103-16-2

103-16-2 - 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

103-16-2 - 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

103-16-2 - 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)

103-16-2 - 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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103-16-2

103-16-2

Hydroquinone monobenzyl ether

CAS: 103-16-2;13415-54-8

Molecular Formula: C13H12O2

103-16-2 - Names and Identifiers

103-16-2 - Physico-chemical Properties

103-16-2 - Risk and Safety

103-16-2 - Reference Information

Supplier List

103-16-2 Request for Quotation

Hydroquinone monobenzyl ether

CAS: 103-16-2;13415-54-8

Molecular Formula: C13H12O2

103-16-2 - Names and Identifiers

103-16-2 - Physico-chemical Properties

103-16-2 - Risk and Safety

103-16-2 - Reference Information

Supplier List

103-16-2