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[ CAS No. 93-91-4 ] {[proInfo.proName]}

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Chemical Structure| 93-91-4
Chemical Structure| 93-91-4
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Product Details of [ 93-91-4 ]

CAS No. :93-91-4 MDL No. :MFCD00008786
Formula : C10H10O2 Boiling Point : -
Linear Structure Formula :CH3C(O)CH2C(O)(C6H5) InChI Key :CVBUKMMMRLOKQR-UHFFFAOYSA-N
M.W : 162.19 Pubchem ID :7166
Synonyms :
Chemical Name :1-Phenyl-1,3-butanedione

Safety of [ 93-91-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 93-91-4 ]

* 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 [ 93-91-4 ]

[ 93-91-4 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 93-91-4 ]
  • [ 1979-98-2 ]
  • 5-methyl-2-methylsulfanyl-7-phenyl-pyrano[2,3-<i>d</i>]pyrimidin-4-one; perchlorate [ No CAS ]
  • 2
  • [ 93-91-4 ]
  • [ 74-88-4 ]
  • [ 6668-24-2 ]
YieldReaction ConditionsOperation in experiment
85% General procedure: Appropriate beta-diketone (100 mmol) was dissolved in anhydrous acetone (80 mL). Subsequently, anhydrous potassium carbonate (93 mmol) was added under inert. After stirring the solution for 5 min. at room temperature, methyl iodide (7.72 mL, 100 mmol) was added dropwise during 10 min. The reaction mixture was then refluxed for 12 h. Volatile components were distilled off, the residue was diluted with ether (100 mL) and precipitated solid was removed by suction. The filtrate was evaporated in vacuo and the residue was further purified.
With potassium carbonate; In N,N-dimethyl-formamide; at 20℃; for 18h; To a mixture of the benzoylacetone (1a) (2.0 mmol) and iodomethane (2.2 mmol) in N,N-dimethylformamide (5.0 mL) was added K2CO3 (1.5 mmol) at room temperature. The resulting reaction mixture was stirred at room temperature for 18 h. The reaction was then quenched with H2O (50 mL) and extracted with EtOAc (3 × 50 mL). The combined organic layers were washed with brine (30 mL), dried over MgSO4 , filtered, and concentrated (aspirator). The residue was purified by column chromatography.
  • 3
  • [ 21230-43-3 ]
  • [ 93-91-4 ]
  • [ 140706-38-3 ]
  • 4
  • [ 92-55-7 ]
  • [ 93-91-4 ]
  • [ 133894-42-5 ]
  • 6
  • [ 93-91-4 ]
  • [ 3347-62-4 ]
YieldReaction ConditionsOperation in experiment
99.7% With hydrazine; In ethanol; water; for 16h; Hydraxine hydrate (9.0 mL, 99 mmol, 35 wt.% in HaO; 0.64 equiv) isadded to a solution of benzoylacetone (25.00 g, 154.1 mmol, 1 equiv) in ethanol(250 mL). After stirring 14 h, more hydrazine hydrate (8.0 mL, 88 mmol, 0.57 equiv) isadded. After 2 h, the reaction solution is concentrated (95 C) to give the title compoundas a white solid (24.31 g, 99.7%). HRMS Calculated for CioHnN2: m/z 159.0922. Found:159.0917
98% With carbazic acid; In neat (no solvent); at 90℃; for 3h; 1-phenylbutane-1, 3-dione (8.11 g) at 90 C for 3 hours. The remainder was the same as in Example 1. The obtained compound was 5-methyl-3-phenyl-1H-pyrazole, the selectivity was> 99%, and the yield was 98%.
97% With hydrazine; In ethanol; at 80℃; for 3h; A compound wherein a methyl group was introduced into the 5-position of the pyrazole ring of XO-TT469 was synthesized. A pyrazole, XO-TT485, was prepare by condensation reaction of 1-phenyl-1,3-butanedione and hydrazine. And a 4-phenylcarboxylic acid unit was introduced (the following scheme).; XO-TT485; 1-phenyl-1,3-butanedione (2.00g, 12.3 mmol) was dissolved in ethanol, and to the solution was added hydrazine monohydrate (1.80 mL, 37.0 mmol), and the mixture was stirred at 80C for 3 hours. After about 80% of ethanol in the reaction solution was removed under reduced pressure, water (200 mL) was added to the residue. The precipitated solid was collected by filtration and dried in vacuo at 80C to give XO-TT485 as a white solid (1.88 g, 97% yield).
92% With sodium acetate; hydrazine hydrate; In acetic acid; at 70℃; for 18h; 1-Phenylbutane-1,3-dione (4.76 g, 29.4 mmol) was dissolved in 20 ml acetic acid. Hydrazine monohydrate (1.0 g, 19.6 mmol) and sodium acetate (8.0 g, 98 mmol) were added and the mixture was stirred at 70C overnight. The mixture was partitioned between ethyl acetate and water. The aqueous was extracted three times with ethyl acetate. The organic layer was washed sequentially three times with dilute potassium carbonate solution and then with brine. The organics were dried over magnesium sulphate, filtered and evaporated under reduced pressure. The residue was purified using the SP1 Purification System (ethyl acetate-hexane gradient, 0:100 rising to 30:70) to give 5-methyl-3-phenyl-1H-pyrazole (2.86 g, 18 mmol, 92%) as a pale yellow solid.
75% With titanium(IV) oxide; hydrazine; In neat (no solvent); at 60℃;Green chemistry; General procedure: A mixture of 1,3-diketone (2 mmol), hydrazine derivatives (2mmol) and nano TiO2 (20%) was heated at 60 C. The progress of the reaction was monitored by TLC. After the completion of the reaction, the mixture was washed with chloroform and filtered to recover the catalyst. The filtrate was evaporated and the crude product was recrystallized from iso-propanol to afford the purepyrazoles derivatives in 75-92 % yields.
With hydrazine hydrate; In ethanol; at 20℃; for 0.25h; To a solution of 1-benzoylacetone (0.20 g, 1.23 mmol) in ethanol (1.2 mL) was added dropwise hydrazine (0.08 mL, 1.5 mmol) at rt. The resulting reaction mixture was stirred to rt for 15 min(reaction monitored by TLC and UPLC-MS). 1

  • 7
  • [ 136-77-6 ]
  • [ 93-91-4 ]
  • 6-hexyl-7-hydroxy-4-methylflavylium chloride [ No CAS ]
  • 8
  • 4,4-dimethyl-2,2-dioxo-2λ'-[1,2,3] oxathiazinane-3-carboxylic acid tert-butyl ester [ No CAS ]
  • [ 865-47-4 ]
  • [ 3347-62-4 ]
  • [ 93-91-4 ]
  • [ 521267-14-1 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; hydrazine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile; Step C]: [1,1-Dimethyl-3-(5-methyl-3-phenyl-pyrazol-1-yl)-propyl]-carbamic Acid Tert-Butyl Ester 5-Methyl-3-phenyl-1H-pyrazole (320 mg, prepared from benzoylacetone and hydrazine according to Ali et al., Pak. J. Sci. Ind. Res. 1993, 36 (12), 502) was dissolved in DMF (7 ml) and cooled to 0 C. with an ice bath. Potassium-tert-butoxide (284 mg) was added in portions and the mixture was stirred for 45 min at 0 C. Then, 4,4-dimethyl-2,2-dioxo-2lambda'-[1,2,3]oxathiazinane-3-carboxylic acid tert-butyl ester (617 mg) was added in one portion and the reaction mixture was allowed to stir for 20 hours at RT. HCl (1N aqueous solution, 10 ml) was added and stirring was continued for 15 minutes. The mixture was diluted with ether, washed with water and brine (the aqueous layers were re-extracted twice with ether), dried and evaporated. The crude product was purified by flash chromatography (0 to 15% gradient of CH3CN in CH2Cl2) to give the desired product as a yellow gum. Yield: 545 mg. A regioisomer present in minor amounts was removed in the chromatographic purification step. MS (ISP): 344.5 (MH+)
  • 9
  • [ 1271-19-8 ]
  • [ 2156-56-1 ]
  • [ 93-91-4 ]
  • {(C5H5)2Ti(CH3COCHCOC6H5)(Cl2HCCO2)} [ No CAS ]
  • 10
  • [ 17217-57-1 ]
  • [ 7550-45-0 ]
  • [ 93-91-4 ]
  • benzoylacetonato-(4,4'-dimethoxy-2,2'-bipyridyl)dichloro titanium(III) [ No CAS ]
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