Conditions | Yield |
---|---|
With hydrogen; aluminum oxide; K5PV2Mo10O40 at 300℃; under 17480 Torr; for 3.33333h; Catalytic hydrogenation; | 100% |
With iodine; hypophosphorous acid In acetic acid for 24h; Reduction; Heating; | 100% |
With hydrogen In methanol at 20℃; under 760.051 Torr; for 10h; chemoselective reaction; | 100% |
Conditions | Yield |
---|---|
With triisopropylborane; trifluorormethanesulfonic acid In 1,1,2-Trichloro-1,2,2-trifluoroethane 1.) -30 deg C, 30 min 2.) room temp., 6 h; | 100% |
With iodine; hypophosphorous acid In acetic acid at 60℃; for 24h; | 100% |
With iron(III) chloride In 1,2-dichloro-ethane at 20℃; for 1h; chemoselective reaction; | 99% |
Conditions | Yield |
---|---|
With Anthyllis vulneraria/Noccaea caerulescens extracts supported in montmorillonite K10 at 25℃; for 3h; Friedel Crafts alkylation; regioselective reaction; | 100% |
lithium tetrakis(pentafluorophenyl)borate for 8h; Friedel-Crafts benzylation; Heating; | 96% |
With carbon monoxide at 130℃; under 7600.51 Torr; for 10h; Friedel-Crafts alkylation; | 95% |
A
N,N-dimethyl-2-phenylacetamide
B
Diphenylmethane
Conditions | Yield |
---|---|
With 9,10-dihydroanthracene In 1,3,5-trimethyl-benzene at 300℃; for 5h; Kinetics; Thermodynamic data; homolytic thermolysis; various temp.; ΔG(excit.), ΔH(excit.), ΔS(excit.); | A 96% B 100% |
Conditions | Yield |
---|---|
With trans-(benzimidazole-κN)diiodo(3-isopropylbenzothiazolin-2-ylidene)palladium(II); potassium carbonate In water; N,N-dimethyl-formamide at 60℃; for 2h; Suzuki-Miyaura coupling; | 100% |
With sodium hydroxide; (μ-Ph2PCH2PPh2)Co2(CO)4(μ-Ph2PCCPPh2)*PdCl2; tetrabutylammomium bromide In tetrahydrofuran; water at 65℃; for 16h; | 99% |
With 2C2H3O2(1-)*Pd(2+)*3Na(1+)*C18H12O9PS3(3-); potassium tert-butylate; glycerol at 100℃; for 2h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With C14H26B22Cl22Zn at 20℃; for 1h; Inert atmosphere; Glovebox; | 100% |
Conditions | Yield |
---|---|
With phosphonic Acid; iodine In benzene at 100℃; for 36h; Inert atmosphere; | 99% |
With aluminium trichloride; 1,1,2,2,3,3,4,4-octaphenyltetrasilane In dichloromethane at 18 - 20℃; for 0.25h; | 95% |
With tetraethylammonium perchlorate; triethylamine In dimethyl sulfoxide at 20℃; for 3h; Solvent; Electrolysis; Green chemistry; | 92% |
Conditions | Yield |
---|---|
With MIT-1 MWW zeolite at 84.84℃; for 5h; Friedel-Crafts Alkylation; | 99% |
With acid-base-acid leached hierarchical mordenite at 79.84℃; under 760.051 Torr; for 0.5h; Reagent/catalyst; Time; Temperature; | 95% |
With molybdenum oxide catalyst prepared by precipitation method at 80℃; for 1.5h; Inert atmosphere; regioselective reaction; | 94% |
Conditions | Yield |
---|---|
With zinc-modified cyanoborohydride In diethyl ether for 0.5h; Ambient temperature; | 99% |
With zinc(II) tetrahydroborate In diethyl ether for 0.2h; Ambient temperature; | 99% |
With sodium tetrahydroborate; water In methanol at 20℃; for 0.333333h; | 96% |
A
Diphenylmethane
B
(+)-(S)-3-aminopropan-1-ol
Conditions | Yield |
---|---|
With hydrogen; palladium dihydroxide In methanol under 3000.2 Torr; for 5h; Yields of byproduct given; | A n/a B 99% |
benzhydryl ethyl sulfide
Diphenylmethane
Conditions | Yield |
---|---|
With 3-Hydroxy-1-methylpiperidine; nickel diacetate; sodium hydride In tetrahydrofuran at 65℃; for 0.25h; | 99% |
With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide at 20℃; for 72h; UV-irradiation; Photolysis; | 65% |
Conditions | Yield |
---|---|
With Bromodiphenylmethane for 3h; Ambient temperature; | A 99% B 84% |
Conditions | Yield |
---|---|
With isopropyl alcohol; sodium dibenzylphosphinite for 3h; Ambient temperature; | A 99% B 84% |
Conditions | Yield |
---|---|
With potassium phosphate tribasic trihydrate In ethanol at 80℃; for 0.0833333h; Catalytic behavior; Reagent/catalyst; Solvent; Suzuki-Miyaura Coupling; | 99% |
With ethanol; [PdCl2(N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)(P(OMe)3)]; sodium hydroxide at 80℃; for 24h; Suzuki-Miyaura reaction; Inert atmosphere; | 97% |
With potassium phosphate; SP-4-[1,3-bis[2,6-diisopropylphenyl]-1,3-dihydro-2H-imidazol-2-ylidene]chloro[2-(1-methyl-1H-imidazol-2-yl-κN3)phenyl-κC]palladium(II) In ethanol at 60℃; for 2h; Suzuki-Miyaura Coupling; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
With palladium diacetate; potassium phosphate; triphenylphosphine In toluene at 90℃; for 16h; Suzuki-Miyaura coupling; | 99% |
With α,α,α-trifluorotoluene; lithium tert-butoxide at 100℃; for 10h; Friedel-Crafts Alkylation; Inert atmosphere; | 18% |
Conditions | Yield |
---|---|
With isopropyl alcohol at 350℃; for 5h; | 99% |
With gallium(III) triflate; isopropyl alcohol for 12h; Reagent/catalyst; Glovebox; Reflux; | 89% |
With boron trifluoride diethyl etherate In water for 2h; Inert atmosphere; Reflux; | 70% |
Conditions | Yield |
---|---|
With palladium In tetrahydrofuran at 20℃; for 24h; Catalytic behavior; Negishi Coupling; Inert atmosphere; Green chemistry; | 99% |
Conditions | Yield |
---|---|
With NHC-Pd(II)-Im; sodium hydroxide In tetrahydrofuran at 100℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube; | 99% |
Stage #1: phenylboronic acid With potassium fluoride Friedel-Crafts Alkylation; Schlenk technique; Inert atmosphere; Stage #2: benzyl mesylate In 1,2-dichloro-ethane at 70℃; Reagent/catalyst; Solvent; Temperature; Friedel-Crafts Alkylation; Schlenk technique; Inert atmosphere; | 77% |
With potassium fluoride at 70℃; for 12h; Sealed tube; | 77% |
Conditions | Yield |
---|---|
With triethylsilane; 2C24BF20(1-)*C18H17FNP(2+) at 25℃; for 2h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Schlenk technique; Glovebox; | A n/a B 99% |
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran; 1,4-dioxane at 50℃; for 8h; Inert atmosphere; Schlenk technique; | 99% |
Conditions | Yield |
---|---|
With zinc(II) chloride In 1,4-dioxane at 60℃; for 16h; Temperature; Schlenk technique; | 99% |
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In methanol for 2h; Ambient temperature; | 98% |
Conditions | Yield |
---|---|
With triethylsilane; indium(III) bromide In chloroform at 60℃; for 1h; | 98% |
With triethylsilane; indium tribromide In chloroform at 60℃; for 1h; Inert atmosphere; | 98% |
With boron trifluoride diethyl etherate In water for 2h; Inert atmosphere; Reflux; | 83% |
With sodium tetrahydroborate; nickel dichloride In methanol for 0.333333h; Ambient temperature; | 60% |
With hydrogenchloride; acetic acid; mercury; zinc for 2h; Heating; | 74 % Turnov. |
Conditions | Yield |
---|---|
With PEG-400; sodium hydroxide for 0.0333333h; microwave irradiation; | 98% |
With potassium hydroxide at 150℃; for 2h; | 80% |
With sodium azide; acetic acid In 1-methyl-pyrrolidin-2-one; water at 220℃; for 0.266667h; | 73% |
Multi-step reaction with 2 steps 1: sodium azide; acetic acid / 1-methyl-pyrrolidin-2-one; water / 0.27 h / 220 °C / Microwave irradiation 2: acetic acid / 1-methyl-pyrrolidin-2-one; water / 240 °C View Scheme |
A
Diphenylmethane
B
(E)-2,2,6,6-tetramethyl-3-heptene
Conditions | Yield |
---|---|
With 9,10-dihydroanthracene In toluene at 271.2℃; for 15h; Kinetics; Thermodynamic data; thermolysis; activation parameters ΔG(excit.), ΔH(excit.), ΔS(excit.), half-life; other termperatures; | A 98% B 89% |
Conditions | Yield |
---|---|
In tetrahydrofuran | 98% |
With C20H26Cl2FeN4 In tetrahydrofuran at -10℃; for 0.666667h; Inert atmosphere; | 70 %Spectr. |
With FeCl(THF)L1 In diethyl ether; dichloromethane at 20℃; for 0.5h; Inert atmosphere; Schlenk technique; | 30 %Spectr. |
Stage #1: phenylmagnesium bromide With zinc(II) chloride In tetrahydrofuran; diethyl ether at 20℃; for 0.5h; Negishi Coupling; Inert atmosphere; Stage #2: benzyl bromide In tetrahydrofuran; diethyl ether; toluene Negishi Coupling; Inert atmosphere; Stage #3: With (2-phenylethyl)diphenylphosphane; iron(II) chloride In tetrahydrofuran; diethyl ether; toluene at 45℃; for 14h; Negishi Coupling; Inert atmosphere; |
Conditions | Yield |
---|---|
With 10 % platinum on carbon; sodium carbonate In water; isopropyl alcohol at 100℃; for 9h; Inert atmosphere; | 98% |
With lithium aluminium tetrahydride; niobium pentachloride In 1,2-dimethoxyethane at 85℃; for 6.2h; | 13% |
With lithium aluminium tetrahydride; niobium pentachloride In 1,2-dimethoxyethane for 6.2h; Heating; | 13% |
trifluoromethanesulfonic acid 4-benzylphenyl ester
Diphenylmethane
Conditions | Yield |
---|---|
With methanol; magnesium; palladium on activated charcoal at 20℃; for 24h; | 98% |
With ammonium acetate; magnesium; palladium on activated charcoal In methanol at 20℃; for 0.5h; | 95% |
2-benzylphenyl trifluoromethanesulfonate
Diphenylmethane
Conditions | Yield |
---|---|
With ammonium acetate; magnesium; palladium on activated charcoal In methanol at 20℃; for 0.5h; | 98% |
With ammonium acetate; methanol; magnesium; palladium on activated charcoal at 20℃; for 0.5h; | 98% |
Conditions | Yield |
---|---|
With [Pd(N-(3-chloro-2-quinoxalinyl)-N'-(2,6-diisopropylphenyl)imidazolium)(PPh3)Cl2]; potassium carbonate In water at 70℃; for 3h; Catalytic behavior; Suzuki-Miyaura Coupling; | 98% |
With caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In tetrahydrofuran; water at 77℃; for 23h; Suzuki-Miyaura cross-coupling; | 84% |
Conditions | Yield |
---|---|
With potassium permanganate; iron(III) chloride In acetone at -78 - 20℃; for 16h; | 100% |
With chromyl chloride In dichloromethane at 22℃; for 0.5h; ultrasound sonication; | 99% |
With tert.-butylhydroperoxide; C45H52CuN4O3 In decane; acetonitrile at 70℃; for 18h; | 99% |
Conditions | Yield |
---|---|
With hydrogen; Rh on carbon In methanol at 20℃; under 760.051 Torr; for 3h; | 100% |
With 10% Pt/activated carbon; isopropyl alcohol In water at 100℃; for 12h; Sealed tube; | 97% |
With 10% Ru/C; hydrogen In isopropyl alcohol at 60℃; under 3800.26 Torr; for 3h; | 95% |
Diphenylmethane
diphenylmethanide
Conditions | Yield |
---|---|
With potassium hydride; cryptand 222B In tetrahydrofuran for 1.16667h; | 100% |
With dimethyl sulfoxide; deprotonated form | |
With potassium dimsylate In dimethyl sulfoxide |
Diphenylmethane
Conditions | Yield |
---|---|
With water-d2; isopropyl alcohol In n-heptane at 120℃; Flow reactor; | 100% |
With hydrogen; water-d2; platinum on activated charcoal at 180℃; for 24h; | 88% |
With platinum on carbon; hydrogen; water-d2 at 180℃; under 3420.23 Torr; for 24h; | 88% |
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide In water at 80℃; for 10h; | 99% |
With trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dichloro-ethane at 100℃; for 24h; Schlenk technique; Inert atmosphere; | 95% |
With iodosylbenzene; sodium bromide In dichloromethane at 40℃; for 4h; Molecular sieve; | 84% |
1-bromo-4-methoxy-benzene
Diphenylmethane
1-(4-methoxyphenyl)diphenylmethane
Conditions | Yield |
---|---|
With KN(SiMe3)2; palladium diacetate; nixantphos In cyclopentyl methyl ether at 24℃; for 12h; Inert atmosphere; | 99% |
With (1,4,7,10-tetraoxacyclododecane); NiXantphos; palladium diacetate; lithium hexamethyldisilazane at 23℃; for 12h; Catalytic behavior; Reagent/catalyst; Glovebox; Inert atmosphere; Sealed tube; | 99% |
Conditions | Yield |
---|---|
With KN(SiMe3)2; palladium diacetate; nixantphos In cyclopentyl methyl ether at 24℃; for 12h; Inert atmosphere; | 99% |
1-bromo-4-tert-butylbenzene
Diphenylmethane
((4-(tert-butyl)phenyl)methylene)dibenzene
Conditions | Yield |
---|---|
With 15-crown-5; NiXantphos; palladium diacetate; sodium hexamethyldisilazane at 23℃; for 12h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Concentration; Glovebox; Inert atmosphere; Sealed tube; | 99% |
With KN(SiMe3)2; palladium diacetate; nixantphos In cyclopentyl methyl ether at 24℃; for 12h; Inert atmosphere; | 95% |
Stage #1: 1-bromo-4-tert-butylbenzene; Diphenylmethane With palladium diacetate; potassium hexamethylsilazane; nixantphos at 24℃; for 12h; Inert atmosphere; Glovebox; Stage #2: With depe at 24℃; for 0.666667h; | 91% |
Diphenylmethane
4-bromo-N,N-dimethylaniline
4-benzhydryl-N,N-dimethylaniline
Conditions | Yield |
---|---|
With KN(SiMe3)2; palladium diacetate; nixantphos In cyclopentyl methyl ether at 24℃; for 12h; Inert atmosphere; | 99% |
With 15-crown-5; NiXantphos; palladium diacetate; sodium hexamethyldisilazane at 23℃; for 12h; Catalytic behavior; Reagent/catalyst; Glovebox; Inert atmosphere; Sealed tube; | 99% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; iron(III) chloride In neat (no solvent) at 100℃; for 10h; | 99% |
Conditions | Yield |
---|---|
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dichloro-ethane at 100℃; for 24h; Schlenk technique; Inert atmosphere; | 99% |
4-chloromethoxybenzene
Diphenylmethane
1-(4-methoxyphenyl)diphenylmethane
Conditions | Yield |
---|---|
With palladium diacetate; potassium hexamethylsilazane; nixantphos In tetrahydrofuran at 80℃; for 12h; Inert atmosphere; chemoselective reaction; | 99% |
1-(4-chlorophenyl)-1H-pyrrole
Diphenylmethane
(4-(N-pyrrolyl)phenyl)diphenylmethane
Conditions | Yield |
---|---|
With palladium diacetate; potassium hexamethylsilazane; nixantphos In tetrahydrofuran at 24℃; for 12h; Inert atmosphere; chemoselective reaction; | 99% |
The CAS registry number of Diphenylmethane is 101-81-5. It is an organic compound with the formula C13H12. And it forms a common skeleton in organic chemistry. The IUPAC name of this chemical is benzylbenzene. What's more, it should be stored in sealed container, and put them in a cool and dry place. Besides, it is used in the manufacture of dyes and spices, and used as a solvent.
Physical properties about this chemical are: (1)D/LogP: 4.21; (2)ACD/LogD (pH 5.5): 4.21; (3)ACD/LogD (pH 7.4): 4.21; (4)ACD/BCF (pH 5.5): 927.57; (5)ACD/BCF (pH 7.4): 927.57; (6)ACD/KOC (pH 5.5): 4630.48; (7)ACD/KOC (pH 7.4): 4630.48; (8)#Freely Rotating Bonds: 2; (9)Index of Refraction: 1.572; (10)Molar Refractivity: 55.56 cm3; (11)Molar Volume: 168.8 cm3; (12)Polarizability: 22.02 ×10-24cm3; (13)Surface Tension: 37.6 dyne/cm; (14)Density: 0.996 g/cm3; (15)Flash Point: 104.9 °C; (16)Enthalpy of Vaporization: 48.19 kJ/mol; (17)Boiling Point: 264.3 °C at 760 mmHg; (18)Vapour Pressure: 0.016 mmHg at 25°C.
Preparation of Diphenylmethane: it is prepared by the reaction of benzyl chloride with benzene in the presence of a Lewis acid such as aluminium trichloride: C6H5CH2Cl + C6H6 → (C6H5)2CH2 + HCl. In addition, it also can be prepared by diphenylmethanol. This reaction will need reagents Ph2SiHCl and InCl3, and solvent CH2Cl2. The reaction time is 2 hours at reaction temperature of 20 °C. The yield is about 97%.
Uses of Diphenylmethane: it can be used to get benzophenone. This reaction will need reagents tert-butyl hydroperoxide and cobalt(II) ethyl phosphonate silca, and solvent acetonitrile. The reaction time is 24 hours at reaction temperature of 50 °C. The yield is about 91%.
When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed. During using it, you should avoid contact with skin and eyes.
You can still convert the following datas into molecular structure:
(1)SMILES: c1c(cccc1)Cc2ccccc2
(2)Std. InChI: InChI=1S/C13H12/c1-3-7-12(8-4-1)11-13-9-5-2-6-10-13/h1-10H,11H2
(3)Std. InChIKey: CZZYITDELCSZES-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rabbit | LD50 | skin | > 5gm/kg (5000mg/kg) | Food and Cosmetics Toxicology. Vol. 12, Pg. 705, 1974. | |
rat | LD50 | oral | 2250mg/kg (2250mg/kg) | Food and Cosmetics Toxicology. Vol. 12, Pg. 705, 1974. |
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