2,4-Dihydroxybenzophenone supplier

Name
2,4-Dihydroxybenzophenone
EINECS 205-029-4
CAS No. 131-56-6
Article Data90
CAS DataBase
Density 1.302 g/cm³
Solubility insoluble in water
Melting Point 144.5-147 °C(lit.)
Formula C₁₃H₁₀O₃
Boiling Point 409 °C at 760 mmHg
Molecular Weight 214.221
Flash Point 215.3 °C
Transport Information
Appearance yellow crystalline powder
Safety 26-37/39
Risk Codes 26-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2,4-dihydroxybenzophanene (UV adsorbent);UV absorbers BP-1;UV 0;Sunsafe-BP1 (2,4-Dihydroxy Benzophenone);Methanone, (2,4-dihydroxyphenyl)phenyl-;UV－0;Methanone,(2,4-dihydroxyphenyl)phenyl-;Inhibitor DHBP;UF 1;Uvinol 400;Seesorb 100;Uvistat 12;(2,4-dihydroxyphenyl)-phenyl-methanone;Benzophenone, 2,4-dihydroxy-;Aduvex 12;Uvinul 3000;Uvinul M 400;Syntase 100;2,4-Hydroxybenzophenone;Quansorb-1;Benzophenone-1 (UV-0);2,4-DihydroxyBenzophenone(Benzophenone-1);
PSA 57.53000
LogP 2.32880

Synthetic route

: 98-07-7
Benzotrichlorid

: 108-46-3
recorcinol

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With ethanol; water at 60 - 80℃; for 9h; Temperature; Green chemistry;	99%
With water In ethanol at 40 - 50℃; for 4h; Temperature; Large scale;	97.6%
With ethanol und Eintragen des Reaktionsgemisches in heisses Wasser;

: 65-85-0
benzoic acid

: 108-46-3
recorcinol

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With phosphotungstic acid In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; for 5h; Catalytic behavior; Temperature; Friedel-Crafts Acylation;	99%
With aluminum oxide; methanesulfonic acid at 140℃; for 0.5h;	85%
With bismuth(lll) trifluoromethanesulfonate In neat (no solvent) at 180℃; for 0.5h; Friedel-Crafts Acylation; Microwave irradiation; chemoselective reaction;	85%

: 98-88-4
benzoyl chloride

: 108-46-3
recorcinol

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With aluminum (III) chloride In chlorobenzene at 90℃;	97.1%
With zinc at 50 - 52℃; for 0.0152778h; Friedel-Crafts acylation; microwave irradiation;	70%

: 93-97-0
benzoic acid anhydride

: 108-46-3
recorcinol

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With 5% CeO2 doped HZSM-5 zeolite In ethanol at 73℃; for 4h; Concentration; Reagent/catalyst; Green chemistry;	96.58%
With sulfuric acid at 130℃;

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 71-43-2
benzene

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
Stage #1: benzene With polymer-supported phenyliodine(III) diacetate; sulfuric acid In acetic acid at 20℃; for 60h; Substitution; Stage #2: 2,4-Dihydroxybenzaldehyde With sodium carbonate; lithium chloride; palladium dichloride In N,N-dimethyl-formamide at 60 - 70℃; for 4.5h; Substitution;	67%

: 1483-73-4
diphenyliodonium bromide

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With sodium carbonate; lithium chloride; palladium dichloride In N,N-dimethyl-formamide at 60℃; for 4h; Arylation;	52%

: 75697-71-1
2,4-diacetoxybenzophenone

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

B: 2-acetoxy-4-hydroxybenzophenone

Conditions

Conditions	Yield
With Candida cylindracea lipase In di-isopropyl ether; butan-1-ol at 28 - 30℃; for 40h;	A 50% B 35%

: 93-99-2
benzoic acid phenyl ester

: 108-46-3
recorcinol

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In benzene for 3h; crossover Friess rearrangement; Heating;	40%

: 108-46-3
recorcinol

: 848417-68-5
3,6-dibenzoyloxy-1,2-pyridazine

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With zinc(II) chloride at 120 - 130℃; for 7h;	35%

: 120-80-9
benzene-1,2-diol

: 65-85-0
benzoic acid

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With zinc(II) chloride; trichlorophosphate at 65℃; for 3h;	30%

: 3555-84-8
2,4-dimethoxybenzophenone

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With aluminum tri-bromide; benzene

: 55-21-0
benzamide

: 108-46-3
recorcinol

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With zinc(II) chloride; trichlorophosphate at 130 - 140℃;

: 98-88-4
benzoyl chloride

: 108-46-3
recorcinol

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

B: 94-01-9
resorcinol dibenzoate

Conditions

Conditions	Yield
With carbon disulfide; aluminium trichloride

...Expand

: 100-47-0
benzonitrile

: 108-46-3
recorcinol

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With hydrogenchloride; diethyl ether; zinc(II) chloride und Kochen des entstandenen Ketimidhydrochlorids mit Wasser;
Darstellung durch Kondensation und nachfolgende Hydrolyse nach Hoesch;

: 4903-36-0
N-phenyl-benzimidoyl chloride

: 108-46-3
recorcinol

A: 93-98-1
N-phenyl benzoyl amide

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

Conditions

Conditions	Yield
Verseifen des Reaktionsprodkts mit warmer verduennter Salzsaeure;

...Expand

: 4903-36-0
N-phenyl-benzimidoyl chloride

: 108-46-3
recorcinol

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
at 100℃; und nachfolgendes Erwaermen mit verd.Salzsaeure;

: 93-98-1
N-phenyl benzoyl amide

: 108-46-3
recorcinol

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With zinc(II) chloride; trichlorophosphate at 130 - 140℃;

: 93-89-0
benzoic acid ethyl ester

: 108-46-3
recorcinol

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With zinc(II) chloride at 140℃;

: 75697-71-1
2,4-diacetoxybenzophenone

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With water; trifluoroacetic acid at 65℃; for 2h;	54 % Spectr.
With water; trifluoroacetic acid at 65℃; Rate constant;

: 55-21-0
benzamide

: 5435-44-9, 22243-66-9
(E)-3-Ureido-but-2-enoic acid ethyl ester

: 108-46-3
recorcinol

: 10025-87-3, 12599-09-6, 63736-95-8
trichlorophosphate

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
at 140℃;

...Expand

resorcinolbenzein: resorcinolbenzein

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

B: 101937-13-7
9-phenyl-9H-xanthene-3,6-diol

Conditions

Conditions	Yield
With potassium hydroxide

: 7282-86-2
6-hydroxy-9-phenyl-3H-xanthen-3-one

alcoholic potash: alcoholic potash

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

B 3.6-dioxy-9-phenyl-xanthene: 3.6-dioxy-9-phenyl-xanthene

...Expand

: 7732-18-5
water

: 98-07-7
Benzotrichlorid

: 108-46-3
recorcinol

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

B resorcinolbenzein: resorcinolbenzein

...Expand

: 65-85-0
benzoic acid

: 108-46-3
recorcinol

ZnCl2: ZnCl2

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

B resorcinolbenzein: resorcinolbenzein

Conditions

Conditions	Yield
at 160℃;

...Expand

1.3-dibenzoyloxy-benzene: 1.3-dibenzoyloxy-benzene

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With aluminium trichloride at 180℃;

2.4-dioxy-benzophenon-anil: 2.4-dioxy-benzophenon-anil

: 131-56-6
2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With hydrogenchloride

: 133-89-1
UDP-glucose

: 131-56-6
2,4-dihydroxybenzophenone

: C19H20O8

Conditions

Conditions	Yield
With C-glycosyltransferase from Mangifera indica In methanol at 40℃; for 12h; pH=6.6; Enzymatic reaction;	100%

: 131-56-6
2,4-dihydroxybenzophenone

: 106-95-6
allyl bromide

: 2549-87-3
2-hydroxy-4-prop-2-enyloxybenzophenone

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 60℃; for 6h;	98%
With potassium carbonate; potassium iodide In acetone for 4h; Heating;

: 131-56-6
2,4-dihydroxybenzophenone

: 1425968-55-3
3-(tosyloxy)benzyl alcohol

: 2,4-bis[3'-(tosyloxy)benzyloxy]benzophenone

Conditions

Conditions	Yield
With potassium carbonate In acetone at 60℃; for 24h;	98%

: 5036-48-6
3-(1H-imidazol-1-yl)propan-1-amine

: 131-56-6
2,4-dihydroxybenzophenone

: 1334482-81-3
C19H19N3O2

Conditions

Conditions	Yield
In toluene for 17.5h; Inert atmosphere; Reflux;	97.7%

: 50-00-0
formaldehyd

: 131-56-6
2,4-dihydroxybenzophenone

chitosan hydrochloride SC12181, DDA 80%, Mw 9 kDa, Mn 2 kDa: chitosan hydrochloride SC12181, DDA 80%, Mw 9 kDa, Mn 2 kDa

N-((2,6-dihydroxy-3-benzoyl)phenyl)methylated chitosan DS 0.4: N-((2,6-dihydroxy-3-benzoyl)phenyl)methylated chitosan DS 0.4

Conditions

Conditions	Yield
Stage #1: formaldehyd; chitosan hydrochloride SC12181, DDA 80%, Mw 9 kDa, Mn 2 kDa In water at 65℃; for 1h; Stage #2: 2.4-dihydroxybenzophenone In methanol; water at 65℃; for 24h;	96%

...Expand

: 131-56-6
2,4-dihydroxybenzophenone

: 6018-89-9
nickel(II) acetate tetrahydrate

: 109-76-2
Trimethylenediamine

: N,N'-bis-(4-(hydroxybenzophenylidene))-1,3-propylenediaminenickel(II)

Conditions

Conditions	Yield
Stage #1: 2.4-dihydroxybenzophenone; Trimethylenediamine In methanol for 24h; Reflux; Stage #2: nickel(II) acetate tetrahydrate In methanol for 48h; Reflux;	96%

...Expand

: 131-56-6
2,4-dihydroxybenzophenone

: 107-15-3
ethylenediamine

: C15H16N2O2

Conditions

Conditions	Yield
In methanol for 16h; Reflux;	96%

: 131-56-6
2,4-dihydroxybenzophenone

: 111-85-3
1-Chlorooctane

: 1843-05-6
Cyasorb UV531

Conditions

Conditions	Yield
With sodium carbonate; potassium carbonate at 98 - 120℃; Temperature;	95.3%
With sodium carbonate In N,N-dimethyl-formamide at 70℃; for 8h; Temperature; Reagent/catalyst; Solvent;	95%

: 131-56-6
2,4-dihydroxybenzophenone

: 79-22-1
methyl chloroformate

: Carbonic acid 4-benzoyl-3-methoxycarbonyloxy-phenyl ester methyl ester

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran 0 deg C to room temp., 0.5 to 1 h;	95%

: 131-56-6
2,4-dihydroxybenzophenone

: 6271-23-4
11-bromoundecanoic acid ethyl ester

: 36414-96-7
ethyl 11-(4-benzoyl-3-hydroxyphenoxy)undecanoate

Conditions

Conditions	Yield
With potassium carbonate In acetone at 60℃; for 48h;	95%

: 131-56-6
2,4-dihydroxybenzophenone

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 66086-33-7
Di-tert-butyl acetylenedicarboxylate

: 1222096-61-8
di-tert-butyl 6-benzoyl-2-(tert-butylamino)-5-hydroxy-4H-chromene-3,4-dicarboxylate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 24.1667h; regioselective reaction;	95%

...Expand

: 50-00-0
formaldehyd

: 131-56-6
2,4-dihydroxybenzophenone

chitosan hydrochloride SC12181, DDA 80%, Mw 9 kDa, Mn 2 kDa: chitosan hydrochloride SC12181, DDA 80%, Mw 9 kDa, Mn 2 kDa

N-((2,6-dihydroxy-3-benzoyl)phenyl)methylated chitosan DS 0.1: N-((2,6-dihydroxy-3-benzoyl)phenyl)methylated chitosan DS 0.1

Conditions

Conditions	Yield
Stage #1: formaldehyd; chitosan hydrochloride SC12181, DDA 80%, Mw 9 kDa, Mn 2 kDa In water at 65℃; for 1h; Stage #2: 2.4-dihydroxybenzophenone In methanol; water at 65℃; for 24h;	95%

...Expand

: 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

: 6018-89-9
nickel(II) acetate tetrahydrate

: 616-29-5
1,3-Diamino-2-hydroxypropane

: N,N'-bis-(4-(hydroxybenzophenylidene))-2-hydroxy-1,3-propylenediaminenickel(II)

Conditions

Conditions	Yield
Stage #1: 2.4-dihydroxybenzophenone; 1,3-Diamino-2-hydroxypropane In methanol for 12h; Reflux; Stage #2: nickel(II) acetate tetrahydrate In methanol for 12h; Reflux;	94%

...Expand

: 131-56-6
2,4-dihydroxybenzophenone

: 6018-89-9
nickel(II) acetate tetrahydrate

: 78-90-0, 10424-38-1
1,2-diaminopropan

: N,N'-bis-(4-(hydroxybenzophenylidene))-1,2-propylenediaminenickel(II)

Conditions

Conditions	Yield
Stage #1: 2.4-dihydroxybenzophenone; 1,2-diaminopropan In methanol for 18h; Reflux; Stage #2: nickel(II) acetate tetrahydrate In methanol for 12h; Reflux;	94%

...Expand

: 131-56-6
2,4-dihydroxybenzophenone

: 931-53-3
Cyclohexyl isocyanide

: 66086-33-7
Di-tert-butyl acetylenedicarboxylate

: 1222096-56-1
di-tert-butyl 6-benzoyl-2-(cyclohexylamino)-5-hydroxy-4H-chromene-3,4-dicarboxylate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 24.1667h; regioselective reaction;	93%

...Expand

: 131-56-6
2,4-dihydroxybenzophenone

: 109-76-2
Trimethylenediamine

: C29H26N2O4*0.5C3H10N2

Conditions

Conditions	Yield
In methanol at 65 - 75℃; for 2h;	91.6%

: 50-00-0
formaldehyd

: 131-56-6
2,4-dihydroxybenzophenone

: 124-40-3
dimethyl amine

: 3-(dimethylaminomethyl)-2,4-dihydroxybenzophenone

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water at 25℃; for 24h; Mannich reaction;	91%

...Expand

: 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%

: 4,4'-azobis(4-cyanopentanoic acid chloride)

: 131-56-6
2,4-dihydroxybenzophenone

: Di-(3-hydroxy-4-benzoylphenyl)trans-4,4'-azobis(4-cyanovalerate)

Conditions

Conditions	Yield
With pyridine In dichloromethane	90.5%

: 131-56-6
2,4-dihydroxybenzophenone

: 119-26-6
(2,4-dinitro-phenyl)-hydrazine

: 2,4-dihydroxybenzophenone 2,4-dinitrophenylhydrazone

Conditions

Conditions	Yield
With sulfuric acid In methanol at 50℃; for 0.5h;	90%
With hydrogenchloride In tetrahydrofuran; ethanol

: 131-56-6
2,4-dihydroxybenzophenone

: 105-38-4
vinyl propionate

A: 4-hydroxy-2-vinyloxyphenyl phenyl ketone

B: 2-hydroxy-4-vinyloxyphenyl phenyl ketone

Conditions

Conditions	Yield
With sodium carbonate; chloro(1,5-cyclooctadiene)iridium(I) dimer In toluene at 100℃; for 3h;	A 2% B 90%

...Expand

: 131-56-6
2,4-dihydroxybenzophenone

: 931-53-3
Cyclohexyl isocyanide

: 762-21-0
acetylenedicarboxylic acid diethyl ester

: 1222096-55-0
diethyl 6-benzoyl-2-(cyclohexylamino)-5-hydroxy-4H-chromene-3,4-dicarboxylate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 24.1667h; regioselective reaction;	90%

...Expand

: 131-56-6
2,4-dihydroxybenzophenone

: 1235254-10-0
2,3-dimethyl-7-[(3-methylbut-2-en-1-yl)oxy]-4-oxo-4H-chromene-8-carbaldehyde

: (1R,14R)-20-benzoyl-21-hydroxy-5,6,15,15-tetramethyl-4,12,16-trioxapentacyclo[12.8.0.02,11.03,8.017,22]docosa-2(11),3(8),5,9,17,19,21-heptaen-7-one

Conditions

Conditions	Yield
With ethylenediamine diacetic acid; triethylamine In acetonitrile at 80 - 85℃; for 12h; Diels-Alder Cycloaddition; stereoselective reaction;	90%

: 131-56-6
2,4-dihydroxybenzophenone

: 1-(2,5-dimethylfuran-3-yl)-3-(2-hydroxyphenyl)prop-2-en-1-one

: (6-(2,5-dimethylfuran-3-yl)-1-hydroxy-12H-6,12-methanodibenzo[d,g][1,3]dioxocin-2-yl)(phenyl)methanone

Conditions

Conditions	Yield
With ethylenediamine diacetic acid In toluene at 20℃; for 8h; Michael Addition; Inert atmosphere; Reflux; regioselective reaction;	89%

2,4-Dihydroxybenzophenone Specification

1.Introduction of 2,4-Dihydroxybenzophenone

The 2,4-Dihydroxybenzophenone, with its CAS NO 131-56-6, is a kind of White or Light yellow crystalline powder. It has synonyms of 2,4-dihydroxybenzophanene (UV adsorbent);UV absorbers BP-1;UV 0;Sunsafe-BP1 (2,4-Dihydroxy Benzophenone);Methanone, (2,4-dihydroxyphenyl)phenyl-;UV－0 and Methanone,(2,4-dihydroxyphenyl)phenyl-. 2,4-Dihydroxybenzophenone should be stored in a closed system and be kept in a dark place without any light exposure and mainly used in plastics as light stabilizer, can effectively protect the organic glass and clothing, prevent deterioration due to sunlight, but also for intermediates in synthesis of other UV-absorbent .

2.Properties of 2,4-Dihydroxybenzophenone

(1) EINECS: 205-029-4 (2) Mol File: 131-56-6.mol (3)Index of Refraction: 1.647
(4) Molar Refractivity: 59.8 cm3 (5) Molar Volume: 164.4 cm3 (6) Surface Tension: 59.6 dyne/cm
(7) Density: 1.302 g/cm3 (8) Flash Point: 215.3 °C (9) Enthalpy of Vaporization: 68.68 kJ/mol
(10) Boiling Point: 409 °C at 760 mmHg (11) Vapour Pressure: 2.84E-07 mmHg at 25 °C

3.Structure descriptors of 2,4-Dihydroxybenzophenone

SMILES:O=C(c1ccc(O)cc1O)c2ccccc2

Std. InChI:InChI=1S/C13H10O3/c14-10-6-7-11(12(15)8-10)13(16)9-4-2-1-3-5-9/h1-8,14-15H

Std. InChIKey:ZXDDPOHVAMWLBH-UHFFFAOYSA-N

4.Safety information of 2,4-Dihydroxybenzophenone

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 2
RTECS: DJ0700000
Hazard Note: Irritant

5.Toxity data of 2,4-Dihydroxybenzophenone

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	100mg/kg (100mg/kg)		National Technical Information Service. Vol. AD277-689,
mouse	LD50	intravenous	85mg/kg (85mg/kg)		British Journal of Pharmacology and Chemotherapy. Vol. 22, Pg. 221, 1964.
rat	LD50	oral	8600mg/kg (8600mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: FOOD INTAKE (ANIMAL) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Roczniki Panstwowego Zakladu Higieny. Vol. 19, Pg. 179, 1968.

Product Name

2,4-Dihydroxybenzophenone

Synthetic route

2,4-Dihydroxybenzophenone Specification

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