Monobenzone
Hydroquinone monobenzyl ether
CAS: 103-16-2;13415-54-8
Molecular Formula: C13H12O2
Monobenzone - Names and Identifiers
| Name | Hydroquinone monobenzyl ether |
| Synonyms | PBP Pigmex Depigman Benoquin Benzoquin Monobenzone MONOBENZONE Agerite alba 4-BENZYLOXYPHENOL 4-Benzyloxyphenol P-BENZYLOXYPHENOL 4-benzyloxy phenol Benzyl hydroquinone p-(Benzyloxy)phenol 4-(benzyloxy)phenol Monobenzyl hydroquinone 4-(Phenylmethoxy)phenol Hydroquinone benzyl ether PHENOL,4-(PHENYLMETHOXY)- P-HYDROXYPHENYL BENZYL ETHER BENZYL P-HYDROXYPHENYL ETHER p-Hydroxyphenyl benzyl ether HYDROQUINONE MONOBENZYL ETHER Hydroquinone monobenzyl ether 4-benzyloxy phenol (Monobenzone) |
| CAS | 103-16-2 13415-54-8 |
| EINECS | 203-083-3 |
| InChI | InChI=1/C14H14O.C6H6O2/c1-3-7-13(8-4-1)11-15-12-14-9-5-2-6-10-14;7-5-1-2-6(8)4-3-5/h1-10H,11-12H2;1-4,7-8H |
| InChIKey | VYQNWZOUAUKGHI-UHFFFAOYSA-N |
Monobenzone - Physico-chemical Properties
| Molecular Formula | C13H12O2 |
| Molar Mass | 200.23 |
| Density | 1,26 g/cm3 |
| Melting Point | 119-120 °C (lit.) |
| Boling Point | 297.96°C (rough estimate) |
| Water Solubility | slightly soluble |
| Solubility | Soluble in alcohol, benzene and ether, almost insoluble in water. |
| Appearance | White to white-like powder |
| Color | Off-white to beige to brown |
| Merck | 14,6248 |
| BRN | 1958305 |
| pKa | 10.29±0.15(Predicted) |
| Storage Condition | Store below +30°C. |
| Refractive Index | 1.5906 (estimate) |
| MDL | MFCD00002333 |
| Physical and Chemical Properties | Melting point 117-122°C Water solubility slightly soluble |
| Use | Used as a pharmaceutical Intermediate |
Monobenzone - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R36 - Irritating to the eyes R43 - May cause sensitization by skin contact |
| Safety Description | S24/25 - Avoid contact with skin and eyes. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37 - Wear suitable gloves. |
| WGK Germany | 2 |
| RTECS | SJ7700000 |
| TSCA | Yes |
| HS Code | 29095090 |
| Hazard Note | Irritant |
| Toxicity | LD50 i.p. in mice: >600 mg/kg (Takahashi) |
Monobenzone - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| overview | monobenzone is a topical decolorant used to treat hyperpigmentation, such as various stains, senile plaques, melanoma, etc., with obvious effect. It can decompose the melanin in the skin, prevent the formation of melanin in the skin, and restore the skin to a healthy color without destroying melanocytes. It is very light in toxicity. It is usually made into ointment or liniment and has been included in the United States Pharmacopoeia., my country has not yet produced. At present, there is no drug for stain treatment in our country, and the cosmetic effect for stain treatment is very little, and some cosmetics add a large amount of harmful substances such as hydroquinone and metal mercury to achieve the effect of removing freckle and whitening. The development of Monobenzong into freckle-removing drugs or cosmetics has good effects and low toxicity. It can meet the urgent needs of a large number of yellow people suffering from stains and will be welcomed by domestic and foreign markets. |
| application | monobenzone (monobenzone) is a topical decolorant used to treat hyperpigmentation, such as various stains, senile plaques, melanoma, etc., with obvious effect. It can decompose melanin (melanin) in the skin, prevent the production of melanin in the skin, and restore the skin to a healthy color without destroying melanocytes. It is very light in toxicity. It is usually made into ointment or liniment and has been included in the United States Pharmacopoeia. |
| decolorizing agent | 4-benzyloxyphenol is a topical decolorizing agent that can decompose melanin (melamin) in the skin, prevent the formation of melanin in the skin, restore healthy color to the skin, and does not destroy melanocytes, thus playing a role in decolorization. Clinically, it is mainly used to treat hyperpigmentation, such as various stains, senile plaques, vitiligo, melanoma, etc. |
| Preparation | Monobenzong was synthesized with hydroquinone, sodium hydroxide and benzyl chloride as raw materials and N,N-dimethylformamide (DMF) as solvent under microwave radiation. The effects of molar ratio of reactants, microwave radiation power and radiation time on the yield of Monobenzone were investigated by single-factor experiment. The experimental results show that when n (benzyl chloride):n (hydroquinone):n (sodium hydroxide) = 1:1.4:1.4, DMF15mL, microwave radiation power 320W, radiation time 60s, the yield of monobenzong is 63.79%. 2.63g(0.028mol) of hydroquinone was added to a 100mL conical flask, 1.12g(0.028mol) of sodium hydroxide was weighed, 8mL of water was added, the sodium hydroxide was dissolved and then dropped into a conical flask containing hydroquinone, shaken well, 15mLDMF and 2.52g(0.02mol) of benzyl chloride were added, and the radiation reaction was 60s under the condition of 320W microwave radiation power. After the reaction, cool to room temperature. First, use 10% sodium hydroxide to be alkaline, filter, and wash the filter cake with 10% sodium hydroxide until the filtrate is colorless (the filter cake is hydroquinone bis benzyl ether, which can be recycled). The filtrate was acidified with hydrochloric acid to completely precipitate monobenzone. After suction filtration and ice water washing, it was recrystallized with alcohol and water and decolorized with activated carbon to obtain 2.55g white solid with a yield of 63.79%. |
| Use | Used as a pharmaceutical intermediate |
| category | toxic substances |
| toxicity classification | poisoning |
| acute toxicity | abdominal cavity-rat LD50:4500 mg/kg |
| stimulation data | skin-guinea pig 5%/48 hours mild |
| flammability hazard characteristics | combustible; combustion releases stimulating smoke |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; separate from food raw materials |
| fire extinguishing agent | dry powder, foam, sand, carbon dioxide, mist water |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:04:16
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