Conditions | Yield |
---|---|
With potassium carbonate In methanol at 100℃; for 0.166667h; Suzuki-Miyaura Coupling; Microwave irradiation; | 100% |
With 2,2-bis-(N-2-morpholinethylbenzimidazolium)-ethylether dichloride; potassium tert-butylate; palladium diacetate In water; N,N-dimethyl-formamide at 50℃; for 3h; Reagent/catalyst; Suzuki Coupling; | 100% |
With caesium carbonate; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane for 1h; Suzuki-Miyaura coupling; Heating; | 99% |
Conditions | Yield |
---|---|
With sodium phosphate; palladium on activated charcoal In water; isopropyl alcohol at 20℃; for 6h; Suzuki-Miyaura reaction; | 100% |
With sodium carbonate; palladium on activated charcoal In ethanol at 20℃; for 5h; Suzuki-Miyaura cross-coupling; | 100% |
With potassium carbonate; bis(2-diphenylphosphinoxynaphthalen-1-yl)methane; palladium diacetate In methanol at 20℃; for 1h; Suzuki cross-coupling reaction; | 100% |
Conditions | Yield |
---|---|
With n-butyltriphenylphosphonium permanganate In acetonitrile at 20℃; for 0.25h; | 100% |
With silica-supported Jones reagent In dichloromethane for 0.00269444h; | 99.7% |
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; N-methyl-N-[3-(4'-diacetoxyiodo)phenoxy-1-propyl]pyrrolidinium 4-methylbenzenesulfonate In dichloromethane at 20℃; for 6h; | 99% |
Conditions | Yield |
---|---|
With [Pd(N-(naphthyl)-salicylaldimine(-2H))(triphenylphosphine)]; sodium hydroxide at 120℃; for 3h; Suzuki Coupling; | 100% |
With tetra-n-propylammonium bromide; sodium carbonate In water at 100℃; for 0.5h; Catalytic behavior; Suzuki-Miyaura Coupling; | 100% |
With potassium carbonate; palladium dichloride In water at 20 - 90℃; Suzuki coupling; Inert atmosphere; | 99% |
1,1-diacetoxy-1-(4-biphenyl)methane
4-Phenylbenzaldehyde
Conditions | Yield |
---|---|
zeolite HSZ-360 for 0.333333h; Irradiation; | 99% |
With zirconium(IV) chloride In methanol at 20℃; for 0.05h; | 96% |
With 2,6-dicarboxypyridinium chlorochromate In acetonitrile at 20℃; for 0.5h; | 70% |
Conditions | Yield |
---|---|
With bis(1,1'-ethylene-3,3'-divinylimidazole-2,2'-diylidene)nickel(II) dibromide dihydrate; potassium carbonate In water; N,N-dimethyl-formamide at 100℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; | 99% |
With potassium carbonate In water; N,N-dimethyl-formamide at 30℃; for 4h; Suzuki-Miyaura Coupling; Irradiation; Inert atmosphere; | 98% |
With potassium phosphate In ethanol; water at 80℃; for 3h; Suzuki-Miyaura Coupling; | 98% |
Conditions | Yield |
---|---|
With potassium carbonate In ethanol; water at 80℃; for 2h; Suzuki-Miyaura Coupling; | 99% |
With palladium diacetate In water; isopropyl alcohol at 27℃; for 1h; Suzuki-Miyaura Coupling; | 96% |
With C12H12Cl2N4O2Pd; caesium carbonate In water at 60℃; for 5h; Suzuki-Miyaura Coupling; | 90% |
Conditions | Yield |
---|---|
With sodium hydroxide; palladium diacetate In water at 110℃; for 2h; Suzuki-type reaction; | 99% |
With sodium carbonate at 100℃; for 0.666667h; Suzuki Coupling; | 97% |
With sodium carbonate at 80℃; for 0.716667h; Catalytic behavior; Suzuki Coupling; | 97% |
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole
4-chlorobenzaldehyde
4-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In water at 20℃; for 6h; Suzuki-Miyaura Coupling; | 99% |
biphenyl-4-carbaldehyde oxime
4-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With 1-benzyl-4-aza-1-azoniabiyclo<2.2.2>octane peroxodisulfate In acetonitrile for 0.25h; Heating; | 98% |
With 1-benzyl-4-aza-1-azoniabiyclo<2.2.2>octane peroxodisulfate In acetonitrile for 0.25h; Oxidation; Heating; | 98% |
With tris[trinitratocerium(IV)] paraperiodate at 90℃; for 0.166667h; | 95% |
With Nitrogen dioxide In acetonitrile at 25℃; for 0.0833333h; |
4-(trifluormethanesulfonyloxy)benzaldehyde
4-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride; bis(dibenzylideneacetone)-palladium(0); CyJohnPhos In tetrahydrofuran for 6h; Heating; | 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 palladium diacetate; potassium carbonate In ethanol; water at 25℃; for 2h; Suzuki-Miyaura Coupling; | 95% |
With 5%-palladium/activated carbon; oxygen; potassium carbonate In ethanol; water at 80℃; for 0.416667h; Suzuki-Miyaura Coupling; | 93% |
Conditions | Yield |
---|---|
With cesium fluoride In water; N,N-dimethyl-formamide at 40℃; for 5h; Stille coupling; | 98% |
With [Pd{C6H2-(CH2CH2NH2)-(OMe)2-3,4}Br(PPh3)]; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 0.0666667h; Stille coupling; Microwave irradiation; | 95% |
With C31H33INPPd In N,N-dimethyl-formamide at 80℃; for 24h; Stille coupling; | 93% |
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran; water at 25℃; Suzuki coupling; | 98% |
4-(dibromomethyl)-1,1'-biphenyl
dimethyl sulfoxide
4-Phenylbenzaldehyde
Conditions | Yield |
---|---|
at 100℃; for 2h; | 97% |
Conditions | Yield |
---|---|
With sodium carbonate at 80℃; for 3.16667h; Catalytic behavior; Stille Cross Coupling; | 97% |
With (2-methylacetatobenzyl)triphenylphosphonium hexabromodipalladate(II); potassium carbonate at 90℃; for 0.166667h; Stille Cross Coupling; | 95% |
With potassium carbonate for 0.4h; Stille Cross Coupling; | 95% |
4-formylphenylboronic acid,
diphenyl(2,2,2-trifluoroethyl)sulfonium trifluoromethanesulfonate
4-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With bis(tri-t-butylphosphine)palladium(0); sodium hydrogencarbonate In N,N-dimethyl-formamide at 60℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox; Sealed tube; | 97% |
4-bromo-1,1'-biphenyl
N,N-dimethyl-formamide
4-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With samarium; copper(l) iodide at 20℃; for 4h; Inert atmosphere; | 96% |
Formylation; | 88% |
(i) nBuLi, Et2O, (ii) /BRN= 605365/; Multistep reaction; |
[2-(hydroxymethyl)phenyl](dimethyl)phenylsilane
p-(iodophenyl)carboxaldehyde
4-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate; N-cyclohexyl-1-[2-(diphenylphosphanyl)phenyl]methanimine; palladium dichloride In water; dimethyl sulfoxide at 50℃; for 27h; | 96% |
Conditions | Yield |
---|---|
With dichlorobis(tricyclohexylphosphine)nickel(II) In benzene at 25℃; for 1h; | 96% |
Conditions | Yield |
---|---|
Stage #1: phenylzinc iodide-lithium chloride complex With trans-[1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene]PdCl2(NC5H5) In tetrahydrofuran at 20℃; for 0.05h; Inert atmosphere; Stage #2: 4-(Methylthio)benzaldehyde In tetrahydrofuran; acetonitrile at 20℃; for 4h; Inert atmosphere; | 96% |
4-formylbenzene-1-sulfonyl fluoride
phenylboronic acid
4-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With palladium diacetate; diisopropylamine In ethanol; water at 25℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Temperature; Suzuki-Miyaura Coupling; | 96% |
Conditions | Yield |
---|---|
With sodium hydroxide; PEG encapsulated palladium nanoparticle In water at 90℃; for 2.5h; Hiyama cross-coupling reaction; | 95% |
With sodium hydroxide In ethanol; water at 110℃; for 0.1h; Hiyama coupling; Microwave irradiation; | 95% |
With sodium hydroxide In ethylene glycol at 100℃; for 1h; Hiyama Coupling; | 95% |
4-(trifluormethanesulfonyloxy)benzaldehyde
phenylboronic acid
4-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With sodium carbonate; palladium on activated charcoal In ethanol; water at 20℃; for 24h; Suzuki-Miyaura coupling reaction; | 95% |
Conditions | Yield |
---|---|
With triphenyl phosphite; potassium phosphate tribasic trihydrate; N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride; palladium diacetate In tert-butyl alcohol at 80℃; for 4h; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With 1,1'-bis-(diphenylphosphino)ferrocene; (9-phenanthrenyl)Ni(II)(PPh3)2Cl; potassium carbonate In toluene at 110℃; for 20h; Suzuki Coupling; Inert atmosphere; | 95% |
With 2-hydroxy-3-(p-tolyl)-2,3-dihydroindan-1-one; palladium diacetate; potassium carbonate In ethanol for 2h; Reagent/catalyst; Solvent; Time; Suzuki-Miyaura Coupling; Reflux; | 92% |
With potassium phosphate; Ni(1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene)[P(OPh)3]2 In tetrahydrofuran at 70℃; for 18h; Suzuki-Miyaura Coupling; Sealed tube; | 22% |
Conditions | Yield |
---|---|
Stage #1: 4-hydroxy-benzaldehyde With fluorosulfonyl fluoride; potassium carbonate In ethanol; water at 20℃; for 4h; Stage #2: phenylboronic acid With potassium carbonate; palladium dichloride In ethanol; water at 20℃; for 6h; | 95% |
With potassium phosphate; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); 4-methyl-N-phenyl-N-tosylbenzenesulfonamide In 1,4-dioxane at 110℃; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; | 90% |
Stage #1: 4-hydroxy-benzaldehyde With potassium phosphate; fluorosulfonyl fluoride In 1,4-dioxane at 20℃; for 48h; Stage #2: phenylboronic acid With bis(tricyclohexylphosphine)nickel(II) dichloride; tricyclohexylphosphine tetrafluoroborate In 1,4-dioxane at 80℃; for 15h; | 40% |
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole
4-bromo-benzaldehyde
4-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In ethanol; water at 20℃; Suzuki-Miyaura Coupling; Green chemistry; | 95% |
With dichloro bis(acetonitrile) palladium(II); potassium phosphate; 1,1'-bis(di-tertbutylphosphino)ferrocene In tetrahydrofuran; water at 60℃; for 20h; Suzuki Coupling; Inert atmosphere; | 88% |
With potassium hydroxide In water; isopropyl alcohol at 80℃; for 6h; Reagent/catalyst; Suzuki-Miyaura Coupling; Schlenk technique; Green chemistry; |
tetraphenyltin(IV)
4-bromo-benzaldehyde
A
biphenyl
B
4-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With dmap; palladium dichloride for 0.333333h; Stille Cross Coupling; Microwave irradiation; | A 3% B 95% |
lithium cyanide
benzoyl chloride
4-Phenylbenzaldehyde
α-Benzoyloxy-α-(4-biphenylyl)acetonitrile
Conditions | Yield |
---|---|
In tetrahydrofuran for 0.5h; Ambient temperature; | 100% |
2,6-dichloro-p-phenylenediamine
4-Phenylbenzaldehyde
N'-[1-Biphenyl-4-yl-meth-(E)-ylidene]-2,6-dichloro-benzene-1,4-diamine
Conditions | Yield |
---|---|
In ethanol for 1.5h; Heating; | 100% |
4-Phenylbenzaldehyde
4-(thiomorpholinomethyl)aniline
Conditions | Yield |
---|---|
With acetic acid | 100% |
With acid Condensation; | 93% |
Conditions | Yield |
---|---|
In ethanol for 4h; Heating; | 100% |
4-Phenylbenzaldehyde
N2-[2R-isobutyl-3S-(9-fluorenylmethoxycarbonylamino)-4-hydroxysuccinyl]-L-tert-leucine-N1-methylamide
Conditions | Yield |
---|---|
Multistep reaction; | 100% |
4-(trifluoromethyl)benzoic acid hydrazide
4-Phenylbenzaldehyde
4-trifluoromethylbenzoyl acid biphenyl-4-yl-methylene hydrazide
Conditions | Yield |
---|---|
In methanol for 3h; Heating / reflux; | 100% |
4-Phenylbenzaldehyde
1-t-Butoxycarbonylpiperazine
tert-butyl 4-([1,1'-biphenyl]-4-ylmethyl)piperazine-1-carboxylate
Conditions | Yield |
---|---|
With triethylamine; trimethyl orthoformate In dichloromethane at 20℃; for 1h; | 100% |
With sodium tris(acetoxy)borohydride; acetic acid In methanol for 15h; Inert atmosphere; |
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane for 2h; Reflux; | 100% |
Conditions | Yield |
---|---|
With [Pd(N-(naphthyl)-4-methoxy-salicylaldimine(-2H))(triphenylphosphine)]; sodium hydroxide at 120℃; for 4h; Reagent/catalyst; Suzuki Coupling; | 100% |
1,3-diaminoguanidine hydrochloride
4-Phenylbenzaldehyde
Conditions | Yield |
---|---|
In ethanol for 16h; Reflux; | 100% |
In ethanol at 100℃; for 0.166667h; Microwave irradiation; | 81% |
(methyl-d3)triphenylphosphonium iodide
4-Phenylbenzaldehyde
4-(vinyl-β,β-d2)-1,1'-biphenyl
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 16h; Cooling; | 100% |
ethane-1,2-dithiol
4-Phenylbenzaldehyde
2-biphenyl-4-yl-1,3-dithiolane
Conditions | Yield |
---|---|
With amberlyst-15 In acetonitrile for 1h; | 99.97% |
With zeolite HSZ-360 In dichloromethane for 15h; Ambient temperature; | 88% |
4-Phenylbenzaldehyde
malononitrile
2-([1,1’-biphenyl]-4-ylmethylene)malononitrile
Conditions | Yield |
---|---|
In ethanol; water for 23h; Knoevenagel condensation; | 99% |
With potassium carbonate In ethanol at 70℃; under 750.075 Torr; for 2.5h; Inert atmosphere; | 99.9% |
With [Cd(2,4,5-tris(pyridin-4-yl)imidazole)(naphthalene-1,5-disulfonate)]n In neat (no solvent) at 20℃; for 24h; Knoevenagel Condensation; Green chemistry; | 97% |
1.3-propanedithiol
4-Phenylbenzaldehyde
2-([1,1'-biphenyl]-4-yl)-1,3-dithiane
Conditions | Yield |
---|---|
With amberlyst-15 In acetonitrile for 1h; | 99.06% |
With hydrogenchloride In benzene Heating; | |
With hydrogenchloride In chloroform for 0.583333h; | |
With boron trifluoride diethyl etherate In dichloromethane Inert atmosphere; | |
With boron trifluoride diethyl etherate In dichloromethane at 0 - 25℃; |
4-Phenylbenzaldehyde
biphenyl-4-carbaldehyde oxime
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; sodium carbonate In methanol; water at 20℃; for 3h; | 99% |
With sodium hydroxide; hydroxylamine hydrochloride In ethanol; water at 25 - 30℃; for 1h; | 98% |
With hydroxylamine hydrochloride; sodium acetate In tetrahydrofuran; ethanol; water at 20℃; for 72h; | 98% |
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol at 80℃; for 48h; | 99% |
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid; O-benzenesulfonyl-acetohydroxamic acid ethyl ester In dichloromethane at 23℃; for 24h; Inert atmosphere; | 99% |
With ammonium sulfate; sodium carbonate; sulfur In dimethyl sulfoxide at 120℃; for 10h; Sealed tube; | 99% |
With trifluorormethanesulfonic acid; trimethylsilylazide In acetonitrile at 25℃; for 0.00277778h; Schmidt Reaction; Flow reactor; | 98% |
Conditions | Yield |
---|---|
Stage #1: 4-Phenylbenzaldehyde With zinc diacetate In tetrahydrofuran at 65℃; for 0.166667h; Stage #2: With methyl-di(n-propoxy)silane In tetrahydrofuran at 65℃; for 24h; Stage #3: With hydrogenchloride; water at 0℃; for 1h; | 99% |
With iron(II) fluoro{tris[2-(diphenylphosphino)phenyl]phospino}tetrafluoroborate; hydrogen; trifluoroacetic acid In isopropyl alcohol at 120℃; under 15001.5 Torr; for 2h; Inert atmosphere; Autoclave; chemoselective reaction; | 99% |
With C46H49CoN3P4(2+)*2BF4(1-); hydrogen; potassium hydroxide In ethanol; acetonitrile at 60℃; under 22801.5 Torr; for 24h; Autoclave; Glovebox; chemoselective reaction; | 99% |
4-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With pyridine; hydroxylamine hydrochloride In ethanol at 150℃; for 2.5h; | 99% |
With hydroxylamine hydrochloride; sodium acetate In methanol for 0.5h; Heating; Yield given; |
4-Phenylbenzaldehyde
2-thiomorpholin-4-ylmethyl-phenylamine
Conditions | Yield |
---|---|
With acid Condensation; | 99% |
Conditions | Yield |
---|---|
With potassium tert-butylate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; dirhodium(II) tetrakis(perfluorobutyrate) In tert-Amyl alcohol at 60℃; for 1h; | 99% |
With [(quinone)Rh(COD)]-*K+; water at 75℃; for 3h; | 93% |
BF4(1-)*C14H16O2Rh(1-)*2K(1+) In water at 75℃; for 3h; Conversion of starting material; | 93% |
With potassium phosphate monohydrate; nickel(II) perchlorate hexahydrate In isopropyl alcohol at 80℃; Inert atmosphere; | 89% |
Chemical Stability: Stable under normal temperatures and pressures.
Conditions to Avoid: Incompatible materials.
Incompatibilities with Other Materials Strong oxidizing agents, strong bases.
Hazardous Decomposition Products Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization Has not been reported.
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