Conditions | Yield |
---|---|
With manganese(IV) oxide In chloroform for 5h; Oxidation; Heating; | 100% |
With Celite; pyridinium chlorochromate In dichloromethane for 12h; | 90% |
With manganese(IV) oxide In dichloromethane at 20℃; for 3h; | 87% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethylene glycol at 80℃; for 3h; Suzuki-Miyaura Coupling; | 100% |
With tetrabutylammomium bromide; potassium carbonate; cyclopalladated N-dodecylferrocenylimine In methanol; water at 20℃; for 5h; Suzuki-Miyaura cross-coupling reaction; | 99% |
With potassium phosphate tribasic heptahydrate In tetrahydrofuran at 60℃; for 10h; Suzuki coupling; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
Stage #1: 2-Bromobiphenyl With tert.-butyl lithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78 - 20℃; | 100% |
Stage #1: 2-Bromobiphenyl With n-butyllithium In tetrahydrofuran; hexane at -80℃; for 0.5h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -80 - 20℃; | 96% |
Conditions | Yield |
---|---|
Stage #1: phenylmagnesium bromide With indium(III) chloride In tetrahydrofuran at 25℃; Stage #2: ortho-bromobenzaldehyde; tris-(dibenzylideneacetone)dipalladium(0); trifuran-2-yl-phosphane In tetrahydrofuran; water for 2h; Heating; Further stages.; | 100% |
Stage #1: phenylmagnesium bromide In tetrahydrofuran at -20℃; for 0.166667h; Stage #2: ortho-bromobenzaldehyde With para-fluorostyrene; tetra-(n-butyl)ammonium iodide; cobalt acetylacetonate In tetrahydrofuran; 1,2-dimethoxyethane at 25℃; for 0.25h; | 42% |
Conditions | Yield |
---|---|
With caesium carbonate; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane for 1h; Suzuki-Miyaura coupling; Heating; | 99% |
With potassium phosphate; C50H63Cl2N3Pd In ethanol at 80℃; for 4h; Suzuki-Miyaura Coupling; | 98% |
With potassium carbonate In water; isopropyl alcohol at 100℃; for 18h; Suzuki-Miyaura Coupling; Inert atmosphere; | 98% |
2-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 0.5h; cooling; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate In water at 20℃; for 0.5h; Suzuki-Miyaura Coupling; | 99% |
With potassium carbonate In ethanol; water at 20℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry; | 94% |
With potassium phosphate In 1,4-dioxane at 70℃; for 1.5h; Suzuki-Miyaura Coupling; | 93% |
Conditions | Yield |
---|---|
With potassium carbonate In ethanol Suzuki-Miyaura Coupling; Schlenk technique; Heating; | 99% |
With C43H54N2S; palladium diacetate; potassium carbonate In water; isopropyl alcohol at 100℃; for 3h; Suzuki-Miyaura coupling reaction; Aerobic condition; Sealed tube; | 93% |
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; tetrabutyl ammonium fluoride In 2-methyltetrahydrofuran at 80℃; for 12h; | 98% |
Conditions | Yield |
---|---|
With dichloro bis(acetonitrile) palladium(II); potassium phosphate; tert-butyldiphenylphosphine In tetrahydrofuran; water at 60℃; for 20h; Suzuki Coupling; Inert atmosphere; | 98% |
N-(2-phenylbenzoyl)-N'-benzensulfonylhydrazine
2-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With sodium carbonate In glycerol at 170℃; for 0.166667h; | 97% |
With sodium carbonate; ethylene glycol | |
With sodium carbonate; glycerol Multistep reaction; |
diethyl ether
dichloromethane
2-biphenylmethanol
water
Dess-Martin periodane
2-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide In tert-butyl alcohol | 97% |
Conditions | Yield |
---|---|
With palladium diacetate; XPhos In toluene at 120℃; for 24h; Sealed tube; Inert atmosphere; | 97% |
phenylmagnesium chloride
N-tert-butyl-1-(2-methoxyphenyl)methanimine
2-Phenylbenzaldehyde
Conditions | Yield |
---|---|
Stage #1: N-tert-butyl-1-(2-methoxyphenyl)methanimine With chromium dichloride In tetrahydrofuran at 25℃; for 0.0833333h; Schlenk technique; Inert atmosphere; Stage #2: phenylmagnesium chloride In tetrahydrofuran at 25℃; for 5h; Schlenk technique; Inert atmosphere; Stage #3: With hydrogenchloride In tetrahydrofuran; water at 25℃; for 3h; Schlenk technique; Inert atmosphere; | 96% |
N-tert-butyl-1-(2-methoxyphenyl)methanimine
phenylmagnesium bromide
2-Phenylbenzaldehyde
Conditions | Yield |
---|---|
Stage #1: N-tert-butyl-1-(2-methoxyphenyl)methanimine With chromium dichloride In tetrahydrofuran at 25℃; for 0.0833333h; Schlenk technique; Inert atmosphere; Stage #2: phenylmagnesium bromide In tetrahydrofuran at 25℃; for 5h; Schlenk technique; Inert atmosphere; Stage #3: With hydrogenchloride In tetrahydrofuran; water at 25℃; for 3h; Schlenk technique; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
With potassium carbonate In water at 80℃; for 2h; Stille coupling; | 95% |
With potassium carbonate In water at 90℃; for 3h; Stille Cross Coupling; Green chemistry; | 94% |
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; cesium fluoride; 3-tert-butyl-5-methyl-1-(2-(diphenylphosphino)phenyl)-1H-pyrazole In toluene at 60℃; for 10h; Stille coupling; Inert atmosphere; | 86% |
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 16h; Stille coupling; | 84% |
With cesium fluoride; palladium(II) trifluoroacetate In 1,4-dioxane at 100℃; for 10h; Stille cross-coupling; | 80% |
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 water at 90℃; for 3h; Hiyama Coupling; Green chemistry; | 93% |
With sodium hydroxide In ethylene glycol at 100℃; for 1h; Hiyama Coupling; | 93% |
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tetrabutyl ammonium fluoride; 3-tert-butyl-5-methyl-1-(2-(diphenylphosphino)phenyl)-1H-pyrazole In 1,4-dioxane at 55℃; for 10h; Hiyama coupling; Inert atmosphere; | 76% |
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate In N,N-dimethyl acetamide at 90℃; for 5h; Schlenk technique; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
Stage #1: 2-[(tert-butylimino)methyl]-N,N-dimethylaniline With chromium dichloride In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere; Schlenk technique; Stage #2: phenylmagnesium bromide In tetrahydrofuran at 20℃; for 15h; Inert atmosphere; Schlenk technique; Stage #3: With hydrogenchloride In tetrahydrofuran; water at 20℃; for 3h; Reagent/catalyst; Time; Inert atmosphere; Schlenk technique; | 95% |
Conditions | Yield |
---|---|
With palladium diacetate In water; isopropyl alcohol at 27℃; for 2h; Suzuki-Miyaura Coupling; | 94% |
With C12H12Cl2N4O2Pd; caesium carbonate In water at 60℃; for 5h; Suzuki-Miyaura Coupling; | 88% |
With sodium acetate In water Suzuki Coupling; | 80% |
Conditions | Yield |
---|---|
Stage #1: 2-[(tert-butylimino)methyl]-N,N-dimethylaniline; phenylmagnesium chloride With chromium dichloride In tetrahydrofuran at 20℃; for 15h; Inert atmosphere; Stage #2: With hydrogenchloride In water at 20℃; for 3h; Inert atmosphere; | 93% |
bromobenzene
2-(2'-formylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
2-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With potassium phosphate; triphenylphosphine; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 80℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube; | 93% |
Conditions | Yield |
---|---|
Stage #1: N-(2-phenoxybenzylidene)tert-butylamine With chromium dichloride In tetrahydrofuran at 25℃; for 0.0833333h; Schlenk technique; Inert atmosphere; Stage #2: phenylmagnesium bromide In tetrahydrofuran at 25℃; for 5h; Schlenk technique; Inert atmosphere; Stage #3: With hydrogenchloride In tetrahydrofuran; water at 25℃; for 3h; Schlenk technique; Inert atmosphere; chemoselective reaction; | 92% |
Conditions | Yield |
---|---|
Stage #1: N-(2-ethoxybenzylidene)tert-butylamine With chromium dichloride In tetrahydrofuran at 25℃; for 0.0833333h; Schlenk technique; Inert atmosphere; Stage #2: phenylmagnesium bromide In tetrahydrofuran at 25℃; for 5h; Schlenk technique; Inert atmosphere; Stage #3: With hydrogenchloride In tetrahydrofuran; water at 25℃; for 3h; Schlenk technique; Inert atmosphere; chemoselective reaction; | 91% |
Conditions | Yield |
---|---|
Stage #1: 2-methyl-N-[2-(pyrrolidin-1-yl)benzylidene]propan-2-amine; phenylmagnesium bromide With chromium dichloride In tetrahydrofuran at 20℃; for 15h; Inert atmosphere; Stage #2: With hydrogenchloride In water Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
Stage #1: 2-((tert-butylimino)methyl)-N,N-diethylaniline; phenylmagnesium bromide With chromium dichloride In tetrahydrofuran at 20℃; for 15h; Inert atmosphere; Stage #2: With hydrogenchloride In water Inert atmosphere; | 90% |
2-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With iron(III)-acetylacetonate; dihydrogen peroxide; sodium iodide In water; ethyl acetate at 25℃; for 3h; Schlenk technique; | 90% |
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate In methanol for 1h; Suzuki-Miyaura cross-coupling; Heating; | 89% |
With potassium carbonate; palladium diacetate In methanol for 1h; Suzuki reaction; Heating; | 89% |
N-(2-phenylbenzylidene)-4-methylbenzenesulfonamide
2-Phenylbenzaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride; water In nitromethane at 100℃; for 10h; | 89% |
Conditions | Yield |
---|---|
With sodium hydroxide; Pd(NH3)2Cl2 In water at 120℃; for 3h; Hiyama coupling; | 88% |
With tetrabutyl ammonium fluoride; acetic acid In toluene at 100℃; for 24h; Hiyama Coupling; | 75% |
With PdCl2{P(OC6H5)3}2; caesium carbonate In ethylene glycol at 80℃; for 2h; Hiyama coupling; | 100 %Chromat. |
2-Phenylbenzaldehyde
toluene-4-sulfonamide
N-(2-phenylbenzylidene)-4-methylbenzenesulfonamide
Conditions | Yield |
---|---|
With boron trichloride - methyl sulfide complex In toluene at 20℃; for 7.5h; | 100% |
With copper diacetate In toluene Reflux; | 97% |
With tetraethoxy orthosilicate Heating; | 47% |
2-Phenylbenzaldehyde
toluene-4-sulfonamide
N-(9H-fluoren-9-yl)-4-methylbenzenesulfonamide
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In toluene at 20℃; for 0.333333h; aza-Friedel-Crafts reaction; | 99% |
With aluminum (III) chloride In nitromethane at 100℃; for 8h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; | 81% |
2-Phenylbenzaldehyde
N-methoxylamine hydrochloride
biphenyl-2-carbaldehyde O-methyl oxime
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol; water at 85℃; for 1.5h; | 99% |
Conditions | Yield |
---|---|
With CdS(x)Se(1-x) x:0-1;; cesium acetate; para-thiocresol In toluene Sealed tube; Inert atmosphere; Irradiation; | 98% |
Stage #1: 2-Phenylbenzaldehyde With polymethylhydrosiloxane; iron(II) acetate; tricyclohexylphosphine In tetrahydrofuran at 65℃; for 16h; Stage #2: With sodium hydrogencarbonate In tetrahydrofuran; methanol at 0 - 20℃; Further stages.; | 96% |
Stage #1: 2-Phenylbenzaldehyde With 1-Methylpyrrolidine; 2-chloro-5-fluorophenylboronic acid; phenylsilane at 20℃; for 16h; Inert atmosphere; Stage #2: With sodium hydroxide In water at 20℃; for 2h; chemoselective reaction; | 95% |
2-Phenylbenzaldehyde
toluene-4-sulfonic acid hydrazide
N′-(biphenyl-2-ylmethylene)-4-methylbenzenesulfonohydrazide
Conditions | Yield |
---|---|
In methanol at 60℃; Inert atmosphere; Schlenk technique; | 98% |
In ethanol Heating; | 67% |
In methanol at 60℃; Inert atmosphere; |
2-Phenylbenzaldehyde
dimethyl 1-(1-diazo-2-oxopropyl)phosphonate
2-ethynyl-1,1'-biphenyl
Conditions | Yield |
---|---|
With potassium carbonate In methanol at 20℃; for 3h; Inert atmosphere; | 98% |
With potassium carbonate In methanol at 20℃; | 92% |
With caesium carbonate In ethanol at 0 - 20℃; for 12h; Inert atmosphere; | |
With potassium carbonate In methanol at 0 - 20℃; for 16h; | 829.4 mg |
1,2,3-trimethoxybenzene
2-Phenylbenzaldehyde
9-(2,4,6-trimethoxyphenyl)-9H-fluorene
Conditions | Yield |
---|---|
With iron(III) chloride; Tosyl isocyanate In 1,2-dichloro-ethane at 80℃; for 2h; | 98% |
With trifluorormethanesulfonic acid; acetic anhydride In 1,2-dichloro-ethane at 20℃; Green chemistry; | 63% |
2-Phenylbenzaldehyde
1,3,5-trimethyl-benzene
9-(2,4,6-trimethylphenyl)-9H-fluorene
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid; acetic anhydride In 1,2-dichloro-ethane at 20℃; Solvent; Reagent/catalyst; Green chemistry; | 98% |
With iron(III) chloride; Tosyl isocyanate at 80℃; for 1h; | 98% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 80℃; for 8h; | 98% |
2-Phenylbenzaldehyde
(S)-2-methylpropane-2-sulfinamide
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate In tetrahydrofuran at 80℃; for 6h; | 97% |
With titanium(IV) tetraethanolate In tetrahydrofuran at 80℃; for 6h; Temperature; Concentration; | 97.4% |
4-bromo-1,1'-biphenyl
2-Phenylbenzaldehyde
(biphenyl-4-yl)(biphenyl-2-yl)methanol
Conditions | Yield |
---|---|
Stage #1: 4-bromo-1,1'-biphenyl With magnesium In tetrahydrofuran Stage #2: 2-Phenylbenzaldehyde In tetrahydrofuran at 20℃; for 1h; Grignard addition; Further stages.; | 97% |
2-Phenylbenzaldehyde
9-phenanthrylmagnesium bromide
(biphenyl-2-yl)(phenanthren-9-yl)methanol
Conditions | Yield |
---|---|
In tetrahydrofuran for 1h; Grignard addition; Heating; | 97% |
In tetrahydrofuran |
2-Phenylbenzaldehyde
methyl (triphenylphosphoranylidene)acetate
Conditions | Yield |
---|---|
In tetrahydrofuran for 24h; Reflux; Inert atmosphere; | 97% |
chloro-trimethyl-silane
2-Phenylbenzaldehyde
[(dibromomethylene)(2,4,6-tri-tertbutylphenyl)phosphine]
Conditions | Yield |
---|---|
Stage #1: [(dibromomethylene)(2,4,6-tri-tertbutylphenyl)phosphine] With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Inert atmosphere; Schlenk technique; Stage #2: 2-Phenylbenzaldehyde In tetrahydrofuran; hexane at -78℃; for 0.25h; Inert atmosphere; Schlenk technique; Stage #3: chloro-trimethyl-silane In tetrahydrofuran; hexane at 0 - 40℃; for 3h; Inert atmosphere; Schlenk technique; | 97% |
2-Phenylbenzaldehyde
trimethylsilylacetylene
1-([1,1’-biphenyl]-2-yl)-3-(trimethylsilyl)prop-2-yn-1-ol
Conditions | Yield |
---|---|
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; Stage #2: 2-Phenylbenzaldehyde In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; | 96% |
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -5℃; for 0.25h; Inert atmosphere; Stage #2: 2-Phenylbenzaldehyde In tetrahydrofuran; hexane at 0℃; for 3h; Inert atmosphere; | 55% |
Conditions | Yield |
---|---|
Stage #1: nitromethane With C36H46Cu2N2O4 In tert-butyl alcohol at 20℃; under 760.051 Torr; for 3h; Henry Nitro Aldol Condensation; Stage #2: 2-Phenylbenzaldehyde In tert-butyl alcohol at 20℃; for 86h; Henry Nitro Aldol Condensation; enantioselective reaction; | 96% |
The 2-Biphenylcarboxaldehyde with the cas number 1203-68-5 is also called 2-Formyl-1,1'-biphenyl. The IUPAC name is 2-phenylbenzaldehyde. Its molecular formula is C13H10O. This chemical belongs to the following product categories: (1)Biphenyls; (2)Aldehydes; (3)C10 to C21; (4)Carbonyl Compounds.
The properties of the chemical are: (1)ACD/LogP: 3.10; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.1; (4)ACD/LogD (pH 7.4): 3.1; (5)ACD/BCF (pH 5.5): 133.43; (6)ACD/BCF (pH 7.4): 133.43; (7)ACD/KOC (pH 5.5): 1155.74; (8)ACD/KOC (pH 7.4): 1155.74; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.608; (14)Molar Refractivity: 57.59 cm3; (15)Molar Volume: 166.3 cm3; (16)Polarizability: 22.83×10-24cm3; (17)Surface Tension: 42.8 dyne/cm; (18)Enthalpy of Vaporization: 57.51 kJ/mol; (19)Vapour Pressure: 0.000146 mmHg at 25°C.
Preparation: This chemical can be prepared by N-benzenesulfonyl-N'-(biphenyl-2-carbonyl)-hydrazine. This reaction needs reagent Na2CO3 and ethylene glycol.
Uses: This chemical can react with 1-aza-bicyclo[2.2.2]octan-3-one to product (Z)-2-(2-phenylbenzylidene)-3-quinuclidinone. This reaction needs reagent sodium hydroxyde and solvent ethanol.
While using this chemical, you should be very cautious. This chemical is not only irritating to skin, but also irritating to eyes and respiratory system. Therefore, you should take the following instructions. Firstly, you should wear suitable protective clothing. Then in case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: O=Cc2ccccc2c1ccccc1
(2)InChI: InChI=1/C13H10O/c14-10-12-8-4-5-9-13(12)11-6-2-1-3-7-11/h1-10H
(3)InChIKey: LCRCBXLHWTVPEQ-UHFFFAOYAM
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | unreported | > 1500mg/kg (1500mg/kg) | Farmaco, Edizione Scientifica. Vol. 19, Pg. 964, 1964. |
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