4-Chloro-o-cresoxyacetic acid
2-Methyl-4-chlorophenoxyacetic acid
CAS: 94-74-6
Molecular Formula: C9H9ClO3
4-Chloro-o-cresoxyacetic acid - Names and Identifiers
4-Chloro-o-cresoxyacetic acid - Physico-chemical Properties
| Molecular Formula | C9H9ClO3 |
| Molar Mass | 200.62 |
| Density | 1.2799 (rough estimate) |
| Melting Point | 114-118 °C (lit.) |
| Boling Point | 288.02°C (rough estimate) |
| Flash Point | 2°C |
| Water Solubility | 1.174g/L(25 ºC) |
| Solubility | water: insoluble(lit.) |
| Appearance | Solid |
| Merck | 14,5764 |
| BRN | 2051752 |
| pKa | 3.14±0.10(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.5230 (estimate) |
| Physical and Chemical Properties | The pure product is white crystals. The melting point was 118-119 °c. Industrial content of 85% ~ 95%. There is a bad smell. The melting point was 100-115 °c. Insoluble in water. Soluble in ethanol, ether and other organic solvents. Both its sodium and amine salts are readily soluble in water. Esters are insoluble in water. |
| Use | It is used as a plant growth stimulator in agriculture to prevent early flower and fruit drop of tomato and other fruits, and to form seedless fruits, which promotes early maturity of crops and accelerates rooting of cuttings. It can also be used as a herbicide. |
4-Chloro-o-cresoxyacetic acid - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R38 - Irritating to the skin R41 - Risk of serious damage to eyes R36 - Irritating to the eyes R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R11 - Highly Flammable R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37 - Wear suitable gloves. S39 - Wear eye / face protection. S36 - Wear suitable protective clothing. S16 - Keep away from sources of ignition. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S60 - This material and its container must be disposed of as hazardous waste. S36/37 - Wear suitable protective clothing and gloves. |
| UN IDs | UN 2765 |
| WGK Germany | 2 |
| RTECS | AG1575000 |
| HS Code | 29189900 |
| Hazard Class | 9 |
| Packing Group | III |
| Toxicity | LD50 orally in rats: 700 mg/kg (Rowe, Hymas) |
4-Chloro-o-cresoxyacetic acid - Nature
Open Data Verified Data
The Pure product was a white crystalline solid. Melting point 120 °c. Soluble in organic solvents, ether 77%, ethanol 153%, toluene 6.2%, xylene 4.9%. Practically insoluble in water.
Last Update：2024-01-02 23:10:35
4-Chloro-o-cresoxyacetic acid - Preparation Method
Open Data Verified Data
O-cresol sodium was prepared from O-cresol, water and liquid alkali. In addition, chloroacetic acid was dissolved in water, and liquid alkali was slowly added at room temperature to prepare sodium chloroacetate solution. Then, the prepared aqueous solution of sodium chloroacetate was slowly added to the sodium O-cresol solution to carry out the condensation reaction. After the treatment, hydrochloric acid was added for chlorination, and then cooled, filtered and washed with water to obtain 2 methyl 4 chloride. The product is 2-methyl-4-chloro-sodium salt, processed into water agent.
Last Update：2022-01-01 10:12:28
4-Chloro-o-cresoxyacetic acid - Use
Open Data Verified Data
hormone-type selective herbicide. Can damage the metabolism of plants, resulting in plant transformation, swelling and mould death. It is suitable for the eradication of Gramineae crops, such as small grain grains, rice, peas, weeds in the flat, and the control of a variety of annual and perennial dicotyledonous wide-leaf weeds and some monocotyledonous weeds, using a dose of 0. 28~2. 25kg (effective components)/hm2(1hm2=104 m2). There are also special effects on the removal of broad-leaved grass and triangular grass. This product has a great influence on broad-leaved crops such as cotton, soybean, melon and vegetables, and will die after spraying. Can not be mixed with acidic pesticides.
Last Update：2022-01-01 10:12:29
4-Chloro-o-cresoxyacetic acid - Safety
Open Data Verified Data
The oral LD50 was 700mg/kg in rats and 550 mg/kg in mice. Rats were fed with feed containing lOOmg/kg of the original drug for 7 months, and the kidneys were slightly enlarged, and there were no other adverse effects. Fish safe dose of 10 mg/L. The oral LD50 of the sodium salt for male and female rats was 612mg/kg and 962mg/kg, and the percutaneous LD50 for rabbits was> 200mg/kg.
Last Update：2022-01-01 10:12:30
4-Chloro-o-cresoxyacetic acid - Reference Information
| toxicity | Acute oral LD50 of rats was 700-800mg/kg, and that of mice was 550mg/kg. The rats were fed with 100mg/kg feed containing the original drug for 7 months, and the kidneys were slightly enlarged, and the others had no adverse effects. The sub-chronic toxic dose of 1.33mg/(kg · d) was used in rats for 2 years. The dosage of 10mg/L is safe for fish. Its sodium salt on rat acute oral LD50 was 612mg/kg (male), 962mg/kg (female), Rabbit acute percutaneous LD50>2000mg/kg. |
| Chemical properties | neat is a white crystalline solid. m.p.118 ~ 119 ℃ (120 ℃), solubility: ether 77g/100mL, ethanol 153g/100mL, n-hexane 0.5g/100mL, toluene 6.2g/100mL, xylene 4.9g/100mL, water 0.0825g/100mL. Industrial m. P. 99~107 ℃, phenol odor. |
| Use | a hormone-type selective herbicide that is easily absorbed and transmitted to the roots and leaves. For rice and other gramineous crops in the field, after the emergence of a variety of prevention of annual or perennial broad-leaved weeds and some monocotyledon weeds. It has special effects on killing broadleaved grass and sanfusiao, but it is not effective for weeds of Humulus. The dosage was 0.28 ~ 2.25kg/ha. On cotton, soybeans, vegetables and other broad-leaved crops have an impact. The product is 2-methyl-4-chloro-sodium salt, which is processed into 20% water agent. For the hormone type herbicide, easy for the root and leaf absorption and conduction, damage to the metabolism of plants, resulting in plant transformation, swelling and mildew and death. It is suitable for the eradication of grasses, such as small grains, rice, peas, weeds in the lawn, a variety of annual and perennial dicotyledonous wide-leaf weeds and some monocotyledonous weeds, the dosage is 0.28-2.25 (active ingredient)/hm2. There are also special effects on the removal of broad-leaved grass and triangular grass. This product has a great influence on broad-leaved crops such as cotton, soybean, melon and vegetables, and will die after spraying. The product can not be mixed with acidic pesticides. it can effectively control broad-leaved grass and iridae, and is suitable for rice, wheat and other crops it can be used as a plant growth stimulator in agriculture to prevent early fall of tomato and other fruits, and the formation of seedless fruit, promote early maturity of crops, accelerate the rooting of cuttings. It can also be used as a herbicide. |
| production method | O-cresol from condensation, acidification, chlorination. 26.24kg of O-cresol, 13.9kg of water and 27.37kg of 35% sodium hydroxide solution were put into a condensation pot, and stirred at 70 ° C. Or lower to form o-cresol sodium salt. In 21.88kg of chloroacetic acid and 41.66kg of water, 35% of a 26.56 sodium hydroxide solution was slowly added below 25 °c to bring the pH to 5-6 and acidified at 60 °c for 20min. The reactants were heated to 90-95 °c in a dephenolation tank and dephenolized by hot steam. Chlorination was then carried out at a pH of 1-2 and 60-65 °c. After cooling, filtering and washing, 2-methyl-4-chloride was obtained. The original drug 2-methyl-4-chlorosodium powder is dark brown powder, according to HG 2-1460-82, the content of active ingredient is more than or equal to 56.0%. Raw material consumption quota: O-cresol 730kg/t, liquid chlorine 600kg/t, chloroacetic acid 740kg/t, liquid alkali 3000kg/t, hydrochloric acid (30%)180kg/t. The production methods of 2me4cl can be summarized as two types: condensation followed by chlorination and chlorination followed by condensation. The two methods have their own advantages and disadvantages. The principle of first condensation and then chlorination production is as follows. The condensation reaction was carried out at 100-105 ° C. For 1H, and the condensation reaction was completed. Acidification is carried out by adjusting the pH value to about 5 with hydrochloric acid, and dephenolizing treatment is carried out at 90-95 °c. Chlorination and hydrochloric acid to adjust the pH value of 1~2, at about 60 deg C through chlorine chlorination, to the end of cooling, filtration, water to get 2me4 chlorine. Salt due to 2me4 chloride water-soluble small, directly used in farmland herbicidal difficulties, Industrial more prepared into sodium salt, ammonium salt or ester. |
| category | pesticide |
| toxicity grade | poisoning |
| Acute toxicity | oral-rat LD50: 700 mg/kg; Oral-mouse LD50: 439 mg/kg |
| stimulation data | Skin-rabbit 500 mg mild |
| flammability hazard characteristics | toxic 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 |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:52:54
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View History
4-Chloro-o-cresoxyacetic acid
sodium phenolate
Pyridine, 5-(chloroMethyl)-2-Methoxy-3-(trifluoroMethyl)-
BOC-(S)-3-AMINO-5-HEXYNOIC ACID
amfenac
2-Acetyl-6-methoxypyridine
2-Methyl-2-propanyl [(2S)-2-amino-2-phenylethyl]carbamate
6-Hydroxyhexan-6-olide
3-CHLORO-1,1-DIETHOXYPROPANE
Benz[d]indeno[4,5-b]pyran (8CI,9CI)
sodium phenolate
Pyridine, 5-(chloroMethyl)-2-Methoxy-3-(trifluoroMethyl)-
BOC-(S)-3-AMINO-5-HEXYNOIC ACID
amfenac
2-Acetyl-6-methoxypyridine
2-Methyl-2-propanyl [(2S)-2-amino-2-phenylethyl]carbamate
6-Hydroxyhexan-6-olide
3-CHLORO-1,1-DIETHOXYPROPANE
Benz[d]indeno[4,5-b]pyran (8CI,9CI)