Oxybenzone supplier | CasNO.131-57-7

Name
Oxybenzone
EINECS 205-031-5
CAS No. 131-57-7
Article Data60
CAS DataBase
Density 1.201 g/cm³
Solubility water: <0.1 g/100 mL at 20 °C
Melting Point 62-64 °C(lit.)
Formula C₁₄H₁₂O₃
Boiling Point 370.3 °C at 760 mmHg
Molecular Weight 228.247
Flash Point 140.5 °C
Transport Information
Appearance white to light yellow crystalline powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Ultraviolet absorbent UV-9;2-Hydroxy-4-methoxy benzophenone(UV9);Uvinul 9;Sunscreen UV-15;UV 9;2-Hydroxy-4-methoxybenzophenone;Usaf cy-9;Aduvex 24;MOB;UF 3;ASL 24;Oxybenzon;Methanone,(2-hydroxy-4-methoxyphenyl)- phenyl-;Benzophenone, 2-hydroxy-4-methoxy-;Ongrostab HMB;Chimassorb 90;4-Methoxy-2-hydroxybenzophenone;Advastab 45;Sumisorb 110;Seesorb 101;Oxybenzone,131-57-7;UV-9 / BP-3;Methanone, (2-hydroxy-4-methoxyphenyl)phenyl-;2-hydroxyl-4-methylbenzophenone;
PSA 46.53000
LogP 2.63180

Synthetic route

: 926236-29-5
2-hydroxy-4-methoxybenzhydrol

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
With bismuth (III) nitrate pentahydrate; cellulose supported copper(0); oxygen In acetonitrile at 60℃; for 0.5h;	97%
With triethylamine; pyridinium chlorochromate In dichloromethane at 20℃;

: 131-56-6
2,4-dihydroxybenzophenone

: 616-38-6
carbonic acid dimethyl ester

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
With sodium carbonate at 160 - 170℃; for 10h;	94%
With tetrabutylammomium bromide; sodium carbonate In methanol at 170 - 175℃; under 22502.3 - 30003 Torr; Temperature; Reagent/catalyst; Pressure; Large scale;	86.1%

: 131-56-6
2,4-dihydroxybenzophenone

: 74-87-3
methylene chloride

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
With tetrabutyl-ammonium chloride; sodium carbonate In tert-butyl methyl ether; water; chlorobenzene at 100℃; under 2250.23 Torr; for 2h; Temperature; Solvent; Reagent/catalyst; Pressure; Autoclave;	91%

: 3555-84-8
2,4-dimethoxybenzophenone

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
With beryllium(II) chloride In toluene for 3h; Heating;	90%
With boron trichloride In dichloromethane at 0℃; Inert atmosphere;
With aluminum (III) chloride In dichloromethane at 20℃;

: 98-88-4
benzoyl chloride

: 151-10-0
1,3-Dimethoxybenzene

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
With aluminium trichloride In 1,2-dichloro-ethane 1) 0-5 deg C -> r.t., 2 h 2) reflux, 1h;	85%
With aluminium trichloride; zinc(II) chloride

: 150-19-6
O-methylresorcine

: 98-88-4
benzoyl chloride

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
boron trichloride In benzene for 10h; Heating;	85%

: C14H12O6S

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; triphenylphosphine In tetrahydrofuran at 25℃; for 8h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;	85%

: N-(3-methoxyphenoxy)acetamide

: 611-73-4
Benzoylformic acid

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; silver carbonate In N,N-dimethyl-formamide at 120℃; for 24h; Sealed tube;	82%

: 123-73-9
trans-Crotonaldehyde

: 42059-56-3
7-methoxy-3-formylchromone

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
With piperidine In ethanol at 80℃; Green chemistry;	82%

: 131-56-6
2,4-dihydroxybenzophenone

: 74-88-4
methyl iodide

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 0 - 20℃; for 17h;	81%
With caesium carbonate In acetonitrile at 0 - 20℃;

: 150-19-6
O-methylresorcine

: 36967-85-8
benzoyl triflate

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
at 100℃; for 22h; Friedel-Crafts Acylation; Glovebox;	80%

: 591-50-4
iodobenzene

: 201230-82-2
carbon monoxide

: 1068155-43-0
C7H9BO4

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
With potassium carbonate at 100℃; under 2250.23 Torr; for 8h; Catalytic behavior; Suzuki-Miyaura Coupling; Autoclave;	74%

...Expand

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 98-80-6
phenylboronic acid

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper(I) bromide In tert-Amyl alcohol at 130℃; for 24h; Sealed tube; chemoselective reaction;	70%

: 150-19-6
O-methylresorcine

: 100-52-7
benzaldehyde

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
With [(C6H6)(PCy3)(CO)RuH]+*BF4−; potassium carbonate; triphenylphosphine In chlorobenzene at 110℃; for 12h; Kinetics; Reagent/catalyst; Schlenk technique; regioselective reaction;	47%

: 4-(3-hydroxy-6-methoxy-2,3-diphenyl-2,3-dihydrobenzofuran-2-yl)-benzoic acid

A: 131-57-7
Benzophenone-3

B: 611-95-0
4-carboxybenzophenone

Conditions

Conditions	Yield
With air In water; acetonitrile for 1h; Solvent; Irradiation;	A 21.1% B 21.7%

: 129103-79-3
Benzoic acid 2-iodo-5-methoxy-phenyl ester

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; diethyl ether; hexane at -70℃; for 2h;	16%

: 3555-84-8
2,4-dimethoxybenzophenone

A: 131-56-6
2,4-dihydroxybenzophenone

B: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
With carbon disulfide; aluminium trichloride

: 3-(2-benzoyl-5-methoxy-phenoxy)-propionic acid

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
With sodium hydroxide

: 98-88-4
benzoyl chloride

: 151-10-0
1,3-Dimethoxybenzene

A: 131-57-7
Benzophenone-3

B: 3555-84-8
2,4-dimethoxybenzophenone

Conditions

Conditions	Yield
With mercury dichloride

...Expand

: 131-56-6
2,4-dihydroxybenzophenone

: 77-78-1
dimethyl sulfate

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
With methanol; sodium hydroxide

: 10386-53-5
3-(2-hydroxy-4-methoxyphenyl)-3-phenyl allyl alcohol

A: 131-57-7
Benzophenone-3

B: 109620-06-6
(Z)-3-(2-Hydroxy-4-methoxy-phenyl)-3-phenyl-propenal

Conditions

Conditions	Yield
With air; rose bengal In tetrachloromethane for 48h; Irradiation;

: 98-88-4
benzoyl chloride

: 151-10-0
1,3-Dimethoxybenzene

mercury (II)-chloride: mercury (II)-chloride

A: 131-57-7
Benzophenone-3

B: 3555-84-8
2,4-dimethoxybenzophenone

Conditions

Conditions	Yield
at 100℃;

...Expand

: 65-85-0
benzoic acid

metaphosphoric acid: metaphosphoric acid

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / PPA / 8 h / 90 °C 2: 90 percent / BeCl2 / toluene / 3 h / Heating View Scheme

: 151-10-0
1,3-Dimethoxybenzene

metahemipinic acid anhydride: metahemipinic acid anhydride

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / PPA / 8 h / 90 °C 2: 90 percent / BeCl2 / toluene / 3 h / Heating View Scheme

: 98-88-4
benzoyl chloride

O5-benzoyl-O1,O2-isopropyliden-β-D-arabinofuranose: O5-benzoyl-O1,O2-isopropyliden-β-D-arabinofuranose

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine 2: 16 percent / n-butyllithium / tetrahydrofuran; diethyl ether; hexane / 2 h / -70 °C View Scheme

: 65-85-0
benzoic acid

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: (COCl)2, DMF / tetrahydrofuran 2: pyridine 3: 16 percent / n-butyllithium / tetrahydrofuran; diethyl ether; hexane / 2 h / -70 °C View Scheme
Multi-step reaction with 2 steps 1: iodine; carbon monoxide / 1,2-dichloro-ethane / 24 h / 20 °C / 3040.2 Torr / Sealed tube 2: 22 h / 100 °C / Glovebox View Scheme

: 98-07-7
Benzotrichlorid

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous ethanol / und Eintragen des Reaktionsgemisches in heisses Wasser 2: aq. NaOH solution; methanol View Scheme

: 108-46-3
recorcinol

: 131-57-7
Benzophenone-3

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous ethanol / und Eintragen des Reaktionsgemisches in heisses Wasser 2: aq. NaOH solution; methanol View Scheme

: 131-57-7
Benzophenone-3

: 74-89-5
methylamine

: 894079-19-7
5-methoxy-2-[(methylimino)(phenyl)methyl]phenol

Conditions

Conditions	Yield
at 20℃; for 23h; Neat (no solvent);	100%

: 131-57-7
Benzophenone-3

: 1730-25-2
allylmagnesium bromide

: 1285538-94-4
2-(1-hydroxy-1-phenylbut-3-enyl)-5-methoxyphenol

Conditions

Conditions	Yield
Stage #1: Benzophenone-3; allylmagnesium bromide In tetrahydrofuran at 0 - 20℃; Grignard reaction; Inert atmosphere; Stage #2: With water In tetrahydrofuran at 0℃; for 0.0833333h;	100%

: 131-57-7
Benzophenone-3

: 5394-63-8
2,2,6-trimethyl-4H-1,3-dioxin-4-one

: 93655-48-2
3-acetyl-7-methoxy-4-phenylcoumarin

Conditions

Conditions	Yield
In decalin for 12h; Solvent; Reflux;	100%

: 131-57-7
Benzophenone-3

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

Conditions

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;

: 54187-96-1
1-(chloromethyl)-1H-benzotriazole

: 131-57-7
Benzophenone-3

: 360782-11-2
[2-(1-benzotriazol-1-ylmethoxy)-4-methoxyphenyl](phenyl)methanone

Conditions

Conditions	Yield
Stage #1: Benzophenone-3 With sodium hydroxide In ethanol at 20℃; for 5h; Stage #2: 1-(chloromethyl)-1H-benzotriazole In N,N-dimethyl-formamide at 70℃; for 12h; Further stages.;	98%

: 131-57-7
Benzophenone-3

: 3536-96-7
vinylmagnesium chloride

: 139437-02-8
1-(2'-hydroxy-4'-methoxyphenyl)-1-phenylprop-2-en-1-ol

Conditions

Conditions	Yield
In tetrahydrofuran at -78 - 20℃; for 0.5h; Inert atmosphere;	98%

: 131-57-7
Benzophenone-3

: 106-95-6
allyl bromide

: 13080-78-9
(2-(allyloxy)-4-methoxyphenyl)(phenyl)methanone

Conditions

Conditions	Yield
With potassium carbonate	97%
With potassium carbonate In acetone at 50℃;	80%

: 131-57-7
Benzophenone-3

: 111098-56-7
1-(benzotriazol-1-yl)-1-chloroethane

: 360782-12-3
[2-(1-benzotriazol-1-ylethoxy)-4-methoxyphenyl](phenyl)methanone

Conditions

Conditions	Yield
Stage #1: Benzophenone-3 With sodium hydroxide In ethanol at 20℃; for 5h; Stage #2: 1-(benzotriazol-1-yl)-1-chloroethane In N,N-dimethyl-formamide at 70℃; for 12h; Further stages.;	97%

: 131-57-7
Benzophenone-3

: 1779-49-3
Methyltriphenylphosphonium bromide

: 161459-35-4
5-methoxy-2-(1-phenylethenyl)phenol

Conditions

Conditions	Yield
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: Benzophenone-3 In tetrahydrofuran at 0 - 60℃; for 12.5h; Inert atmosphere;	96%
Stage #1: Methyltriphenylphosphonium bromide With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1h; Inert atmosphere; Schlenk technique; Stage #2: Benzophenone-3 In tetrahydrofuran; mineral oil at 0 - 20℃; Inert atmosphere; Schlenk technique;

: 5271-67-0
2-Thiophenecarbonyl chloride

: 131-57-7
Benzophenone-3

: C19H14O4S

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 3h; Cooling with ice;	96%

: 131-57-7
Benzophenone-3

: 845266-67-3
2-[imino(phenyl)methyl]-5-methoxyphenol

Conditions

Conditions	Yield
With ammonia In methanol at 20℃; Sealed tube;	94%
With ammonia In methanol at 20℃; for 2h; Inert atmosphere;

: 131-57-7
Benzophenone-3

: 141-43-5
ethanolamine

: C16H17NO3

Conditions

Conditions	Yield
at 120℃; for 0.166667h; Schlenk technique;	94%

: 131-57-7
Benzophenone-3

: 874-60-2
4-methyl-benzoyl chloride

: C22H18O4

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 3h; Cooling with ice;	94%

: 4870-65-9
2-bromophenylacetic acid

: 131-57-7
Benzophenone-3

: 102260-77-5
(2-benzoyl-5-methoxyphenoxy)phenylacetic acid

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran Heating;	93%

: 131-57-7
Benzophenone-3

: 372-09-8
cyanoacetic acid

: 56822-14-1
7-methoxy-2-oxo-4-phenyl-2H-chromene-3-carbonitrile

Conditions

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In acetic acid butyl ester; ethyl acetate at 120℃; Perkin condensation;	93%

: 131-57-7
Benzophenone-3

: 244768-32-9
4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile

: 1448695-89-3
4-{4-[2-benzoyl-5-methoxyphenoxy]pyrimidin-2-ylamino}benzonitrile

Conditions

Conditions	Yield
Stage #1: Benzophenone-3 With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	92.9%

: 131-57-7
Benzophenone-3

: 105-36-2
ethyl bromoacetate

: 58468-41-0
(2-Benzoyl-5-methoxy-phenoxy)-acetic acid ethyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetone for 96h; Heating;	92%
With sodium hydride 1.) DMF, 1 h, 2.) DMF, 70 deg C, 16 h; Multistep reaction;

: 131-57-7
Benzophenone-3

: 107-15-3
ethylenediamine

: C30H28N2O4

Conditions

Conditions	Yield
In isopropyl alcohol for 6h; Heating;	92%

: 27757-85-3
2-Aminomethylthiophene

: 131-57-7
Benzophenone-3

: C19H17NO2S

Conditions

Conditions	Yield
In ethanol at 20℃; for 5h;	92%

: 131-57-7
Benzophenone-3

: 111-41-1
2-(2-Aminoethylamino)ethanol

: C18H22N2O3

Conditions

Conditions	Yield
In methanol for 6h; Reflux;	92%
In methanol; ethanol for 12h; Reflux;

: 373-53-5
fluoroiodomethane

: 131-57-7
Benzophenone-3

: [2-(fluoromethoxy)-4-methoxyphenyl](phenyl)methanone

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 20℃; for 6h; chemoselective reaction;	92%

: 292638-84-7
styrene

: 131-57-7
Benzophenone-3

: (E)-(2-hydroxy-4-methoxyphenyl)(2-styrylphenyl)methanone

Conditions

Conditions	Yield
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate In 1,2-dichloro-ethane at 60℃; for 12h; Green chemistry;	92%

: 131-57-7
Benzophenone-3

: 2015-09-0
3-(phenylthio)propylamine

: 1429330-67-5
C23H23NO2S

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	91%

: 527-69-5
2-furancarbonyl chloride

: 131-57-7
Benzophenone-3

: C19H14O5

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 3h; Cooling with ice;	91%

: 131-57-7
Benzophenone-3

: 873-55-2
sodium benzenesulfonate

: 2-benzoyl-5-methoxyphenyl benzenesulfonate

Conditions

Conditions	Yield
In water; acetonitrile at 20℃; for 2h; Electrochemical reaction;	91%

: 1458-98-6
2-methyl-3-bromo-1-propene

: 131-57-7
Benzophenone-3

: 13080-79-0
[4-Methoxy-2-(2-methyl-allyloxy)-phenyl]-phenyl-methanone

Conditions

Conditions	Yield
With potassium carbonate In acetone for 2h; Inert atmosphere; Reflux;	90%
With potassium carbonate	85%

Oxybenzone Standards and Recommendations

ASSAY: 98.0%
MELTING POINT: 60 ^oC min
COLOR: 5 max (10% sol.)

Oxybenzone Specification

1.Introduction of Oxybenzone

Oxybenzone, with its CAS NO 131-57-7, is a kind of white or light yellow crystalline powder. It has synonyms of Ultraviolet absorbent UV-9;2-Hydroxy-4-methoxy benzophenone(UV9);Uvinul 9;Sunscreen UV-15;UV 9;2-Hydroxy-4-methoxybenzophenone;Methanone,(2-hydroxy-4-methoxyphenyl)- phenyl- and Benzophenone, 2-hydroxy-4-methoxy-. Oxybenzone should be stored in shady and cool warehouse and mainly used as cosmetic raw materials.

2.Structure descriptors of Oxybenzone

IUPAC Name: (2-hydroxy-4-methoxyphenyl)-phenylmethanone

InChI: InChI=1S/C14H12O3/c1-17-11-7-8-12(13(15)9-11)14(16)10-5-3-2-4-6-10/h2-9,
15H,1H3

InChIKey: DXGLGDHPHMLXJC-UHFFFAOYSA-N

Canonical SMILES : COC1=CC(=C(C=C1)C(=O)C2=CC=CC=C2)O

3.Biomedical effects of Oxybenzone

Oxybenzone is a commonly used, chemical UV-absorber. It has been used for many years to protect against UV-radiation. Previous studies have shown that BZ-3 penetrates the skin, and it can be found in urine, feces, and blood. In this study /the authors/ examined the percutaneous absorption of BZ-3. The amount of BZ-3 absorbed was measured in urine, as experimental studies in the rat have shown that urine is the major route of excretion. Eleven volunteers applied the recommended amount of a commercially available sunscreen and urine samples were collected during a 48-hr period after application. The average total amount excreted was 11 mg, median 9.8 mg, which is approximately 0.4% of the applied amount of BZ-3. Some of the volunteers still excreted BZ-3 48 hr after application. It is evident that BZ-3 undergoes conjugation in the body to make it water soluble. However, we do not know at what age the ability to conjugate is fully developed, and therefore for children physical filters such as titanium dioxide and/or zinc oxide might still be considered a more appropriate sunscreen component.

4.Toxicity data of oxybenzone

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD50	intraperitoneal	300mg/kg (300mg/kg)	National Technical Information Service. Vol. AD277-689,
rat	LD50	oral	7400mg/kg (7400mg/kg)	Journal of the American College of Toxicology. Vol. 2(5), Pg. 35, 1983.

Product Name

Oxybenzone

Synthetic route

Oxybenzone Standards and Recommendations

Oxybenzone Specification

Related Products

Hot Products