CS266112B1 - 2-/4-benzoylphenyl/-2-phenylpropane - Google Patents
2-/4-benzoylphenyl/-2-phenylpropane Download PDFInfo
- Publication number
- CS266112B1 CS266112B1 CS875528A CS552887A CS266112B1 CS 266112 B1 CS266112 B1 CS 266112B1 CS 875528 A CS875528 A CS 875528A CS 552887 A CS552887 A CS 552887A CS 266112 B1 CS266112 B1 CS 266112B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- benzoylphenyl
- phenylpropane
- compound
- diphenylpropane
- preparation
- Prior art date
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- MMTMIDUCLXIEQH-UHFFFAOYSA-N phenyl-[4-(2-phenylpropan-2-yl)phenyl]methanone Chemical compound C=1C=C(C(=O)C=2C=CC=CC=2)C=CC=1C(C)(C)C1=CC=CC=C1 MMTMIDUCLXIEQH-UHFFFAOYSA-N 0.000 claims abstract description 5
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 abstract description 10
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract description 6
- 150000001875 compounds Chemical class 0.000 abstract description 4
- 229920000642 polymer Polymers 0.000 abstract description 4
- MILSYCKGLDDVLM-UHFFFAOYSA-N 2-phenylpropan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)C1=CC=CC=C1 MILSYCKGLDDVLM-UHFFFAOYSA-N 0.000 abstract description 3
- 238000002360 preparation method Methods 0.000 abstract description 3
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 abstract description 2
- 230000000593 degrading effect Effects 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- XLWCIHPMASUXPI-UHFFFAOYSA-N 1,1'-(propane-1,2-diyl)dibenzene Chemical compound C=1C=CC=CC=1C(C)CC1=CC=CC=C1 XLWCIHPMASUXPI-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 238000005863 Friedel-Crafts acylation reaction Methods 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 238000006480 benzoylation reaction Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Riešenie sa týká novej zlúčeniny 2-(4- -benzoylfenyl)-2-fenylpropánu. Uvedená zlúčenina sa připraví tak, že 2,2-difenylpropán a benzoylchlorid reagujú v přítomnosti bezvodého chloridu hlinitého v sírouhlíku pri teplote 23 až 26 °C. Zlúčenina má využitie pri príprave polymérov degradujúcich svetlom.The solution relates to the novel compound 2- (4- -benzoylphenyl) -2-phenyl propane. Stated the compound is prepared by 2,2-diphenylpropane and benzoyl chloride reacts in the presence of anhydrous aluminum chloride in carbon disulfide at 23 to 26 ° C. compound it has utility in the preparation of polymers degrading light.
Description
Vynález sa týká 2-(4-benzoylfenyl)-2-fenylpropánu.The invention relates to 2- (4-benzoylphenyl) -2-phenylpropane.
Friedel-Craftsova acylácia aromatických látok je široko študovaná.Friedel-Crafts acylation of aromatics is widely studied.
Je popísaná třeš benzoylácia difenylmetánu a 1,2-difenylpropánu za vzniku mono a disubsti tuovaného produktu φ. A. McCombs, C. S. Menon, J. Higgins, J. Polymer Sci., A-l, 9, 1 261 (1971)7· 2-(4-benzoylfenyl)-2-fenylpropán nie je popísaný v literatúre.Also described is the benzoylation of diphenylmethane and 1,2-diphenylpropane to form the mono and disubstituted product φ. A. McCombs, C. S. Menon, J. Higgins, J. Polymer Sci., A-1, 9, 1261 (1971) 7 2- (4-benzoylphenyl) -2-phenylpropane is not described in the literature.
Podstatou vynálezu je 2-(4-benzoylfenyl)-2-fenylpropán. Spdsob pripravy tejto zlúčeniny spočívá v tom, že 2,2-difenylpropán a benzyolchlorid reagujú v přítomnosti bezvodého chloridu hlinitého v sírouhliku pri teplote 23 až 26 °C.The present invention provides 2- (4-benzoylphenyl) -2-phenylpropane. A process for preparing this compound is characterized in that 2,2-diphenylpropane and benzyol chloride are reacted in the presence of anhydrous aluminum chloride in carbon disulfide at 23 to 26 ° C.
Výhodou uvedeného vynálezu je, že umožňuje připravit jednoducho predmetnú zlúčeninu v 40 %-nom výtažku.An advantage of the present invention is that it makes it possible to prepare the object of interest simply in a 40% yield.
Předmětná látka je medziproduktom pre přípravu monoméru a svetlom degradujúcich polymérov.The present substance is an intermediate for the preparation of monomer and light-degrading polymers.
PřikladExample
K suspenzii bezvodého chloridu hlinitého (48 g; 0,35 mol) v sírouhliku (80 ml) sa prikvap káva roztok 2,2-difenylpropánu (56 g; 0,287 mol) a benzoylchloridu (50 g; 0,35 mol) v sírouhlíku (80 ml) pri 23 až 26 °C. Pri danej teplote sa reakčná zmes mieša ešte 20 minút a vleje do zmesi konc. HC1 a ladu. Organická vrstva sa oddělí, premyje vodou, 10 % NaOH a vodou a zahustí. Destiláciou pri 212 °C a 67 Pa a kryštalizáciou z n-hexánu sa získá 34,8 g (40 %) bielej kryštalickej látky o t. t. 89 až 91 °C.To a suspension of anhydrous aluminum chloride (48 g; 0.35 mol) in carbon disulphide (80 ml) was added dropwise a solution of 2,2-diphenylpropane (56 g; 0.287 mol) and benzoyl chloride (50 g; 0.35 mol) in carbon disulphide ( 80 ml) at 23 to 26 ° C. The reaction mixture was stirred at this temperature for a further 20 minutes and poured into conc. HCl and ice. The organic layer was separated, washed with water, 10% NaOH and water and concentrated. Distillation at 212 ° C and 67 Pa and crystallization from n-hexane gave 34.8 g (40%) of a white crystalline solid, m.p. t. Mp 89-91 ° C.
Pre C22H2()O (300,39) vypočítané: 87,90 % C, 6,71 i H; nájdené: 87,79 % C, 6,76 % H.For C 22 H 2 O (300.39) calculated: 87.90% C, 6.71 i H; found: C, 87.79; H, 6.76.
IR (CC14) : 1 660 (C=0) , 1 600 cm-1 (C-H, aromatické). UV (CHClj) : 265 (log£= 4,35), 335 nm (2,41). 1H NMR: 1,61 (s, 6H, CHj), 6,90 až 7,83 (m, 14H, aromatické).IR (CC1 4): 1660 (C = 0), 1600 cm-1 (CH, aromatic). UV (CHCl 3): 265 (log δ = 4.35), 335 nm (2.41). 1 H NMR: 1.61 (s, 6H, CH 3), 6.90-7.83 (m, 14H, aromatic).
Vynález má použitie v chemickom priemysle pri príprave polymérov vyznačujúcich sa vysokou degradáciou ultrafialovým svetlom.The invention has application in the chemical industry in the preparation of polymers characterized by high degradation by ultraviolet light.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS875528A CS266112B1 (en) | 1987-07-22 | 1987-07-22 | 2-/4-benzoylphenyl/-2-phenylpropane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS875528A CS266112B1 (en) | 1987-07-22 | 1987-07-22 | 2-/4-benzoylphenyl/-2-phenylpropane |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS552887A1 CS552887A1 (en) | 1989-03-14 |
| CS266112B1 true CS266112B1 (en) | 1989-11-14 |
Family
ID=5400345
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS875528A CS266112B1 (en) | 1987-07-22 | 1987-07-22 | 2-/4-benzoylphenyl/-2-phenylpropane |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS266112B1 (en) |
-
1987
- 1987-07-22 CS CS875528A patent/CS266112B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS552887A1 (en) | 1989-03-14 |
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