Product Name

  • Name

    2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid

  • EINECS 223-772-2
  • CAS No. 4065-45-6
  • Article Data14
  • CAS DataBase
  • Density 1.449 g/cm3
  • Solubility 300.92g/L at 25℃
  • Melting Point 170 °C
  • Formula C14H12O6S
  • Boiling Point 0°C
  • Molecular Weight 308.312
  • Flash Point 0°C
  • Transport Information
  • Appearance white to yellowish powder
  • Safety 26-36-37/39-36/37/39-27
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 4065-45-6 (2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid)
  • Hazard Symbols IrritantXi
  • Synonyms 1-Phenol-4-sulfonicacid, 2-benzoyl-5-methoxy- (6CI);2-Hydroxy-4-methoxy-5-sulfobenzophenone;2-Methoxy-4-hydroxy-5-benzoylbenzenesulfonic acid;3-Benzoyl-4-hydroxy-6-methoxybenzenesulfonic acid;5-Benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid;Benzophenone 4;Escalol 577;MS 40;NSC 60584;Seesorb 101S;Spectra-Sorb UV 284;Sulisobenzone;
  • PSA 109.28000
  • LogP 2.95930

Synthetic route

Benzophenone-3
131-57-7

Benzophenone-3

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

Conditions
ConditionsYield
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;
4-benzoyloxy-2-methoxybenzenesulfonic acid

4-benzoyloxy-2-methoxybenzenesulfonic acid

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

Conditions
ConditionsYield
In methanol at 35℃; for 0.333333h; UVB irradiation;
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

chlorobenzene
108-90-7

chlorobenzene

C14H11O6S(1-)*C18H12Cl3S(1+)
817203-48-8

C14H11O6S(1-)*C18H12Cl3S(1+)

Conditions
ConditionsYield
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
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

3,5-dichloro-2-hydroxy-4-methoxybenzophenone
158547-83-2

3,5-dichloro-2-hydroxy-4-methoxybenzophenone

Conditions
ConditionsYield
With trichloroisocyanuric acid; sodium hydrogencarbonate In water33%
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

5-benzoyl-3-chloro-4-hydroxy-2-methoxybenzenesulfonic acid
1631050-95-7

5-benzoyl-3-chloro-4-hydroxy-2-methoxybenzenesulfonic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hypochlorite In water for 2h; Cooling with ice;18%
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

diethyl dicarbonate
1609-47-8

diethyl dicarbonate

2--4-methoxy-5-sulfo-benzophenon
19337-04-3

2--4-methoxy-5-sulfo-benzophenon

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

dimethyl sulfate
77-78-1

dimethyl sulfate

sodium 2,4-dimethoxy-5-benzoylbenzenesulfonate

sodium 2,4-dimethoxy-5-benzoylbenzenesulfonate

Conditions
ConditionsYield
With sodium hydroxide Heating;
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

5-benzoyl-4-hydroxy-2-methoxy-benzenesulfonyl chloride
121715-18-2

5-benzoyl-4-hydroxy-2-methoxy-benzenesulfonyl chloride

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

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

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

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, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid salt

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, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid salt

Conditions
ConditionsYield
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
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

3-nitro-aniline
99-09-2

3-nitro-aniline

1-[2-hydroxy-4-methoxy-5-(3-nitrophenylazo)phenyl]-1-phenylmethanone
1243203-31-7

1-[2-hydroxy-4-methoxy-5-(3-nitrophenylazo)phenyl]-1-phenylmethanone

Conditions
ConditionsYield
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
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

2-nitro-aniline
88-74-4

2-nitro-aniline

1-[2-hydroxy-4-methoxy-5-(2-nitrophenylazo)phenyl]-1-phenylmethanone
1243203-29-3

1-[2-hydroxy-4-methoxy-5-(2-nitrophenylazo)phenyl]-1-phenylmethanone

Conditions
ConditionsYield
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
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

2,4-Dinitroanilin
97-02-9

2,4-Dinitroanilin

C20H14N4O7
1446786-84-0

C20H14N4O7

Conditions
ConditionsYield
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
455-14-1

4-trifluoromethylphenylamine

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

C21H15F3N2O3
1446786-85-1

C21H15F3N2O3

Conditions
ConditionsYield
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
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

4-nitro-aniline
100-01-6

4-nitro-aniline

1-[2-hydroxy-4-methoxy-5-(4-nitrophenylazo)phenyl]-1-phenylmethanone
1243203-30-6

1-[2-hydroxy-4-methoxy-5-(4-nitrophenylazo)phenyl]-1-phenylmethanone

Conditions
ConditionsYield
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
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

C14H11O6S

C14H11O6S

Conditions
ConditionsYield
In water; acetonitrile Photolysis; Inert atmosphere;
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

Benzophenone-3
131-57-7

Benzophenone-3

Conditions
ConditionsYield
With sulfuric acid; water at 110℃; for 5h; Temperature; Reagent/catalyst;85.95 g
magnesium(II) nitrate hexahydrate

magnesium(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

aluminum nitrate hexahydrate

aluminum nitrate hexahydrate

(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

water
7732-18-5

water

sodium hydroxide
1310-73-2

sodium hydroxide

Mg0.499Zn0.221Al0.280(OH)2(cinnamate)0.140(2-hydroxy-4-methoxybenzophenone-5-sulphonate)0.140*1.06H2O

Mg0.499Zn0.221Al0.280(OH)2(cinnamate)0.140(2-hydroxy-4-methoxybenzophenone-5-sulphonate)0.140*1.06H2O

Conditions
ConditionsYield
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;
magnesium(II) nitrate hexahydrate

magnesium(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

aluminum nitrate hexahydrate

aluminum nitrate hexahydrate

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
4065-45-6

2-hydroxy-4-methoxybenzophenone-5-sulfonic acid

water
7732-18-5

water

sodium hydroxide
1310-73-2

sodium hydroxide

Mg0.465Zn0.245Al0.291(OH)2(2-hydroxy-4-methoxybenzophenone-5-sulphonate)0.291*1.28H2O

Mg0.465Zn0.245Al0.291(OH)2(2-hydroxy-4-methoxybenzophenone-5-sulphonate)0.291*1.28H2O

Conditions
ConditionsYield
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;

2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid Chemical Properties

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

2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid Uses

 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.

2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid Toxicity Data With Reference

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.

2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid Safety Profile

Hazard Codes: IrritantXi
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

2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid Specification

 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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