Conditions | Yield |
---|---|
With sulfur trioxide; acetic acid In 1,2-dichloro-ethane at 25℃; for 3h; Inert atmosphere; | 98.82% |
With chlorosulfonic acid In ethyl acetate at 45℃; Temperature; | 96% |
With chlorosulfonic acid In phthalic acid dimethyl ester | |
With chlorosulfonic acid at 25℃; for 20h; Inert atmosphere; Autoclave; |
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
Conditions | Yield |
---|---|
In methanol at 35℃; for 0.333333h; UVB irradiation; |
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
chlorobenzene
C14H11O6S(1-)*C18H12Cl3S(1+)
Conditions | Yield |
---|---|
Stage #1: chlorobenzene With thionyl chloride; aluminum (III) chloride at 20 - 150℃; for 5h; Stage #2: With water at 60℃; for 1h; Stage #3: 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid In water for 4h; | 79% |
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
3,5-dichloro-2-hydroxy-4-methoxybenzophenone
Conditions | Yield |
---|---|
With trichloroisocyanuric acid; sodium hydrogencarbonate In water | 33% |
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
5-benzoyl-3-chloro-4-hydroxy-2-methoxybenzenesulfonic acid
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hypochlorite In water for 2h; Cooling with ice; | 18% |
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
diethyl dicarbonate
2--4-methoxy-5-sulfo-benzophenon
Conditions | Yield |
---|---|
With sodium hydroxide Heating; |
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
5-benzoyl-4-hydroxy-2-methoxy-benzenesulfonyl chloride
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
Conditions | Yield |
---|---|
Stage #1: 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid With sodium hydrogencarbonate In 1-methoxy-2-propanol; water Stage #2: 2-[2-[2-chloro-3-[(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)ethylidene]-1-cyclohexen-1-yl]ethenyl]-1,3,3-trimethyl-3H-indolium bromide In 1-methoxy-2-propanol; water at 20℃; for 2.16667h; In the dark; |
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
3-nitro-aniline
1-[2-hydroxy-4-methoxy-5-(3-nitrophenylazo)phenyl]-1-phenylmethanone
Conditions | Yield |
---|---|
Stage #1: 3-nitro-aniline With hydrogenchloride In water at 70℃; for 0.5h; Stage #2: With sodium nitrite In water at 0 - 5℃; Stage #3: 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid regioselective reaction; Further stages; | 10.73 %Chromat. |
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
2-nitro-aniline
1-[2-hydroxy-4-methoxy-5-(2-nitrophenylazo)phenyl]-1-phenylmethanone
Conditions | Yield |
---|---|
Stage #1: 2-nitro-aniline With hydrogenchloride In water at 70℃; for 0.5h; Stage #2: With sodium nitrite In water at 0 - 5℃; Stage #3: 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid regioselective reaction; Further stages; | 5.14 %Chromat. |
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
2,4-Dinitroanilin
C20H14N4O7
Conditions | Yield |
---|---|
Stage #1: 2,4-Dinitroanilin With sulfuric acid; sodium nitrite at 0 - 70℃; Stage #2: 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid With sodium carbonate In ethanol at -20℃; for 2.5h; pH=8 - 9; Stage #3: With hydrogenchloride In ethanol; water pH=3; regioselective reaction; | 9.9 %Chromat. |
4-trifluoromethylphenylamine
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
C21H15F3N2O3
Conditions | Yield |
---|---|
Stage #1: 4-trifluoromethylphenylamine With hydrogenchloride; sodium nitrite In water at 0 - 5℃; Stage #2: 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid With sodium carbonate In ethanol; water at -20℃; for 2.5h; pH=8 - 9; Stage #3: With hydrogenchloride In ethanol; water pH=3; regioselective reaction; | 13.2 %Chromat. |
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4-nitro-aniline
1-[2-hydroxy-4-methoxy-5-(4-nitrophenylazo)phenyl]-1-phenylmethanone
Conditions | Yield |
---|---|
Stage #1: 4-nitro-aniline With hydrogenchloride In water at 70℃; for 0.5h; Stage #2: With sodium nitrite In water at 0 - 5℃; Stage #3: 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid Temperature; Solvent; regioselective reaction; Further stages; | 43.94 %Chromat. |
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
Conditions | Yield |
---|---|
In water; acetonitrile Photolysis; Inert atmosphere; |
Conditions | Yield |
---|---|
With sulfuric acid; water at 110℃; for 5h; Temperature; Reagent/catalyst; | 85.95 g |
(E)-3-phenylacrylic acid
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
water
sodium hydroxide
Conditions | Yield |
---|---|
Stage #1: (E)-3-phenylacrylic acid; 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid; water; sodium hydroxide at 80℃; Inert atmosphere; Stage #2: magnesium(II) nitrate hexahydrate; zinc(II) nitrate hexahydrate; aluminum nitrate hexahydrate; water at 20℃; for 0.666667h; Inert atmosphere; Stage #3: (E)-3-phenylacrylic acid With sodium hydroxide at 95℃; for 12h; pH=Ca. 6.62; Inert atmosphere; |
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
water
sodium hydroxide
Conditions | Yield |
---|---|
Stage #1: 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid; water; sodium hydroxide at 80℃; Inert atmosphere; Stage #2: magnesium(II) nitrate hexahydrate; zinc(II) nitrate hexahydrate; aluminum nitrate hexahydrate; water at 20℃; for 0.666667h; Inert atmosphere; Stage #3: With sodium hydroxide at 95℃; for 12h; pH=Ca. 6.62; Inert atmosphere; |
Molecular structure of Sulisobenzone (CAS NO.4065-45-6) is:
Product Name: Sulisobenzone
CAS Registry Number: 4065-45-6
IUPAC Name: 5-benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid
Molecular Weight: 308.30648 [g/mol]
Molecular Formula: C14H12O6S
XLogP3-AA: 2.2
H-Bond Donor: 2
H-Bond Acceptor: 6
EINECS: 223-772-2
Melting Point: 170 °C
Surface Tension: 59.7 dyne/cm
Density: 1.449 g/cm3
Product Categories: Industrial/Fine Chemicals;Aromatic Benzophenones & Derivatives (substituted);Organic acids
Sulisobenzone (CAS NO.4065-45-6) can be used in some sunscreens which protects the skin from damage by UVB and short-wave UVA ultraviolet light.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LD50 | oral | 3530mg/kg (3530mg/kg) | Journal of the American College of Toxicology. Vol. 2(5), Pg. 35, 1983. |
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39-36/37/39-27
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S27:Take off immediately all contaminated clothing.
WGK Germany: 1
RTECS: DB5044300
Sulisobenzone , its cas register number is 4065-45-6. It also can be called 2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid ; 2-Benzoyl-5-methoxy-1-phenol-4-sulfonic acid ; Spectra-Sorb UV 284 ; Uvistat 1121 ; 1-Phenol-4-sulfonic acid, 2-benzoyl-5-methoxy- (6CI) ; 5-Benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid .It is a white to yellowish powder.
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