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CAS No.: | 131-54-4 |
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Name: | 2,2'-Dihydroxy-4,4'-dimethoxybenzophenone |
Article Data: | 16 |
Molecular Structure: | |
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Formula: | C15H14O5 |
Molecular Weight: | 274.273 |
Synonyms: | Benzophenone,2,2'-dihydroxy-4,4'-dimethoxy- (6CI,8CI);4,4'-Dimethoxy-2,2'-dihydroxybenzophenone;Benzophenone 6;Cyasorb UV 12;NSC 40149;Seesorb 107;Uvinul 3049;Uvinul D 49;Bis(2-hydroxy-4-methoxyphenyl)methanone; |
EINECS: | 205-027-3 |
Density: | 1.291 g/cm3 |
Melting Point: | 133-136 ºC |
Boiling Point: | 439.3 ºC at 760 mmHg |
Flash Point: | 164.4 ºC |
Solubility: | solubility in water is negligible |
Appearance: | Yellow crystalline powder |
Hazard Symbols: |
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Risk Codes: | 36/37/38 |
Safety: | 26-37/39-22 |
PSA: | 75.99000 |
LogP: | 2.34600 |
Conditions | Yield |
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With dicarbonyl(acetylacotonato)rhodium(I); copper(II) acetate monohydrate; sodium carbonate In N,N-dimethyl-formamide at 100℃; for 16h; Schlenk technique; Inert atmosphere; | 76% |
2-Hydroxy-4-methoxybenzaldehyde
salicylaldehyde
A
bis(2-hydroxy-4-methoxyphenyl)-methanone
B
2,2'-dihydroxybenzophenone
C
(2-hydroxy-4-methoxyphenyl)(2-hydroxyphenyl)-methanone
Conditions | Yield |
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With dicarbonyl(acetylacotonato)rhodium(I); copper(II) acetate monohydrate; sodium carbonate In N,N-dimethyl-formamide at 100℃; for 16h; Schlenk technique; Inert atmosphere; | A 30% B 41% C 27% |
O-methylresorcine
[(bromodifluoromethyl)sulfanyl]benzene
bis(2-hydroxy-4-methoxyphenyl)-methanone
Conditions | Yield |
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Stage #1: [(bromodifluoromethyl)sulfanyl]benzene With titanium tetrachloride In dichloromethane at 20℃; for 0.25h; Friedel Crafts type alkylation; Inert atmosphere; Stage #2: O-methylresorcine In dichloromethane at 20℃; for 16h; Friedel Crafts type alkylation; Inert atmosphere; | 10% |
O-methylresorcine
4-methoxysalicylic acid
bis(2-hydroxy-4-methoxyphenyl)-methanone
Conditions | Yield |
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With zinc(II) chloride; trichlorophosphate |
Conditions | Yield |
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With aluminium trichloride; 1,2-dichloro-ethane |
2,4-dimethoxybenzoyl chloride
1,3-Dimethoxybenzene
bis(2-hydroxy-4-methoxyphenyl)-methanone
Conditions | Yield |
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With aluminium trichloride; N,N-dimethyl-formamide; chlorobenzene |
Conditions | Yield |
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With aluminium trichloride; 1,2-dichloro-ethane unter Zusatz von NaCl und KCl oder ZnCl2; |
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C / Inert atmosphere 1.2: 3 h / -60 °C / Inert atmosphere 2.1: titanium tetrachloride / dichloromethane / 0.25 h / 20 °C / Inert atmosphere 2.2: 16 h / 20 °C / Inert atmosphere View Scheme |
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Reported in EPA TSCA Inventory.
1. Introduction of 2,2'-Dihydroxy-4,4'-dimethoxybenzophenone
2,2'-Dihydroxy-4,4'-dimethoxybenzophenone is one kind of Yellow crystalline powder. Its IUPAC Name is Bis(2-hydroxy-4-methoxyphenyl)methanone. It can solubility in water is negligible. 2,2'-Dihydroxy-4,4'-dimethoxybenzophenone belongs to INORGANIC & ORGANIC CHEMICALS;Aromatic Benzophenones & Derivatives (substituted);Benzophenones (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research;Polymer Additives;Polymer Science;Stabilizers. Classification Code: Mutation data.
2. Properties of 2,2'-Dihydroxy-4,4'-dimethoxybenzophenone
Physical properties about 2,2'-Dihydroxy-4,4'-dimethoxybenzophenone are:
(1)Melting point: 133-136 °C; (2)Index of Refraction: 1.605; (3)Molar Refractivity: 73.16 cm3; (4)Molar Volume: 212.4 cm3; (5)Surface Tension: 51.9 dyne/cm; (6)Density: 1.291 g/cm3; (7)Flash Point: 164.4 °C; (8)Enthalpy of Vaporization: 72.31 kJ/mol; (9)Boiling Point: 439.3 °C at 760 mmHg; (10)Vapour Pressure: 2.49E-08 mmHg at 25°C.
3. Structure Descriptors of 2,2'-Dihydroxy-4,4'-dimethoxybenzophenone
(1)SMILES: O=C(c1ccc(OC)cc1O)c2ccc(OC)cc2O;
(2)Std. InChI: InChI=1S/C15H14O5/c1-19-9-3-5-11(13(16)7-9)15(18)12-6-4-10(20-2)8-14(12)17/h3-8,16-17H,1-2H3;
(3)Std. InChIKey: SODJJEXAWOSSON-UHFFFAOYSA-N.
4. Physical Properties of 2,2'-Dihydroxy-4,4'-dimethoxybenzophenone
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 139.5 | deg C | EXP | |
log P (octanol-water) | 3.900 | (none) | EST | |
Atmospheric OH Rate Constant | 2.02E-10 | cm3/molecule-sec | 25 | EST |
1. | mma-sat 10 µg/plate | JACTDZ Journal of the American College of Toxicology. 2 (5)(1983),35. |
8. Production of 2,2'-Dihydroxy-4,4'-dimethoxybenzophenone
After the condensation reaction of chloroformyl chloride and m-Dimethyl bengene,the product is hydrolyzed and acidulated to get Bis(2-hydroxy-4-methoxyphenyl)methanone.