4-MERCAPTOANISOLE
4-Methoxybenzenethiol
CAS: 696-63-9
Molecular Formula: C7H8OS
4-MERCAPTOANISOLE - Names and Identifiers
| Name | 4-Methoxybenzenethiol |
| Synonyms | 4-MERCAPTOANISOLE 4-Mercaptoanisole 4-Methoxythiophenol 4-METHOXYTHIOPHENOL 4-methoxy benzethiol p-Methoxy thiophenol 4-Methoxybenzenethiol 4-METHOXYBENZENETHIOL P-METHOXYBENZENETHIOL 4-methoxybenzenethiolate 4-Methoxybenzene-1-thiol 4-METHOXYBENZENE-1-THIOL para-Methoxybenzenethiol Benzenethiol, p-methoxy- |
| CAS | 696-63-9 |
| EINECS | 211-799-2 |
| InChI | InChI=1/C7H8OS/c1-8-6-2-4-7(9)5-3-6/h2-5,9H,1H3/p-1 |
4-MERCAPTOANISOLE - Physico-chemical Properties
| Molecular Formula | C7H8OS |
| Molar Mass | 140.2 |
| Density | 1.14 g/mL at 25 °C (lit.) |
| Melting Point | 291.7-295.8 °C (decomp) |
| Boling Point | 100-103 °C/13 mmHg (lit.) |
| Flash Point | 205°F |
| Solubility | Not miscible or difficult to mix. |
| Vapor Presure | 0.133mmHg at 25°C |
| Appearance | Liquid |
| Specific Gravity | 1.140 |
| Color | Clear colorless to light yellow |
| BRN | 1446910 |
| pKa | 6.76±0.10(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Sensitive | Stench |
| Refractive Index | n20/D 1.5831(lit.) |
4-MERCAPTOANISOLE - Risk and Safety
| Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. R22 - Harmful if swallowed |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S37/39 - Wear suitable gloves and eye/face protection |
| UN IDs | UN 2810 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | DC1800000 |
| FLUKA BRAND F CODES | 10-13-23 |
| HS Code | 29309090 |
| Hazard Note | Harmful/Stench |
| Hazard Class | IRRITANT, STENCH |
| Packing Group | III |
4-MERCAPTOANISOLE - Reference Information
| Introduction | 4-methoxythiophenol belongs to an aromatic thiophenol. Aromatic thiophenol is a kind of organic sulfur compound with application value, which is widely used in medicine, pesticide, dye and other industries, and can also be used in the synthesis of thrombin inhibitors, fungicides, Dermatitis Drugs, herbicides, corrosion inhibitors and photosensitive materials. |
| Use | thiophenol can be used in the production of medicinal chloramphenicol substitute thiamphenicol, pesticide Ke Wen powder and other rubber regeneration agent, petroleum Additives; P-chlorophenylthiophenol is an important pesticide and pharmaceutical intermediates, can be used for the synthesis of plasticizers, oil additives and wetting agents; And 4, 4 '-dimercaptodiphenyl sulfide can be used for the synthesis of photosensitive materials, is an excellent optical resin monomer. |
| preparation | to a 1000 mL three-necked flask were added 0.25 mol of the aromatic compound anisole and 700 mL of 1, 2-dichloroethane, start mechanical stirring and slowly add chlorosulfonic acid Dropwise (3 times the amount of the theoretical substance). During the dropwise addition, the water bath controls the substrate temperature to about 50 ℃, and the dropwise addition is completed, the temperature was raised to 80 ° C., The reaction was continued for 1 h. After completion of the reaction, the solvent was distilled off under reduced pressure, and the obtained solid was recrystallized from n-heptane to obtain a pure aromatic sulfonyl chloride product. The average yield of the intermediate product was 85%. 0.1 mol of the aromatic sulfonyl chloride was added into a 500 mL three-necked flask and 200 m L n-heptane was added. Mechanical stirring was started and substrate temperature was controlled by water bath at 85 ℃, triphenylphosphorus (added in 3 times the amount of sulfonyl chloride group material) was added in portions, After the addition, the reaction was continued at 85 ℃ for 1 h, and then the temperature was lowered to 50 ℃. 100 m L water was added dropwise to the system and the reaction was continued for 10 min. After completion of the reaction, the oil phase is extracted with 10% sodium hydroxide solution by mass fraction (50 m L × 3). The organic layer is distilled off n-heptane under reduced pressure, and the by-product triphenyl phosphorus oxide is obtained and stored for further use, the alkali layer was acidified to pH = 1~3 with 37% hydrochloric acid, then extracted with dichloromethane (50 m L × 3), and the organic layer was dried with anhydrous sodium sulfate, the crude aromatic thiophenol is distilled off with dichloromethane under reduced pressure. |
Last Update：2024-04-10 22:29:15
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