Name | Alachlor |
Synonyms | Lazo CDMA Lasso Nudor Lariat Alamex Cannon Alanox Bullet Alanex Alazine Freedom Partner Alochlor Lasso II CP 50144 Lasso EC Alachlor Metachlor Ala-Scept Crop Star Methachlor Micro-tech Micro-Tech Lasso Lasso Micro Tech Methoxymethyl-2',6'-diethylanilide chloroacetate 2-chloro-2',6'-diethyl-n-(methoxymethyl)-acetanilid 2-Chloro-2',6'-diethyl-N-(methoxymethyl)-acetanilde 2-chloro-2',6'-diethyl-N-(methoxymethyl)acetanilide 2-Chloro-2',6'-diethyl-N-(methoxymethyl) acetanilide .alpha.-Chloro-2',6'-diethyl-N-methoxymethylacetanilide 2-Chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide 2-chloro-n-(2,6-diethylphenyl)-n-(methoxymethyl)-acetamid 2-(Chloro-N-(2',-6'-diethylphenyl)-N-(methoxymethyl)acetqmide |
CAS | 15972-60-8 |
EINECS | 240-110-8 |
InChI | InChI=1/C14H20ClNO2/c1-4-11-7-6-8-12(5-2)14(11)16(10-18-3)13(17)9-15/h6-8H,4-5,9-10H2,1-3H3 |
Molecular Formula | C14H20ClNO2 |
Molar Mass | 269.77 |
Density | d2515.6 1.133 |
Melting Point | 39-42°C |
Boling Point | 100°C (0.02 mmHg) |
Flash Point | -18°C |
Water Solubility | 0.024 g/100 mL |
Vapor Presure | 9.74E-07mmHg at 25°C |
Appearance | neat |
Merck | 13,201 |
BRN | 2944476 |
pKa | 1.20±0.50(Predicted) |
Storage Condition | 2-8°C |
Refractive Index | 1.5388 (estimate) |
Physical and Chemical Properties | Melting Point: 39.5 - 41.5 Boiling Point: 100 at 0.020mm Hg water solubility: 0.024g/100 mL Appearance: cream solid |
Use | Used as a pre-and early post-emergence herbicide against annual grass weeds and many broad-leaved weeds in cotton, corn, canola, peanut, soybean and sugarcane |
Risk Codes | R22 - Harmful if swallowed R40 - Limited evidence of a carcinogenic effect R43 - May cause sensitization by skin contact R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R67 - Vapors may cause drowsiness and dizziness R65 - Harmful: May cause lung damage if swallowed R38 - Irritating to the skin R11 - Highly Flammable R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R39/23/24/25 - R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | S36/37 - Wear suitable protective clothing and gloves. S46 - If swallowed, seek medical advice immediately and show this container or label. S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S62 - If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S16 - Keep away from sources of ignition. |
UN IDs | UN 3077 |
WGK Germany | 3 |
RTECS | AE1225000 |
Hazard Class | 9 |
Packing Group | III |
Toxicity | LD50 orally in rats: 1200 mg/kg (Evans) |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Use | alachlor is also known as alachlor, weed lock, and grass is not green. Amide-selective herbicides. The original drug is milky white non-volatile crystals, which enter the plant body to inhibit protease, so that protein synthesis is blocked, causing buds and roots to stop growing and die. Suitable for soybean, peanut, cotton, corn, rape, wheat and vegetables and other crops, to control a variety of annual grass weeds and amaranth, Chenopodium and other broad-leaved weeds, the Dodder also has certain control effect. selective dryland pre-emergence herbicides. Plant shoots absorb the agent, inhibit the activity of protease, hinder protein synthesis, resulting in death of weeds. It is mainly used for the germination of weeds in the soil before emergence, and is basically ineffective against the discovered weeds. To control graminaceous weeds in the field of soybean, cotton, sugar beet, corn, peanut, rape and other dry land crops in a year, such as humulus scandens, cattle gluten grass, autumn millet, Horse Tang, dog tail grass, E. G., the dosage is generally 20-30g/100 of active ingredient. Such as in the soybean after sowing to the use of pre-emergence, with 48% cream 30~45mL/100 m2, the water evenly spray soil table. Such as corn, vegetables, peanuts before sowing or transplanting before the use of 48% emulsifiable concentrate 30~38mL/100 m2, the water spray soil table. alachlor is absorbed by the seedling roots of weeds, interferes with nucleic acid and protein synthesis, prevents cell enlargement, thereby inhibiting root elongation, and then affects the whole plant growth, so that weeds die. Is a selective pre-emergence herbicide, mainly used in corn, soybean, peanut, sugarcane, can also be used in non-sandy soil cotton, rape, potato and onion, pepper, cabbage and other crops, control of annual weeds and some broad-leaved weeds. Soil surface treatment was performed before emergence. According to the soil type dosage of 2.5 ~ 4kg (active ingredient)/hm2, valid for 4-8 weeks. |
preparation method | 2, 6-diethylaniline reacts with formaldehyde aqueous solution, and the product reacts with Chloroacetyl Chloride to form adduct, the adduct is reacted with methanol under the action of ammonia, formylated and finally obtained. |
toxicity | Acute oral LD50 of rats is 1200mg/kg, rabbit acute percutaneous LD50 5000mg/kg(13300mg/kg); Rat acute inhalation LC50>1.04mg/L. Rats 90 days feeding Test No effect dose of 17 mg/kg per day, chronic no effect dose of 2.5 mg/kg. No teratogenic and mutagenic effect, the mice in 15mg/kg and 240 ~ 260mg/kg dose of bronchoalveolar tumor and liver, lung tumor. Carp lc503.72 mg/L. |
production method | the reaction of 2, 6-diethylaniline with aqueous formaldehyde solution produces 2, 6-diethylmethylaniline, it is then reacted with Chloroacetyl Chloride to form an adduct. The latter react with methanol, using ammonia as acid binding agent, remove a molecule of hydrogen chloride, namely alachlor, brown or purple thick liquid or semi-solid. Raw material consumption quota: 2, 6-diethylaniline 780kg/t, paraformaldehyde 200kg/t, chloroacetic acid 700kg/t, methanol 340kg/t, phosphorus trichloride 540kg/t. preparation method: 2, 6-diethylaniline was prepared from aniline and ethylene under high temperature, pressure and in the presence of catalyst, 6-diethyl-N-chloroacetanilide; Methanol and formaldehyde, hydrogen chloride reaction of Chloromethyl methyl ether; Finally from Chloromethyl methyl ether and 2,6-diethyl-N-chloroacetanilide synthesis of alachlor. Preparation Method 2: 2, 6-diethyl-n-methyleneaniline was prepared by reacting 2, 6-diethylamine with formaldehyde. Fever G (1.82mol) of 2, 6-diethyl-n-methyleneaniline was slowly added to a mixture of 206G (1.82mol) of Chloroacetyl Chloride and G of benzene, the temperature was increased to about 90 °c. It was then cooled to 35 °c and 250ml of dry methanol was added. Refluxing was heated, and 190g(3.2mol) of trimethylamine was added dropwise, while the reaction solution was heated to 70 °c, maintained for 10min, and cooled to about 30 °c. The cooled reaction mixture was washed twice with 1000ml of water. Since the product is heavy oil layer, it is desolvated under reduced pressure, and the final liquid temperature rises to 95 ℃. The distillation residue was dissolved in trimethylpentane, cooled with dry ice, and crystals were precipitated to obtain alachlor with a melting point of 38.5-39.5 ° C. And a yield of about 85%. The synthesis of alachlor can also be seen in the preparation method of butachlor. |
category | pesticide |
toxicity grade | high toxicity |
Acute toxicity | oral-rat LD50: 930 mg/kg; Oral-mouse LD50: 462 mg/kg |
flammability hazard characteristics | toxic nitrogen oxides and chloride gases from combustion |
storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; It is stored and transported separately from food raw materials |
extinguishing agent | dry powder, foam, sand |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |