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2-HYDROXY-4-METHOXY-4'-METHYLBENZOPHENONE

CAS No.
1641-17-4
Chemical Name:
2-HYDROXY-4-METHOXY-4'-METHYLBENZOPHENONE
Synonyms
Uvistat;MEXENONE;Mesenone;MEXENEONE;Uvistat L;''MEXENONE'';BENZOPHENONE-10;Mesenone [DCIT];LABOTEST-BB LT00455260;inhibit,Mexenone,Inhibitor
CBNumber:
CB8188500
Molecular Formula:
C15H14O3
Molecular Weight:
242.27
MDL Number:
MFCD00017172
MOL File:
1641-17-4.mol
Last updated:2023-09-04 15:51:00

2-HYDROXY-4-METHOXY-4'-METHYLBENZOPHENONE Properties

Melting point 99-102°C
Boiling point 345.09°C (rough estimate)
Density 1.1515 (rough estimate)
refractive index 1.5570 (estimate)
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Slightly, Heated), Methanol (Slightly, Heated)
form Solid
pka 7.35±0.35(Predicted)
color Pale Yellow to Light Yellow
Merck 14,6167
BRN 1972646
LogP 4.100 (est)
CAS DataBase Reference 1641-17-4(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII ET1UGF4A0B

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319-H317
Precautionary statements  P501-P261-P272-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P333+P313
Risk Statements  36/37/38
Safety Statements  26-36

2-HYDROXY-4-METHOXY-4'-METHYLBENZOPHENONE price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich S408883 2-HYDROXY-4-METHOXY-4'-METHYLBENZOPHENONE Aldrich 1641-17-4 1g $179 2024-03-01 Buy
TRC H939938 (2-Hydroxy-4-methoxyphenyl)(4-methylphenyl)methanone 1641-17-4 100mg $70 2021-12-16 Buy
Matrix Scientific 157387 (2-Hydroxy-4-methoxyphenyl)(4-methylphenyl)methanone 1641-17-4 0.500g $120 2021-12-16 Buy
Matrix Scientific 157387 (2-Hydroxy-4-methoxyphenyl)(4-methylphenyl)methanone 1641-17-4 1g $150 2021-12-16 Buy
Matrix Scientific 157387 (2-Hydroxy-4-methoxyphenyl)(4-methylphenyl)methanone 1641-17-4 5g $460 2021-12-16 Buy
Product number Packaging Price Buy
S408883 1g $179 Buy
H939938 100mg $70 Buy
157387 0.500g $120 Buy
157387 1g $150 Buy
157387 5g $460 Buy

2-HYDROXY-4-METHOXY-4'-METHYLBENZOPHENONE Chemical Properties,Uses,Production

Originator

Uvistat-L,Ward Blenkinsop,UK,1960

Uses

2-Hydroxy-4-methoxy-4'-methyl-benzophenone is an UV absorbing agent in sunscreen cosmetic creams, lotions, lipstieks, sun oils, etc.

Preparation

Preparation by Friedel–Crafts acylation of m-methoxy-phenol with p-toluoyl chloride,
in the presence of boron trichloride in benzene first at ?10°, then at reflux for 10 h under nitrogen (80%)
in the presence of titanium tetrachloride in benzene first at ?10°, then at reflux for 14 h under nitrogen (73%) or in chlorobenzene for 1 h at 120° (79%).

Definition

ChEBI: Mexenone is a member of benzophenones.

Manufacturing Process

p-Toluoyl chloride is the starting material. To this is added chlorobenzene and 1,3-dimethoxybenzene. The reaction mixture is cooled to 12°C in an ice bath and aluminum chloride is added gradually, keeping the reaction below 30°C. The reaction is then gradually heated to 115°C with the evolution of hydrogen chloride gas. As the temperature increases, the reaction mixture becomes thicker. At 105°C, dimethyl formamide is added slowly. The reaction is heated at 115°C for a short time and is then poured into concentrated hydrochloric acid. The reaction mixture pours very easily and very cleanly. The acid mixture is heated with steam to dissolve all the material which had not hydrolyzed and the mixture is filtered. The red chlorobenzene layer is separated and washed twice with hot water.
To the chlorobenzene solution is then added sodium hydroxide dissolved in water and the chlorobenzene is removed by a steam distillation. After all of the chlorobenzene is removed, the precipitate which forms during the distillation is removed by filtration and discarded. The solution is cooled and acidified with hydrochloric acid, precipitating a tan solid. This is removed by filtration and washed acid-free. It is then treated with sodium bicarbonate solution to remove any acid present and is then washed with water to remove all traces of bicarbonate. After drying approximately a 75% yield of mexenone is obtained.

Therapeutic Function

Sunscreen agent

Contact allergens

BZP-10 is exceptionally positive in ketoprofen-photosensitive patients.

874-60-2
151-10-0
1641-17-4
Synthesis of 2-HYDROXY-4-METHOXY-4'-METHYLBENZOPHENONE from p-Toluoyl chloride and 1,3-Dimethoxybenzene

2-HYDROXY-4-METHOXY-4'-METHYLBENZOPHENONE Preparation Products And Raw materials

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2-HYDROXY-4-METHOXY-4'-METHYLBENZOPHENONE Spectrum

2-HYDROXY-4-METHOXY-4'-METHYLBENZOPHENONE LABOTEST-BB LT00455260 MEXENONE ''MEXENONE'' BENZOPHENONE-10 benzophenone-10,2-hydroxy-4-methoxy-4’-methylbenzophenone HYDROXYMETHOXYMETHYLBENZOPHENONE 2-HYDROXY-METHOXYMETHYLBENZOPHENONE (2-Hydroxy-4-methoxyphenyl)(4-methylphenyl)methanone 2-HYDROXY-4-METHOXY-4''-METHYLBENZOPHENONE, 98+% (2-Hydroxy-4-methoxyphenyl)(4-methylphenyl) ketone Uvistat (2-Hydroxy-4-Methoxyphenyl)(p-tolyl)Methanone MEXENEONE Mesenone [DCIT] Methanone, (2-hydroxy-4-methoxyphenyl)(4-methylphenyl)- Uvistat L Mesenone inhibit,Mexenone,Inhibitor 2-HYDROXY-4-METHOXY-4'-METHYLBENZOPHENONE 1641-17-4 164-17-4 Aromatic Benzophenones & Derivatives (substituted) UVISTAT