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| CAS No.: | 611-99-4 |
|---|---|
| Name: | 4,4'-Dihydroxybenzophenone |
| Article Data: | 65 |
| Molecular Structure: | |
|
|
|
| Formula: | C13H10O3 |
| Molecular Weight: | 214.221 |
| Synonyms: | Benzophenone,4,4'-dihydroxy- (7CI,8CI);4,4'-Dihydroxydiphenylketone;4,4'-Hydroxybenzophenone;Bis(4-hydroxyphenyl) ketone;Bis(4-hydroxyphenyl)methanone;Bis(p-hydroxy)benzophenone;HBP (ketone);NSC 2831;p,p'-Dihydroxybenzophenone;4,4-dihydoxy-benzophenone; |
| EINECS: | 210-288-1 |
| Density: | 1.302 g/cm3 |
| Melting Point: | 213-215 °C(lit.) |
| Boiling Point: | 444.8 °C at 760 mmHg |
| Flash Point: | 237 °C |
| Solubility: | insoluble in water |
| Appearance: | off-white to beige fine crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38-43 |
| Safety: | 26-36/37-37/39-36 |
| PSA: | 57.53000 |
| LogP: | 2.32880 |
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- 17696-62-7
Phenyl 4-hydroxybenzoate
- 611-99-4
4,4'-Dihydroxybenzophenone
| Conditions | Yield |
|---|---|
| With aluminum (III) chloride In carbon disulfide for 6h; Concentration; Fries Phenol Ester Rearrangement; Reflux; | 97% |
| Conditions | Yield |
|---|---|
| With 2-(diethylamino)ethanethiol hydrochloride; sodium t-butanolate In N,N-dimethyl-formamide for 2h; Heating; | 92% |
| With potassium carbonate; 3-mercaptopropionic acid In ISOPROPYLAMIDE at 150℃; for 18h; | 89% |
| Stage #1: bis(p-methoxyphenyl)methanone With potassium carbonate; 3-mercaptopropionic acid In ISOPROPYLAMIDE at 150℃; for 18h; Stage #2: With hydrogenchloride In water | 89% |
| With aluminum tri-bromide; benzene |
| Conditions | Yield |
|---|---|
| With bis-triphenylphosphine-palladium(II) chloride; oxygen; copper(l) chloride In N,N-dimethyl-formamide at 80℃; for 24h; Schlenk technique; | 91% |
- 1698-53-9
4,5-dichloro-1-phenylpyridazin-6-one
A
- 611-99-4
4,4'-Dihydroxybenzophenone
B
- 1698-60-8
chloridazon
| Conditions | Yield |
|---|---|
| In water | A n/a B 89.5% |
- 69552-26-7
bis(4-hydroxyphenyl)methanol
- 611-99-4
4,4'-Dihydroxybenzophenone
| Conditions | Yield |
|---|---|
| With C6H4MoNO7(1-)*C19H42N(1+); oxygen In water at 100℃; for 20h; Green chemistry; chemoselective reaction; | 79% |
| Conditions | Yield |
|---|---|
| In cyclohexane | 70% |
| In cyclohexane |
| Conditions | Yield |
|---|---|
| With titanium(IV) oxide for 0.00694444h; Friedel Crafts acylation; Microwave irradiation; | 70% |
| Conditions | Yield |
|---|---|
| With methanesulfonic acid In toluene at 120℃; for 12h; | 67% |
| With PPA | |
| With tin(IV) chloride |
- 124678-79-1
2,2′‐[(carbonylbis(4,1‐phenylene))bis(oxy)]diacetic acid
- 611-99-4
4,4'-Dihydroxybenzophenone
| Conditions | Yield |
|---|---|
| Stage #1: 2,2′‐[(carbonylbis(4,1‐phenylene))bis(oxy)]diacetic acid With triethylamine In N,N-dimethyl-formamide; toluene for 3h; Curtius rearrangement; Heating; Stage #2: With potassium hydroxide; glycerol In ethanol; N,N-dimethyl-formamide; toluene for 2h; Heating; Further stages.; | 51% |
A
- 153125-32-7
4-hydroxy-1-ferrocenylbutan-1-one
B
- 611-99-4
4,4'-Dihydroxybenzophenone
| Conditions | Yield |
|---|---|
| With silver(l) oxide In acetone at 20℃; for 0.166667h; | A n/a B 34% C 15% D 30% |
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Chemistry
IUPAC Name: bis(4-hydroxyphenyl)methanone
Empirical Formula: C13H10O3
Molecular Weight: 214.2167g/mol
EINECS: 210-288-1
Structure of Methanone,bis(4-hydroxyphenyl)- (CAS NO.611-99-4):
Index of Refraction: 1.647
Molar Refractivity: 59.8 cm3
Molar Volume: 164.4 cm3
Polarizability: 23.71×10-24cm3
Surface Tension: 59.6 dyne/cm
Density: 1.302 g/cm3
Flash Point: 237 °C
Enthalpy of Vaporization: 72.98 kJ/mol
Melting Point: 213-215 °C(lit.)
Boiling Point: 444.8 °C at 760 mmHg
Vapour Pressure: 1.58E-08 mmHg at 25°C
Water Solubility: insoluble
Product Categories: Aromatic Benzophenones & Derivatives (substituted);Benzophenones (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research;C13 to C14;Carbonyl Compounds;Ketones;AlcoholsPolymerization Initiators;Benzophenone;Monomers;Organic Photoinitiators;Polymer Science
Canonical SMILES: C1=CC(=CC=C1C(=O)C2=CC=C(C=C2)O)O
InChI: InChI=1S/C13H10O3/c14-11-5-1-9(2-6-11)13(16)10-3-7-12(15)8-4-10/h1-8,14-15H
InChIKey: RXNYJUSEXLAVNQ-UHFFFAOYSA-N
Uses
The main application of Methanone,bis(4-hydroxyphenyl)- is used as a UV light stabalizer. It is used extensively in cosmetics, plastics, films, adhesives and coatings, optical fiber, and printed circuit boards. Methanone,bis(4-hydroxyphenyl)- works by absorbing the Ultraviolet RADIATION and preventing the formation of free radicals.
Production
Ph(CO2)Ph → (HOC6H4)2CO
The preparation method of 4,4`dihydroxybenzophenone includes rearranging Ph p-hydroxybenzoate in the presence of catalyst at a molar ratio of 1:(0.1-1) in organic solvent at 70-170?C for 3-20 h; separating; and recrystalizing. to obtain 4,4'-dihydroxybenzophenone, wherein Ph p-hydroxybenzoate is prepared. by acetylating p-hydroxybenzoic acid to generate p-acetoxybenzoic acid; chlorinating to generate p-acetoxybenzoyl chloride; and reacting with PHENOL and deacetylating to obtain Ph p-hydroxybenzoate.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD | intraperitoneal | > 500mg/kg (500mg/kg) | "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 4, Pg. 376, 1952. |
Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36/37/38-43
R36/37/38:Irritating to eyes, respiratory system and skin.
R43:May cause sensitization by skin contact.
Safety Statements: 26-36/37-37/39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37:Wear suitable protective clothing and gloves.
S37/39:Wear suitable gloves and eye/face protection.
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: DJ0880000
HS Code: 29145000
Specification
Methanone,bis(4-hydroxyphenyl)- , its cas register number is 611-99-4. It also can be called 4,4'-Dihydroxybenzophenone
4,4'-Dihydroxydiphenyl ketone ; 4-08-00-02452 (Beilstein Handbook Reference) ; AI3-00127 ; Bis(4-hydroxyphenyl) ketone ; Bis(p-hydroxy)benzophenone ; HBP (ketone) ; NSC 2831 ; p,p'-Dihydroxybenzophenone . Methanone,bis(4-hydroxyphenyl)- (CAS NO.611-99-4) is a off-white to beige fine crystalline powder.