m-Chlorophenol
3-Chlorophenol
CAS: 108-43-0
Molecular Formula: C6H5ClO
m-Chlorophenol - Names and Identifiers
| Name | 3-Chlorophenol |
| Synonyms | 3-Cl-phenol m-Chlorophenol 3-chloro-pheno 3-Chlorophenol m-chlorophenicacid 3-Chloro-1-benzenol 3-Hydroxychlorobenzene 3-Chlorophenol Standard 3-Chloro-1-hydroxybenzene 3-chloro-1-hydroxybenzene |
| CAS | 108-43-0 |
| EINECS | 203-582-6 |
| InChI | InChI:1S/C6H5ClO/c7-5-2-1-3-6(8)4-5/h1-4,8H |
m-Chlorophenol - Physico-chemical Properties
| Molecular Formula | C6H5ClO |
| Molar Mass | 128.56 |
| Density | 1.218 g/mL at 25 °C (lit.) |
| Melting Point | 31-34 °C (lit.) |
| Boling Point | 214 °C (lit.) |
| Flash Point | >230°F |
| Water Solubility | 27.7 g/L (20 ºC) |
| Solubility | Soluble in ethanol and ether. |
| Vapor Presure | 1 hPa (44 °C) |
| Appearance | Liquid After Melting |
| Color | Clear yellow to brownish |
| Merck | 14,2154 |
| BRN | 1634401 |
| pKa | 8.85(at 25℃) |
| PH | 3.5 (27.7g/l, H2O, 20℃) |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Combustible. Incompatible with acid chlorides, oxidizing agents, acid anhydrides. Discolours in air. |
| Refractive Index | n20/D 1.563(lit.) |
| Physical and Chemical Properties | Needles or white crystals. Used as chemical intermediate. |
| Use | For pharmaceutical and Organic synthesis |
m-Chlorophenol - Risk and Safety
| Risk Codes | R20/21/22 - Harmful 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 | S28 - After contact with skin, wash immediately with plenty of soap-suds. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S28A - |
| UN IDs | UN 2020 6.1/PG 3 |
| WGK Germany | 2 |
| RTECS | SK2450000 |
| FLUKA BRAND F CODES | 9 |
| TSCA | Yes |
| HS Code | 29081000 |
| Hazard Class | 6.1 |
| Packing Group | III |
| Toxicity | LD50 orally in rats: 0.57 g/kg (Deichmann) |
m-Chlorophenol - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Use | 3-chlorophenol is a halophenol with antifungal activity. 3-chlorophenol is a common building block for the preparation of various biologically active compounds. The results show that 3-chlorophenol can be used for the regeneration of plant activated carbon. M-chlorophenol is an intermediate of plant growth regulator regulating acid. The product can be used in organic synthesis, and its isomers O-chlorophenol and p-chlorophenol play an important role in pesticide, dye and pharmaceutical industry, it can be used to replace O-chlorophenol or p-chlorophenol to develop pesticide, medicine and dye products with excellent performance. It has also been reported in the literature that M-chlorophenol is used as raw material to synthesize antibiotic drugs and agricultural fungicides with biological activity, M-chlorophenol was also used for microscopic analysis. used in medicine and organic synthesis used in pharmacy, dye industry and organic synthesis, also used as disinfectant p-chlorophenol, also known as 4-chlorophenol, is an important medicine, pesticides and dye intermediates, on pesticides can be used to synthesize triadimefon, triadimenol, naphthalene acetic acid (p-chlorophenoxyacetic acid), propionophos, poison mouse phosphorus, chloronicotinamide, benzonitrile phosphorus, acaricidal Amidine, acaryl mite ovalate, in addition to acaryl esters, such as species of mycophenolate. 3-chlorophenol can be used in organic synthesis, and M-chlorophenol is also used in microscopic analysis. This product can be used for organic synthesis, and M-chlorophenol is also used for microscopic analysis. |
| production method | There are three preparation methods. After phenol is heated and melted by chlorination of phenol, the temperature is reduced to 40 ° C. Slowly add the dichlorosulfuryl for about 40-50H, and add the dichlorosulfuryl Dropwise while stirring, then warm up to 30~40 ℃ for several hours, cool to room temperature, wash with water, then wash with sodium carbonate and water to obtain ortho and para products, and then vacuum distillation, separation, the product was obtained by cooling the crystals. Diazotization of p-chloroaniline p-chloroaniline is added to the reactor, water, sodium nitrite and sulfuric acid are added, diazotization is carried out at about 0 ℃ to obtain diazonium salt, and then the diazonium salt is hydrolyzed to obtain the product. Direct chlorination of chlorine is used to heat and melt phenol, and then iron powder and other catalysts are added to control a certain temperature to supply chlorine gas, and the amount of chlorine gas should be controlled. After the chlorine gas is passed, heat preservation is continued for several hours, after a post-treatment such as washing is carried out by cooling, and then distillation is carried out under reduced pressure to separate O-chlorophenol and p-chlorophenol, and the product is obtained by cooling. In summary, the three methods of p-chloroaniline diazotization method due to the complex process, The cost is high, and the waste water is more, and it is rarely used in industry. The chlorination reaction time of the dichlorosulfuryl method in the presence of iron catalyst is long, the production capacity is low, and the cost of using dichlorosulfuryl is high, however, this method has a high yield of para-isomer, up to 70% ~ 75%, and there are still many factories using this method. Recently, the process of direct chlorine chlorination in China is simple, no solvent is needed, and the investment is small, at the same time, the cost is low, which is an economical and reasonable process route, but the production of p-chlorophenol by this method is serious to the equipment corrosion. The diazonium salt obtained by diazotization of M-chloroaniline by a conventional method is hydrolyzed to form M-chlorophenol. Under stirring, the diazonium salt is added dropwise to an aqueous solution of sulfuric acid (2 parts of concentrated sulfuric acid, 1 part of water) at 140 ° C., the reactant is subjected to steam distillation, and the distillate is separated from the oil layer and the water layer, the aqueous layer was extracted with ether, the extract was combined with the oil layer, dried with anhydrous sodium sulfate, filtered to remove the desiccant, and the ether was recovered to obtain the crude M-chlorophenol, which was recrystallized from petroleum ether at 30 ° C. To obtain the finished product. The preparation method is directly chlorinated by phenol, and the chlorinating agent is sodium hypochlorite, M-chlorophenol, P-chlorophenol and O-chlorophenol were obtained and separated to obtain m-chlorophenol. It can also be diazotized with M-chloroaniline to obtain m-chlorophenol with high purity. |
| category | toxic substances |
| toxicity grade | poisoning |
| Acute toxicity | oral-rat LD50: 570 mg/kg; Oral-mouse LD50: 521 mg/kg |
| flammability hazard characteristics | flammable in case of open flame; toxic chloride smoke by thermal decomposition |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; It is stored separately from oxidants and food additives |
| fire extinguishing agent | carbon dioxide, foam, sand, water mist |
| spontaneous combustion temperature | >600°C |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 15:16:45
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