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[ CAS No. 13041-70-8 ] {[proInfo.proName]}

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Chemical Structure| 13041-70-8
Chemical Structure| 13041-70-8
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Product Details of [ 13041-70-8 ]

CAS No. :13041-70-8 MDL No. :MFCD00155020
Formula : C14H11Br Boiling Point : No data available
Linear Structure Formula :C6H5CHCHC6H4Br InChI Key :ZZMMKLVIBZWGPK-VOTSOKGWSA-N
M.W : 259.14 Pubchem ID :5374623
Synonyms :

Safety of [ 13041-70-8 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 13041-70-8 ]

* 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.

  • Downstream synthetic route of [ 13041-70-8 ]

[ 13041-70-8 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 13667-12-4 ]
  • [ 13041-70-8 ]
  • (Z)-1-(4-bromophenyl)-2-phenylethylene [ No CAS ]
YieldReaction ConditionsOperation in experiment
92%Spectr. With Butane-1,4-diol; palladium diacetate; at 65℃; for 4h; General procedure: Diphenylacetylene 1a (1 mmol), 1,4-butanediol 2a (1 mmol), Pd(OAc)2 (0.01 mmol) in 2 mL of PEG 400 were placed in 25-mL round bottom flask allowed to stirring at 65 0C for 4 hours. The formation of respective Stilbene 3a as monitored by TLC, the reaction mixture was cooled to room temperature. Later the reaction mixture was extracted with diethyl ether (4 X 10 mL) and washed with brine solution (10 mL). Then, the organic phase was allowed to rotary evaporator to remove volatile components. The crude product was purified by column chromatography (silica gel, 100-120 mesh; petroleum ether/ethyl acetate (100 : 1) to afford the desired purified product.
  • 2
  • [ 13667-12-4 ]
  • [ 13041-70-8 ]
YieldReaction ConditionsOperation in experiment
85% With bis(1,5-cyclooctadiene)diiridium(I) dichloride; ethanol; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; at 120℃; for 22h;Inert atmosphere; Raw material 1b (0.20 mmol) and EtOH (4 mmol, 232 L) were sequentially added to the reaction flask.[Ir(cod)Cl] 2 (10 μmol, 8.4 mg), DPPE (0.04 mmol, 15.9 mg) and tetrahydrofuran (1.5 mL),Stir at 120 C for 22 hours in a nitrogen atmosphere.After cooling to room temperature, it was diluted with ethyl acetate (5 mL) and brine (5 mL).The organic phase was dried over anhydrous magnesium sulfate, dried and then filtered, and then evaporated.Product 2b was obtained as a white solid, 44 mg, yield 85%.
81% With formic acid; triethanolamine; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; 1,2-bis-(diphenylphosphino)ethane; palladium dichloride; In acetonitrile; at 20℃; for 16h;Irradiation; Raw material 1b (0.20 mmol) was sequentially added to the reaction flask.[Ir(dtbbpy)(ppy)2][PF6] (10μmol, 8.4 mg),PdCl2 (0.04 mmol, 7.1 mg),DPPE (0.04 mmol, 15.9 mg),TEOA (0.4mmol),HCOOH (0.4mmol)And acetonitrile (1.5 mL) in an air atmosphere,Stir at room temperature for 16 hours under white light and add ethyl acetate (5 mL) to dilute.Saturated brine (5 mL), dried the organic phase over anhydrous magnesium sulfate, and spin dry column chromatography, eluted with (n-hexane) to give the product 2b as a white solid 42 mg, 81% yield.
81% With tris[2-phenylpyridinato-C2,N]iridium(III); ethanol; 1,2-bis-(diphenylphosphino)ethane; palladium dichloride; In acetonitrile; at 20℃; for 16h;Irradiation; Add 1b (0.20mmol), Ir (ppy)3(10 μmol, 8.4 mg), PdCl2 (0.04 mmol, 7.1 mg), DPPE (0.04 mmol, 15.9 mg), TEOA (0.4 mmol), EtOH (0.4 mmol), and acetonitrile (1.5 mL). It was stirred at room temperature for 16 hours, diluted with ethyl acetate (5 mL), washed with saturated brine (5 mL), and the organic phase was dried over anhydrous magnesium sulfate. After spin-drying, column chromatography was performed. The eluent was (n-hexane) to obtain product 2b. 42 mg as a white solid with a yield of 81%.
73% With potassium ethyl xanthogenate; In water; N,N-dimethyl-formamide; at 130℃; for 12h; Take a 25 ml reaction tube, add 257 mg of <strong>[13667-12-4]1-bromo-4-phenylethynylbenzene</strong>, 320 mg of potassium ethylxanthate, 36 μl of water, 2 ml of N,N-dimethylformamide, 130C The reaction was stirred for 12 hours, and after the reaction was completed, 10 mL of ethyl acetate was added to quench the reaction, and 10 mL of saturated brine was added to wash, the organic phase was separated, and the aqueous phase was extracted 3 times with ethyl acetate (10 mL*3). After adding anhydrous sodium sulfate to dry, the solvent was distilled off under reduced pressure, and then separated by column chromatography to obtain (E)-1-chloro-4-styrylbenzene 188 mg, the yield was 73%.
70% With 1,2-bis-(diphenylphosphino)ethane; cobalt(II) iodide; zinc; In water; acetonitrile; at 60℃;Glovebox; In the glove box, cobalt iodide (0.01 mmol) and dppe (0.012 mmol) were accurately weighed and loaded into a stir bar.In the Snecker reaction tube, after adding 1 mL of acetonitrile for dissolution, it was placed in a magnetic stirrer at room temperature for 30 min to make the complex charge.Minute. After accurate weighing of zinc powder (0.6 mmol), the above internal alkyne (0.2 mmol) was added to the reaction tube in turn, and 1 mL of B was added.Nitrile, plug the rubber plug out of the glove box. The micro-sampler draws 36 μL (2 mmol) of water into the reaction tube and is placed in a constant temperature magnetic stir.The mixture was stirred at 60 C, and the progress of the reaction was monitored by TLC. After the reaction is over, the reactor is opened and used under reduced pressure.The volatiles were removed by a rotary evaporator and purified by column chromatography using ethyl acetate and petroleum ether as eluent. Reaction solventConcentration under reduced pressure followed by column chromatography to give a styrene compound (70% yield, Z/E = 5:95).

  • 3
  • [ 13667-12-4 ]
  • [ 13041-70-8 ]
  • [ 103-05-9 ]
YieldReaction ConditionsOperation in experiment
92%Spectr.; 8%Spectr. With [{Ir(H)((rac)-BINAP)}2(μ-Cl)3]Cl; hydrogen; In 1,4-dioxane; at 80℃; under 750.075 Torr; for 16h; General procedure: Iridium dinuclear complex (2.4 mol, 1.0 mol%) and alkyne (0.24 mmol) were added to a glasstube in the reactor and the tube was charged with argon gas. Dry 1,4-dioxane (1.5 mL) was addedinto a glass tube in the reactor, and replaced argon gas with H2 gas. The reaction mixture wasstirred for periodic time under optimal conditions. After removal of solvent, the mixture andphenanthrene were dissolved into CDCl3. Yield was determined by 1H NMR analysis usingphenanthrene as an internal standard and reference to literatures.
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