Di-(5-chloro-2-hydroxyphenyl)methane
2,2'-Dihydroxy-5,5'-dichlorodiphenylmethane
CAS: 97-23-4
Molecular Formula: C13H10Cl2O2
Di-(5-chloro-2-hydroxyphenyl)methane - Names and Identifiers
| Name | 2,2'-Dihydroxy-5,5'-dichlorodiphenylmethane |
| Synonyms | DDDM Cuniphen Cordocel Compound g4 Dichlorofen Dichloorfeen Dichlorophen Dichlorophene biocide-algaecide NL-4 2,2'-Methylene-bis(4-chlorophenol) di(5-chloro-2-hydroxyphenyl)methane Bis(5-chloro-2-hydroxyphenyl)methane Di-(5-chloro-2-hydroxyphenyl)methane bis-2-hydroxy-5-chlorfenylmethan(czech) 2,2'-Dihydroxy-5,5'-dichlorodiphenylmethane |
| CAS | 97-23-4 |
| EINECS | 202-567-1 |
| InChI | InChI=1/C13H10Cl2O2/c14-12-8(3-1-5-10(12)16)7-9-4-2-6-11(17)13(9)15/h1-6,16-17H,7H2 |
Di-(5-chloro-2-hydroxyphenyl)methane - Physico-chemical Properties
| Molecular Formula | C13H10Cl2O2 |
| Molar Mass | 269.12 |
| Density | 1.3239 (estimate) |
| Melting Point | 168-172 °C (lit.) |
| Boling Point | 418.7±40.0 °C(Predicted) |
| Water Solubility | <0.1 g/100 mL at 22 ºC |
| Solubility | Almost insoluble in water, soluble in organic solvents such as ethanol and toluene. |
| Vapor Presure | 1.3 x 10-5 Pa (25 °C) |
| Appearance | This product is a red-brown liquid; its solid products are white crystals. |
| Color | White to Light yellow to Light orange |
| Merck | 14,3071 |
| BRN | 1884514 |
| pKa | pK1:7.6;pK2:11.5 (25°C) |
| Storage Condition | Inert atmosphere,Room Temperature |
| Stability | Stable. Incompatible with strong bases, strong oxidizing agents. |
| Refractive Index | 1.649 |
| MDL | MFCD00002322 |
| Physical and Chemical Properties | Melting point 168-172°C water-soluble <0.1g/100 mL at 22°C |
Di-(5-chloro-2-hydroxyphenyl)methane - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R36 - Irritating to the eyes 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. 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. |
| UN IDs | UN 3077 9/PG 3 |
| WGK Germany | 3 |
| RTECS | SM0175000 |
| TSCA | Yes |
| HS Code | 29081990 |
| Hazard Class | 9 |
| Packing Group | III |
| Toxicity | LD50 in adult male, female rats (mg/kg): 1506, 1683 orally (Gaines, Linder) |
Di-(5-chloro-2-hydroxyphenyl)methane - Nature
Open Data Verified Data
white or colorless crystalline solid, odorless. The melting point was 177-178 °c. Almost soluble in water, soluble in ethanol, ether, propyl ether, toluene-soluble.
Last Update：2024-01-02 23:10:35
Di-(5-chloro-2-hydroxyphenyl)methane - Preparation Method
Open Data Verified Data
It is obtained by the condensation reaction of p-chlorophenol with formaldehyde in a solvent of Methanol (or ethanol) using sulfuric acid as a catalyst. Molecular sieves may also be used as catalysts, and the reaction is carried out at a temperature of 110 °c.
Last Update：2022-01-01 09:28:05
Di-(5-chloro-2-hydroxyphenyl)methane - Use
Open Data Verified Data
In oilfield chemicals, it can be used as a bactericide for water-based oil well fracturing fluid. The diclofenac used in the circulating water system is an aqueous solution in the form of a monosodium salt, which, since it is a red-brown liquid, affects the color of the water when it is put into the circulating water. Diclofenac is a kind of broad-spectrum biocide with high efficiency, which has a good killing and inhibiting effect on different oxygen bacteria, iron bacteria, sulfate reducing bacteria and other fungi and algae. The application range of pH is wide, and the treatment effect of partial alkaline condition is better. Spraying a wooden cooling tower with commercial diclofenac solution can reduce the amount of biocide in the circulating water and prevent the erosion of wood by fungi. Chlorophenols should not be used with cationic agents (such as quaternary ammonium salts, etc.), but it can be used in combination with some anionic surfactants, which can significantly reduce its dosage and improve the killing effect.
Last Update：2022-01-01 09:28:06
Di-(5-chloro-2-hydroxyphenyl)methane - Safety
Open Data Verified Data
oral LD50 of adult male and female rats: 1506mg/kg, 1683mg/kg. The warehouse is ventilated and dried at low temperature, and stored and stored separately from food raw materials. Sealed and stored in a cool place.
Last Update：2022-01-01 09:28:06
Di-(5-chloro-2-hydroxyphenyl)methane - 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) |
| biological activity | dichlophen (DDM) is a Taeniasis compound. Dichlorophen is an antimicrobial agent that is active against tapeworms, protozoa, fungi and bacteria. |
| Use | as biocide in industrial non-processing. It has high activity on bacteria, fungi, algae and yeast. Widely used in chemical fertilizer, petrochemical, oil refining, metallurgy and other industries cooling circulating water treatment, when the dosage of 50 ~ 100g/m3, 24H sterilization rate of more than 99%. Can also be used as strong, Pulp, wood anti-fogging agent. as a bactericidal algicide. It is the main component of the French "G-4" fungicide. The bactericide is formulated with 29% diclofenac, 5% sodium hydroxide, 6% ethylene glycol, 59% water and 1% p-chlorophenol. When using this product, generally add the appropriate amount of sodium hydroxide, so that it exists in the form of monosodium salt. Used in large-scale chemical fertilizer plant cooling water system, the pH value of the water sample is 7.8-8.2, add 50-100ppm G-4, the role of 24H, sterilization rate of more than 98%; Add 100ppm, sterilization rate has been above 99.65%, the drug effect is relatively long. The product in agriculture, medicine, the manufacture of soap can be used as fungicides. Diclofenac is also an anti-helminth drug. |
| production method | from p-chlorophenol and formaldehyde reaction. The reaction is carried out in methanol (or ethanol) as a solvent, using sulfuric acid as a catalyst, and the reaction temperature is controlled below -5 °c. Another process uses molecular sieves as catalysts, in which case the condensation reaction of p-chlorophenol with formaldehyde is carried out at 110 °c. first, ethanol as a solvent and concentrated sulfuric acid in a catalyst amount were added to the reaction vessel, then added to 277kg of p-chlorophenol, cooled to -10-0 ° C., and then 30kg of formaldehyde was added dropwise and reacted for 6 hours. After completion of the reaction, the mixture was allowed to stand, filtered and dried to obtain a solid product. |
| category | pesticide |
| toxicity grade | poisoning |
| Acute toxicity | oral-rat LD50: 1506 mg/kg; Oral-mouse LD50: 1000 mg/kg |
| stimulation data | Skin-rabbits 500 mg/24 h mild; eye-rabbit 0.05 mg/24 h severe |
| 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 |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 02:00:12
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