Name | 2,4-Dichlorophenol |
Synonyms | 2,4-DCP 2,4-Dichlorphenol 2,4-dichloro-pheno 4,6-Dichlorophenol 2,4-Dichlorophenol 2,4-Dichloro phenol Dichlorophenol(2,4-) DICHLOROPHENOL(2,4-) Dichlorophenol, 2,4-DCP 2,4-dichlorohydroxybenzene 2,4-dichlorophenol solution 1-Hydroxy-2,4-dichlorobenzene 1,3-DICHLORO-4-HYDROXYBENZENE 2,4-DichlorophenolForSynthesis 2,4-Dichloro-1-Hydroxy-Benzene potassium 2,4-dichlorophenolate |
CAS | 120-83-2 |
EINECS | 204-429-6 |
InChI | InChI:1S/C6H4Cl2O/c7-4-1-2-6(9)5(8)3-4/h1-3,9H |
InChIKey | HFZWRUODUSTPEG-UHFFFAOYSA-N |
Molecular Formula | C6H4Cl2O |
Molar Mass | 163 |
Density | 1.383 |
Melting Point | 42-43°C(lit.) |
Boling Point | 209-210°C(lit.) |
Flash Point | 237°F |
Water Solubility | 4.5 g/L (20 ºC) |
Solubility | methanol: soluble1g in 10ml |
Vapor Presure | 1.3 hPa (50 °C) |
Appearance | melt |
Color | White to beige |
Merck | 14,3072 |
BRN | 742467 |
pKa | pK1:7.85 (25°C) |
Storage Condition | 2-8°C |
Refractive Index | 1.4430 (estimate) |
Physical and Chemical Properties | Character white solid. There is phenol odor. melting point 42~43 ℃ boiling point 210 ℃ relative density 1.383 flash point 113 ℃ soluble in ethanol, ether, chloroform, benzene and carbon tetrachloride, slightly soluble in water. |
Use | Used as a pesticide, pharmaceutical intermediates, for the synthesis of herbicide, 2,4-D and other products |
Risk Codes | R22 - Harmful if swallowed R24 - Toxic in contact with skin R34 - Causes burns R51/53 - Toxic 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. R11 - Highly Flammable R25 - Toxic if swallowed |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S36/37 - Wear suitable protective clothing and gloves. S16 - Keep away from sources of ignition. S7 - Keep container tightly closed. |
UN IDs | UN 2928 6.1/PG 2 |
WGK Germany | 3 |
RTECS | SK8575000 |
TSCA | Yes |
HS Code | 29081000 |
Hazard Class | 6.1 |
Packing Group | III |
Toxicity | Acute oral LD50 for mice 1,276 mg/kg, rats 580 mg/kg (quoted, RTECS, 1985). |
white solid. There is phenol odor. Flammable. Soluble in ethanol, ether, chloroform, benzene and carbon tetrachloride, micro-soluble in water. Boiling Point 210 °c. The melting point was 42-43 °c. Flash point 113 °c. The relative density was 1. 383.
phenol is obtained by chlorination of chlorine gas under the catalysis of iron.
It is mainly used as an intermediate for the synthesis of pesticide, 2,4-D, isophos and thiodidichlorophenol.
Henry's Law Constant | 2.88 x 10-6 atm?m3/mol at 20 °C (Sheikheldin et al., 2001)3.23 x 10-6 atm?m3/mol at 25 °C (estimated, Leuenberger et al., 1985a) |
LogP | 3.25 at 20℃ |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Use | 2, 4-dichlorophenol also called 2, 4-dichlorophenol, it is an important raw material for a variety of pesticides and pharmaceutical intermediates. The organic phosphorus insecticide propylsulfur and phosphorus, the herbicide 2,4-D, 2, 4-dibutyl Ester, herazolin, Methoxyethane, oxazinone, propyne-oxadiene and the new fungicide cyanophimine can be synthesized on the pesticide. Medicine can be used as an important raw material of drug thiodidichlorophenol. used as pesticide, pharmaceutical intermediates, used in the synthesis of 2,4-D and other products 2, 4-dichlorophenol is mainly used as pesticide and pharmaceutical intermediates. On pesticides can be synthesized organophosphorus insecticides propylsulfur phosphorus, herbicides 2,4-drop, 2,4-drop butyl ester, grass, methoxyether, methoxyether, azafenidin oxadiargyl, and a new fungicide, fenoxanil, etc. Medicine can be used as an important raw material of drug thiodidichlorophenol. used as pesticide and pharmaceutical intermediates. It is used for the synthesis of nitrosoethers, 2,4-D, ibiphosphate (EPBP), Duke powder, mite Ester, and thiodidichlorophenol. 2, 4-dichlorophenol is a chloro derivative of phenol and is used as an intermediate for the preparation of the herbicide 2, 4-dichlorophenoxyacetic acid. used in organic synthesis biochemical reagents. Organic Synthesis. Gas chromatography comparative sample. Plant growth promoters. biochemical study. Organic Synthesis. Gas chromatography comparative sample. Plant growth promoters. |
preparation | with phenol and chlorine as raw materials, the mixed catalyst consists of diphenyl sulfide, ferric chloride and trifluoromethanesulfonic acid, the molar ratio of diphenyl sulfide, ferric chloride and trifluoromethanesulfonic acid in the mixed catalyst is 2:2:1. The method for producing high purity 2, 4-dichlorophenol in this example comprises the following steps: (1) 50g of raw phenol is heated and stirred, the stirring speed is 2000r/min, and the proportionally prepared mixed catalyst is added to the raw material being stirred, the added amount of the mixed catalyst accounts for 0.05wt of the raw material phenol in mass% (2) step (1) the prepared material is heated and maintained at 70 ℃, and chlorine gas is slowly and uniformly introduced into the raw material for 3H, and the total amount of chlorine gas is 2.2 times of the molar number of phenol in the raw material, crude 2, 4-dichlorophenol was obtained by catalytic chlorination reaction, and the reaction time was 6.5h; (3) (2) the crude 2,4-dichlorophenol prepared in the Melt crystallization to obtain 2,4-dichlorophenol product, the specific method is: 2, the crude 4-dichlorophenol was added into the melting crystallizer, and the temperature was increased to 60 ℃ at a heating rate of 5 ℃/min, and the sweating treatment was carried out at a constant temperature for 3H, then the temperature was slowly cooled to 10 ° C. At a cooling rate of 2 ° C./min, and finally a high-purity 2, 4-dichlorophenol product was obtained. |
production method | phenol is obtained by chlorine gas chlorination under the catalysis of iron. There are two main routes for the preparation of 2, 4-dichlorophenol. Phenol-catalyzed chlorination is obtained by the reaction of phenol with chlorine under the catalysis of iron. The molten phenol is pumped into the chlorination tank and the absorption tank, heated to 50~60 ℃, and chlorine gas is introduced into the chlorination tank first, then into the absorption tank in series, and the tail gas is passed into the graphite film absorption tower, the hydrogen chloride in the tail gas is absorbed with water. The reaction heat was removed by cooling water through the jacket and coil of the reaction tank. When the relative density of the materials in the chlorination tank reaches 1.402~1.405(40 ℃), it is the end point of chlorination. Chlorine gas is stopped and 2,4-dichlorophenol is discharged from the chlorination tank. In the next batch of chlorination, the original absorption tank is used as the chlorination tank, and the fresh chlorine gas is introduced first, and the raw material phenol is pumped into the original chlorination tank and used as the absorption tank. This method is adopted by domestic enterprises, the production process is simple, but the reaction time is long, and the by-products 2, 6-dichlorophenol, 2,4, 6-trichlorophenol have similar boiling points, and the separation is difficult. In the O-chlorophenol selective chlorination process, aluminum trichloride and diphenyl sulfide are used as catalysts, and sulfuryl chloride is used as chlorinating agent. This method can be used to produce P-chlorophenol by-product O-chlorophenol as raw material, And the reaction conditions are mild, the equipment requirements are not high, the environmental pollution is less, the product purity is high, but the price of the catalyst and chlorinating agent is higher. |
category | pesticide |
toxicity grade | poisoning |
Acute toxicity | oral-rat LD50: 580 mg/kg; Oral-mouse LD50: 1276 mg/kg |
flammability hazard characteristics | open flame flammable; Thermal decomposition or acid discharge of chloride gas; working with oxidants |
storage and transportation characteristics | warehouse ventilation and low temperature drying; With oxidant, food and chemical additives, separate storage of acids |
fire extinguishing agent | foam, carbon dioxide, dry powder, sand. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |