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2,4-Dihydroxybenzophenone
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Name

2,4-Dihydroxybenzophenone

 EINECS 205-029-4
CAS No. 131-56-6 Density 1.302 g/cm3
PSA 57.53000 LogP 2.32880
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 N/A Appearance yellow crystalline powder
Safety 26-37/39 Risk Codes 26-36/37/38
Molecular Structure Molecular Structure of 131-56-6 (2,4-Dihydroxybenzophenone) Hazard Symbols IrritantXi
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);

Article Data 90

2,4-Dihydroxybenzophenone Synthetic route

98-07-7

Benzotrichlorid

108-46-3

recorcinol

131-56-6

2,4-dihydroxybenzophenone

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

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: IrritantXi
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.

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