor added to the fermentation broth, and metabolism occurs predominantly by benzylic hydroxylation of one of the arylethyl side chains. Two major metabolites are isomers of 2-chloro-N-(methoxymethyl)-N-[2-ethyl-6-(1- hydroxyethyl)-phenyl]acetamide and 2-chloro-N-(2,6- diethylphenyl)acetamide. The minor metabolite is 2-chloro-N-(methoxymethyl)-N-(2-vinyl-6- ethlyphenyl)acetamide. N-Dealkylation by fungal biotransformation is also observed.

Shipping

UN2588 Pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Corrosive to iron and steel.

Waste Disposal

This compound is hydrolyzed under strongly acid or alkaline conditions, to chloroacetic acid, methanol, formaldehyde and 2,6-diethylanilne. Incineration is recommended as a disposal procedure. Techniques for alachlor removal from potable water have been reviewed by EPA but the data revealed no superior method. Improper disposal of pesticides is a violation of federal law. Dispose In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers.

Alachlor Preparation Products And Raw materials

Raw materials

Preparation Products


Alachlor Suppliers

Global( 111)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sale@mainchem.com CHINA 32447 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29996 58
Chemwill Asia Co.,Ltd.
86-21-51086038
86-21-51861608 chemwill_asia@126.com;sales@chemwill.com;chemwill@hotmail.com;chemwill@gmail.com CHINA 23981 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 sales@jushengtech.com CHINA 28236 58
Hubei xin bonus chemical co. LTD
86-13657291602
027-59338440 sales@guangaobio.com CHINA 23049 58
Chongqing Chemdad Co., Ltd
+86-13650506873
sales@chemdad.com CHINA 35440 58
Alchem Pharmtech,Inc.
8485655694
sales@alchempharmtech.com United States 63729 58
J & K SCIENTIFIC LTD. 400-666-7788 010-82848833-
86-10-82849933 jkinfo@jkchemical.com;market6@jkchemical.com China 96815 76
Chemsky (shanghai) International Co.,Ltd 021-50135380
shchemsky@sina.com China 15426 60
Syntechem Co.,Ltd Please Email
E-Mail Inquiry info@syntechem.com China 13010 57

View Lastest Price from Alachlor manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-12-20 Alachlor
15972-60-8
US $1.00 / kg 1kg 99% Customized career henan chemical co

Alachlor Spectrum


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