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CAS No. : | 5831-43-6 | MDL No. : | MFCD31700768 |
Formula : | C30H28 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | KNBCWMJBIJTDTC-UHFFFAOYSA-N |
M.W : | 388.54 | Pubchem ID : | 138601 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P280-P301+P312-P302+P352-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | With pyridine; titanium tetrachloride; zinc In tetrahydrofuran at 85℃; for 12h; Inert atmosphere; Reflux; | |
85% | With pyridine; titanium tetrachloride; zinc In tetrahydrofuran at 75℃; for 12h; Inert atmosphere; | |
80% | With hexachlorodisilane In benzene-d6 at 160℃; for 60h; Sealed tube; Inert atmosphere; |
65% | With pyridine; titanium tetrachloride; zinc In tetrahydrofuran for 12.25h; Inert atmosphere; Reflux; | |
54% | With sodium; titanium tetrachloride; zinc for 24h; Reflux; Inert atmosphere; | |
21% | With titanium tetrachloride; zinc at 120℃; for 10h; | |
With hydrogenchloride; amalgamated zinc; ethanol | ||
With diphosphorus pentasulfide Erhitzen des erhaltenen Thioketons mit Kupfer; | ||
With hydrogenchloride; mercury; zinc In ethanol Heating; | ||
Multi-step reaction with 3 steps 1: alcohol; hydrazine hydrate / 150 °C 2: mercury-oxide; benzene 3: CS2 | ||
Multi-step reaction with 2 steps 1: (i) Li, (ii) /BRN= 1958857/ 2: AcCl | ||
53 %Spectr. | With C30H52ClCoN2P3Ti; sodium iodide In benzene-d6 at 20℃; for 0.333333h; | |
With titanium tetrachloride; zinc In tetrahydrofuran | ||
With pyridine; titanium tetrachloride; zinc In tetrahydrofuran for 12h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride Erhitzen des Produkts fuer sich oder mit Pyridin; | ||
With hydrogen bromide Erhitzen des Produkts fuer sich oder mit Pyridin; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With carbon disulfide | ||
In acetonitrile Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; amalgamated zinc; ethanol |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With pentan-1-ol; sodium | ||
With 1,4-dioxane; nickel Hydrogenation; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With iodine; acetic acid |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
61% | With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In benzene at 85℃; for 3h; | |
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane Irradiation; | ||
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane at 80℃; for 30h; Inert atmosphere; |
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane | ||
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In benzene for 3h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With iron pentacarbonyl |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | With aluminum oxide; sodium triethylborohydride; iron(II) chloride In tetrahydrofuran; benzene Ambient temperature; | |
With dimanganese decacarbonyl In n-heptane Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 3% 2: 97% | With aluminium trichloride; zinc In acetonitrile at 35℃; for 0.333333h; irradiation of ultrasonic wave; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 9% 2: 31% | In tetrahydrofuran Ambient temperature; | |
1: 31% 2: 9% | In hexane; benzene at 20℃; for 0.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | In tetrahydrofuran Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 76% 2: 22% | In tetrahydrofuran at -78℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 28% 2: 18% 3: 50% | With dimethyl acetylenedicarboxylate In toluene for 5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 20% 2: 24% | In toluene for 20h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 31% 2: 26% 3: 29% | In tetrahydrofuran Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 12 % Chromat. 2: 62 % Chromat. | With ytterbium for 2h; Heating; | |
1: 9 % Chromat. 2: 67 % Chromat. | With ytterbium for 20h; Ambient temperature; | |
1: 12 % Chromat. 2: 62 % Chromat. | With ytterbium for 2h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 34% 2: 17% 3: 44% | With sodium triethylborohydride; iron(II) chloride In tetrahydrofuran 1.) -78 deg C, 10 min.; 2.) room temp.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 69 % Turnov. 2: 16 % Turnov. | With Nitrogen dioxide In dichloromethane at 25℃; for 0.1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 12% 2: 62% | With ytterbium; methyl iodide In N,N,N,N,N,N-hexamethylphosphoric triamide; benzene for 2h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 15 % Chromat. 2: 9 % Chromat. 3: 67 % Chromat. | With ytterbium; methyl iodide In N,N,N,N,N,N-hexamethylphosphoric triamide; benzene for 20h; Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With n-butyllithium In toluene at 0℃; Yield given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With methanesulfonic acid; chloranil In dichloromethane at 25℃; for 0.333333h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98 % Spectr. | With triethyloxonium hexachloroantimonate In dichloromethane at 0℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With bis(p-methylphenyl)-methanone |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 48% 2: 11% | In diethyl ether; benzene at 20℃; for 0.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | With triethylamine; diselenium dibromide In benzene for 3h; Heating; | |
Multi-step reaction with 2 steps 1: mercury-oxide; benzene 2: CS2 | ||
Multi-step reaction with 2 steps 1: HgO 2: acetonitrile / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 34% 2: 44% | With triethylamine; diselenium dibromide In dichloromethane at 20℃; for 3h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | In tetrahydrofuran at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 35 % Chromat. 2: 32 % Chromat. 3: 33 % Chromat. | With pyridine; titanium tetrachloride; zinc In tetrahydrofuran for 6h; Heating; Title compound not separated from byproducts; | |
With hexachlorodisilane In benzene-d6 at 160℃; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: selenium / toluene / 0.5 h / Heating 2: n-BuLi / toluene / 0 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 69 percent Turnov. / NO2 / CH2Cl2 / 0.1 h / 25 °C 2: 100 percent Turnov. / tetra-p-tolylethylene cation radical hexachloroantimonate salt / CH2Cl2 / 0.17 h / 0 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: diethyl ether; benzene 2: iodine; glacial acetic acid |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: NBS, AIBN / CCl4 / Irradiation 2: (i) thiourea, DMSO, (ii) aq. NaOH |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With tris(p-bromophenylammoniumyl) hexachloroantimonate In dichloromethane at 22℃; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With methanesulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 0℃; for 0.5h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With methanesulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 0℃; for 0.5h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / benzene / 3 h / 85 °C 2.1: potassium carbonate / ethanol / 4 h / 95 °C / Reflux 2.2: 48 h / 95 °C / Reflux 3.1: methanol; acetone / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / benzene / 3 h / 85 °C 2.1: potassium carbonate / ethanol / 4 h / 95 °C / Reflux 2.2: 48 h / 95 °C / Reflux 3.1: methanol; acetone / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / benzene / 3 h / 85 °C 2.1: potassium carbonate / ethanol / 4 h / 95 °C / Reflux 2.2: 48 h / 95 °C / Reflux 3.1: methanol; acetone / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / benzene / 3 h / 85 °C 2.1: potassium carbonate / ethanol / 4 h / 95 °C / Reflux 2.2: 48 h / 95 °C / Reflux 3.1: methanol; acetone / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / benzene / 3 h / 85 °C 2.1: potassium carbonate / ethanol / 4 h / 95 °C / Reflux 2.2: 48 h / 95 °C / Reflux 3.1: methanol; acetone / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / benzene / 3 h / 85 °C 2.1: potassium carbonate / ethanol / 4 h / 95 °C / Reflux 2.2: 48 h / 95 °C / Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 30 h / 80 °C / Inert atmosphere 2: silver nitrate; water / tetrahydrofuran / 24 h / 75 °C 3: ammonium acetate / ethanol / 5 h / 75 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 30 h / 80 °C / Inert atmosphere 2: silver nitrate; water / tetrahydrofuran / 24 h / 75 °C 3: ammonium acetate / ethanol / 5 h / 75 °C 4: methanol |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 30 h / 80 °C / Inert atmosphere 2: silver nitrate; water / tetrahydrofuran / 24 h / 75 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78% | With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In 1,4-dioxane; water at 70℃; for 48h; Inert atmosphere; | 2 Example 2 1,1,2,2-tetraborate ethylene (107 mg, 0.2 mmol), p-bromotoluene (164 mg, 0.96 mmol), [1,1'-bis(diphenyl) were added to the reaction flask under a nitrogen atmosphere. Phosphyl)ferrocene]palladium dichloride (7.5 mg, 0.01 mmol), cesium carbonate (391 mg, 1.2 mmol), solvent dioxane (3 ml), water (40 uL). The mixed system was reacted at 70 ° C for 48 h. After the reaction was completed, the reaction system was cooled to room temperature, and extracted with diethyl ether and water. The organic layer was combined, dried, and then evaporated to dryness, and then purified by column chromatography to give the desired product of 4-p-tolyylethylene (61 mg, yield 78%) ). |
78% | With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In 1,4-dioxane; water at 70℃; for 48h; Inert atmosphere; Schlenk technique; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / benzene / 3 h 2: acetonitrile / 12 h / 20 °C |