2-HYDROXY-4-METHOXYBENZOPHENONE-5-SULPHONIC ACID
2-benzoyl-5-methoxy-1-phenol-4-sulfonic acid
CAS: 4065-45-6
Molecular Formula: C14H12O6S
2-HYDROXY-4-METHOXYBENZOPHENONE-5-SULPHONIC ACID - Names and Identifiers
| Name | 2-benzoyl-5-methoxy-1-phenol-4-sulfonic acid |
| Synonyms | BP-4 UV-284 Uvistat 1121 Sulisobenzone UV ABSORBER HMBS TIMTEC-BB SBB002961 spectra-sorb uv 284 Uv absorber BP-4(UV-284) 2-Hydroxy-4-Methoxybenzophenone-5-Sulfonic Acid 2-HYDROXY-4-METHOXYBENZOPHENONE-5-SULPHONIC ACID 2-Hydroxy-4-Methoxy Benzophenone-5-Sulfonic acid 5-BENZOYL-4-HYDROXY-2-METHOXYBENZENESULFONIC ACID 2-Hydroxy-4-methoxybenzophenone-5-sulfonic Acid Hydrate UV Absorber D-49 |
| CAS | 4065-45-6 |
| EINECS | 223-772-2 |
| InChI | InChI=1/C14H12O6S/c1-20-12-8-11(15)10(7-13(12)21(17,18)19)14(16)9-5-3-2-4-6-9/h2-8,15H,1H3,(H,17,18,19)/p-1 |
| InChIKey | CXVGEDCSTKKODG-UHFFFAOYSA-N |
2-HYDROXY-4-METHOXYBENZOPHENONE-5-SULPHONIC ACID - Physico-chemical Properties
| Molecular Formula | C14H12O6S |
| Molar Mass | 308.31 |
| Density | 1.4574 (rough estimate) |
| Melting Point | 170 °C |
| Boling Point | 0°C |
| Flash Point | 0°C |
| Water Solubility | 300.92g/L at 25℃ |
| Solubility | DMSO (Slightly), Methanol (Slightly) |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | White to Yellowish Powder |
| Color | White to Off-White |
| Merck | 14,8983 |
| BRN | 2889165 |
| pKa | -0.70±0.50(Predicted) |
| Storage Condition | Inert atmosphere,Room Temperature |
| Refractive Index | 1.5300 (estimate) |
| MDL | MFCD00024962 |
| Physical and Chemical Properties | This product is light yellow crystal. |
| Use | Is a broad-spectrum UV absorber, with high absorption efficiency, non-toxic, no teratogenic side effects, good light, thermal stability and other advantages, it can absorb UV-A and UV-B, it is a Class I sunscreen approved by FDA in the United States and Europe. It is widely used in sunscreen creams, creams, honey, lotions, oils and other sunscreen cosmetics |
2-HYDROXY-4-METHOXYBENZOPHENONE-5-SULPHONIC ACID - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S27 - Take off immediately all contaminated clothing. |
| WGK Germany | 1 |
| RTECS | DB5044300 |
| TSCA | Yes |
| HS Code | 29147000 |
2-HYDROXY-4-METHOXYBENZOPHENONE-5-SULPHONIC ACID - Preparation method
Open Data Verified Data
1. Synthesis of Benzene Dimethyl Ether
Add 350kg of water to the reaction kettle and add 150kg of NaOH under stirring. After dissolution, cool to 10 ℃, add 110kg of resorcinol, and stir to dissolve. Then slowly add 126kq dimethyl sulfate and react for 2 hours at 26-30 ℃. Dilute with water, separate the oil layer, and wash the oil layer with water to neutral. Remove the low boiling point substance and distill and collect the fraction at 215~220 ℃, which is m-phenyldimethyl ether.
2. Synthesis of 2-hydroxy-4-methoxy benzophenone
Firstly, 300kg of chlorobenzene was added to the condensation kettle, and catalyst AlCl3350kg and 120kg of m-phenylene ether were added under stirring. Heat to around 80 ℃ and slowly add 320kg of benzoyl chloride. Reflux for 4-6 hours, cool, hydrolyze, evaporate solvent, cool, crystallize, and dry to obtain 2-hydroxy-4-methoxy benzophenone.
3. Synthesis of 2-hydroxy-4-methoxy-5-sulfonic acid diphenylacetone
Firstly, add 93% sulfuric acid to the sulfonation kettle, and slowly add 2-hydroxy-4-methoxy benzophenone with stirring. React at around 110 ℃ for 4-6 hours, cool, crystallize, shake dry, and recrystallize to obtain the finished product.
Last Update：2024-01-02 23:10:35
2-HYDROXY-4-METHOXYBENZOPHENONE-5-SULPHONIC ACID - safety
Open Data Verified Data
It is irritating and should not come into direct contact with the skin. Place in a cool and ventilated warehouse, do not store with flammable materials, and keep away from ignition sources.
Last Update：2023-10-11 11:32:53
2-HYDROXY-4-METHOXYBENZOPHENONE-5-SULPHONIC ACID - Reference Information
| LogP | 0.515 at 25℃ |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| use | ultraviolet absorber BP-4 belong to benzophenone compounds. It is white or light yellow powder at room temperature, which can effectively absorb 285~325 Im of ultraviolet light. It is a broad-spectrum ultraviolet absorber with high absorption rate, non-toxic, non-photosensitization, non-teratogenic effect, good light and thermal stability, and is widely used in sunscreen cream, honey, emulsion, oil and other cosmetics. Sunscreen is generally applied to the surface of the skin and has a sunscreen effect to protect the skin. UV absorbers BP-4 the advantages of good light and thermal stability, and are widely used in sunscreen cosmetics such as sunscreen cream, cream, honey, emulsion, oil, etc. As an anti-ultraviolet finishing agent, it has a good anti-aging and soft effect on cotton fabrics and polyester fibers. Widely used in sunscreen, cream, honey, lotion, oil and other cosmetics is a broad-spectrum ultraviolet absorber with high absorption efficiency, non-toxic, non-teratogenic side effects, and light, Good thermal stability and other advantages. It can absorb UV-A and UV-B at the same time. It is a Class I sunscreen approved by the US FDA. It is used frequently in the United States and Europe, it is widely used in sunscreen cream, cream, honey, lotion, oil and other sunscreen cosmetics as an anti-ultraviolet finishing agent, which has a good anti-aging and soft effect on cotton fabrics and polyester fibers. It is mainly used as sunscreen in water-soluble cosmetics, and can also be used as ultraviolet absorber in other water-soluble inks, coatings, etc. It is mainly used as sunscreen in water-soluble cosmetics, and can also be used as ultraviolet absorber in other water-soluble inks, coatings, etc. |
| product features | ultraviolet absorbers are BP-4 benzophenone ultraviolet absorbers, mainly aiming at ultraviolet rays in 280nm-360nm band. The ultraviolet absorber is BP-4 easily soluble in water, and the aqueous solution is acidic, so it needs to be neutralized during use. The solution PH greater than 9 will cause the absorption wavelength to narrow. It is mainly used in daily sunscreen and other skin care products to prevent skin aging caused by ultraviolet rays. It can also be used in water-based coatings, dyes, and washing products. |
| synthesis process | synthesis is carried out in three steps: synthesis of 2, 4-dihydroxybenzophenone by acylation in the first step; methylation of 2-hydroxy-4-methoxybenzophenone in the second step; sulfonation in the third step to generate 2-hydroxy-4-methoxybenzophenone. The best reaction conditions for selecting BP -1 in the first step of the synthesis reaction: the best reaction temperature is 50C; The ratio of resorcinol to trichlorotoluene is 1: 1.20; The best molar ratio of trichlorotoluene to aluminum trichloride is 1: 1.3; Catalytic synthesis method; The crude product BP-1 is obtained by xylene extraction and separation; The best conditions for acylation in the second step of the synthesis reaction: N (2,4-dihydroxybenzophenone): v (acetone) = 1:200; N (K2C03) :n (bp-1)= 0.6; N (dimethyl sulfate) /n (2,4-dihydroxybenzophenone) = 1 without adding any catalyst, distilling and collecting acetone to obtain crude product containing impurity bp-1 and dimethyl sulfate; the best conditions for sulfonation reaction in the third step synthesis reaction: the mass ratio of acylation product to concentrated sulfuric acid is 1: 10; The sulfonation temperature is 70 "C; The reaction time is 2 h and the solvent in the two-step centrifugal separation is methanol. The drying and packaging of the product should be strictly carried out in a clean room. |
| production method | synthesis of phenyl dimethyl ether 350 kg of water is added to the reaction kettle, and 150 kg NaOH is added under stirring. After dissolution, the temperature was reduced to 10 ℃, resorcinol 110 kg was added, and stirred to dissolve. Then 126 kg of dimethyl sulfate was slowly added and reacted at 26~30 ℃ for 2 h. Add water to dilute, separate the oil layer, and wash the oil layer to neutral. Remove the low Buddha point and distill and collect the fraction at 215~220 ℃, which is isophthalate. Synthesis of 2-Hydroxy-4-Methoxybenzophenone First, 300 kg of chlorobenzene was added to the condensation kettle, and 350 kg of catalyst AlCl3 and 120 kg of isophthalmate were added under stirring. Heat to about 80 ℃ and slowly add 320 kg of benzoyl chloride. Reflux for 4~6 h, cooling, hydrolysis, distilled solvent, cooling, crystallization, drying, 2-hydroxy-4-methoxybenzophenone. Synthesis of 2-Hydroxy-4-Methoxy-5-sulfonic Diphenylketone First, 93% sulfuric acid is added to the sulfonation kettle, and 2-hydroxy-4-methoxybenzophenone is slowly added under stirring. The product is finished by reaction at about 110 ℃ for 4~6 h, cooling, crystallization, spin drying and recrystallization. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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