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[ CAS No. 936-51-6 ] {[proInfo.proName]}

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Chemical Structure| 936-51-6
Chemical Structure| 936-51-6
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Product Details of [ 936-51-6 ]

CAS No. :936-51-6 MDL No. :MFCD00030564
Formula : C9H10O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 150.17 Pubchem ID :-
Synonyms :

Safety of [ 936-51-6 ]

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

Application In Synthesis of [ 936-51-6 ]

* 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 [ 936-51-6 ]

[ 936-51-6 ] Synthesis Path-Downstream   1~41

  • 1
  • [ 56-23-5 ]
  • [ 128-08-5 ]
  • [ 936-51-6 ]
  • [ 939-54-8 ]
  • 2
  • [ 936-51-6 ]
  • [ 622-08-2 ]
YieldReaction ConditionsOperation in experiment
92% With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran for 6h; Ambient temperature;
86% With chloro-trimethyl-silane; zinc(II) tetrahydroborate In diethyl ether at 25℃; for 0.75h;
85% Stage #1: 2-phenyl-1,3-dioxolane With 9-borabicyclo[3.3.1]nonane dimer In toluene for 18h; Inert atmosphere; Reflux; Stage #2: With ethanolamine In toluene; pentane at 20℃; for 1h; Inert atmosphere;
82% With diisobutylaluminium hydride In toluene for 4h; Ambient temperature;
With lithium aluminium tetrahydride; aluminium trichloride; diethyl ether
With lithium aluminium tetrahydride; aluminium trichloride In diethyl ether
With carbon monoxide; hydrogen at 210℃;

  • 3
  • [ 936-51-6 ]
  • [ 939-54-8 ]
YieldReaction ConditionsOperation in experiment
92% With 2,2'-azobis(isobutyronitrile); Bromoform In benzene for 5h; Heating;
80% With N-Bromosuccinimide In tetrachloromethane for 18h; Heating;
60% With pyridinium hydrobromide perbromide; orthoformic acid triethyl ester In 1,2-dichloro-ethane at 50℃; for 2h;
With tetrachloromethane; bromine UV-Belichtung;
With tetrachloromethane; N-Bromosuccinimide
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane
With N-Bromosuccinimide In tetrachloromethane 35 2-Bromoethyl benzoate EXAMPLE 35 2-Bromoethyl benzoate A solution of 120.14 g (0.80 mol) of 2-phenyl-1,3-dioxolane, 142.39 g (0.80 ml) of N-bromosuccinimide, 1 liter of carbon tetrachloride, and a catalytic amount of benzoyl peroxide was heated with stirring at reflux for 51/4 hours and cooled in accordance with the method disclosed in J. Org. Chem 43, 3418 (1978). The resulting mixture was filtered and the filtrate was concentrated and distilled. 147.8 g of product was collected; bp=104°-111° C./0.40 mm. (Rep. bp=90°-2° C./0.5 mm.) Anal.Calcd. for C9 H9 BrO2: C, 47.19; H, 3.96 Found: C, 46.89; H, 4.24.
With N-Bromosuccinimide In tetrachloromethane 1 Example 1 Example 1 Preparation of 2-Bromoethyl Benzoate A mixture of 120.14 grams (0.80 mol) of 2-phenyl-1,3-dioxolane, 142.39 grams (0.80 mol) of N-bromosuccinimide, 1 liter of carbon tetrachloride and a catalytic amount of benzoyl peroxide was heated with stirring at reflux for 5.25 hours and then cooled. The mixture was filtered, and the filtrate was concentrated to an oil. Distillation of this oil gave 147.8 grams; (80.65% of theory) of the product; bp=104°-111° C./0.40 mm. Anal. Calcd. for C9 H9 BrO2: C, 47.19; H, 3.96; Found: C, 46.89; H, 4.24;

  • 4
  • [ 98-87-3 ]
  • [ 936-51-6 ]
  • [ 94-49-5 ]
  • [ 3418-37-9 ]
YieldReaction ConditionsOperation in experiment
1: 39% 2: 17% With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In 1,2-dimethoxyethane; dichloromethane
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In 1,2-dimethoxyethane; dichloromethane other cyclic acetals and arylchlorocarbenes;
  • 6
  • [ 936-51-6 ]
  • [ 592-41-6 ]
  • [ 94-50-8 ]
  • Benzoic acid 4-butyl-decyl ester [ No CAS ]
  • 7
  • [ 936-51-6 ]
  • [ 2537-48-6 ]
  • [ 1885-38-7 ]
  • 9
  • [ 936-51-6 ]
  • [ 19807-41-1 ]
  • [ 94-49-5 ]
  • [ 3418-37-9 ]
YieldReaction ConditionsOperation in experiment
1: 39% 2: 17% With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride
  • 10
  • [ 936-51-6 ]
  • [ 97-93-8 ]
  • [ 622-08-2 ]
  • [ 91968-37-5 ]
YieldReaction ConditionsOperation in experiment
1: 0.01 mol 2: 0.04 mol With diethylaluminium hydride In hexane; kerosene for 20h; Heating;
  • 12
  • [ 936-51-6 ]
  • [ 540-63-6 ]
  • [ 5616-55-7 ]
YieldReaction ConditionsOperation in experiment
99% With tetra-N-butylammonium tribromide In tetrahydrofuran at 20℃; for 0.08h;
98% With 1,3,5-trichloro-2,4,6-triazine In N,N-dimethyl-formamide at 20℃; for 0.333333h;
95% With copper(II) sulfate In dichloromethane at 20℃; for 0.833333h;
92% With indium(III) chloride In 1,2-dichloro-ethane for 0.166667h; Heating;
90% With trichloromelamine In dichloromethane at 20℃; for 5h;
89% With In(OSO2CF3)3 In dichloromethane at 20℃; for 0.133333h;
85% With tetrabutylammomium bromide at 110 - 115℃; for 0.75h;
75% With diethyl ether; lithium perchlorate at 28℃; for 0.666667h;

  • 15
  • [ 936-51-6 ]
  • [ 622-08-2 ]
  • [ 91968-37-5 ]
YieldReaction ConditionsOperation in experiment
1: 0.01 mol 2: 0.035 mol With triethylaluminum; diethylaluminium hydride In hexane; kerosene for 10h; Heating;
  • 17
  • [ 936-51-6 ]
  • [ 622-22-0 ]
YieldReaction ConditionsOperation in experiment
With carbon monoxide; hydrogen at 210℃;
Multi-step reaction with 2 steps 1: H2, CO / Co2(CO)8 / 210 °C / 124116 Torr 2: (i) Na, (ii) /BRN= 471308/
  • 18
  • [ 17789-14-9 ]
  • [ 19158-51-1 ]
  • [ 936-51-6 ]
  • [ 153329-04-5 ]
  • 19
  • [ 936-51-6 ]
  • [ 18146-00-4 ]
  • [ 14593-43-2 ]
YieldReaction ConditionsOperation in experiment
80% With tin(II) trifluoromethanesulfonate; tert-butyldimethylsilane In acetonitrile at -20℃;
  • 20
  • [ 936-51-6 ]
  • [ 14642-79-6 ]
  • [ 103-50-4 ]
  • 21
  • [ 936-51-6 ]
  • [ 18146-00-4 ]
  • [ 762-72-1 ]
  • [ 98088-48-3 ]
YieldReaction ConditionsOperation in experiment
89% With tin(II) trifluoromethanesulfonate In acetonitrile at -20℃; for 3h;
  • 23
  • [ 936-51-6 ]
  • [ 96-10-6 ]
  • [ 91968-37-5 ]
  • {1-[2'-(1''-phenylpropoxy)ethoxy]propyl}benzene [ No CAS ]
YieldReaction ConditionsOperation in experiment
In hexane at 25℃; for 0.5h;
  • 24
  • [ 56-23-5 ]
  • [ 936-51-6 ]
  • [ 7726-95-6 ]
  • [ 939-54-8 ]
YieldReaction ConditionsOperation in experiment
UV-Licht.Irradiation;
  • 25
  • [ 936-51-6 ]
  • [ 122405-06-5 ]
  • [ 91968-37-5 ]
YieldReaction ConditionsOperation in experiment
for 6h;
  • 26
  • [ 936-51-6 ]
  • [ 94-33-7 ]
  • [ 939-55-9 ]
  • [ 100-52-7 ]
  • [ 65-85-0 ]
  • 27
  • [ 936-51-6 ]
  • [ 501-53-1 ]
  • [ 39896-97-4 ]
YieldReaction ConditionsOperation in experiment
73% With triethylsilane; 1,1,1,3,3,3-hexamethyl-disilazane In dichloromethane at 20℃; for 36h;
  • 28
  • [ 132636-66-9 ]
  • [ 936-51-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 2: 44 percent / sodium phosphinate / Pd / C / benzene; H2O / 0.25 h / Heating
  • 29
  • [ 936-51-6 ]
  • [ 24406-16-4 ]
  • [ 583-03-9 ]
YieldReaction ConditionsOperation in experiment
87% Preparation of 1-phenylpentan-1-olSodium dodecyl sulfate (0.2 g, 0.7 mmol), p-toluene sulfonic acid monohydrate (0.145 g, 0.8 mmol) and a stir bar were added to the inside of a PDMS thimble. All solvents were purged with Argon. Water (4 mL) was added to the inside of the PDMS thimble followed by 2 mL of THF. 2-phenyl-1,3-dioxolane (0.46 g, 3 mmol) was added to the inside of the PDMS thimble. The reaction was stirred at 25 C. for 3.5 hours. Separately, the cuprate was synthesized under N2 utilizing standard Schlenk line techniques. CuI (2.88 g, 15 mmol) was placed in a Schlenk flask under N2, 42 mL diethyl ether was added and the suspension was cooled in a brine bath for 20 minutes. 12 mL of 2.5 M BuLi (1.92 g, 30 mmol) in hexanes was added and the reaction was stirred for 30 minutes in the brine bath. The cuprate solution was then transferred to the outside of the PDMS thimble and the reaction proceeded for 12 hours. Water (5 mL) was added. The PDMS thimble was swelled with 3×20 mL diethyl ether, the organics were combined and dried over MgSO4 and evaporated. The product was purified by flash chromatography eluting with 1:4 ethyl acetate:hexanes to yield a colorless oil (0.44 g, 87% yield). 1H NMR (CDCl3): delta 0.89 (t, J=7.2 Hz, 3H), 1.21-1.42 (m, 4H), 1.66-1.84 (m, 3H), 4.66 (t, J=6.6 Hz, 1H), 7.25-7.36 (m, 5H). 13C NMR (CDCl3): delta 14.02, 22.60, 27.99, 38.81, 74.71, 125.88, 127.48, 128.42, 144.92.
  • 30
  • [ 936-51-6 ]
  • [ 13007-92-6 ]
  • [ 122114-10-7 ]
YieldReaction ConditionsOperation in experiment
71% In tetrahydrofuran; dibutyl ether; at 135℃;Inert atmosphere; A 10:1 mixture of Bu2O/THF (22 ml), <strong>[13007-92-6]hexacarbonylchromium</strong> (0) (10.0 mmol, 2.2 g) and 2-phenyl-1,3-dioxolane (8.3 mmol, 1.25 g) was heated to 135 C under argon atmosphere. The mixture was stirred at this temperature for 48-72 hours until the formation of the first trace of green precipitate was observed. The cooled solution was filtered through celite and the solvent evaporated to give the crude complex which, after flash column chromatography on silica gel, gave the title compound as a yellow solid (5.9 mmol, 1.78 g, 71% yield);[3] FontWeight="Bold" FontSize="10" 1H NMR (300 MHz, CDCl3): δ = 4.00-4.18 (m, 4H), 5.27-5.36 (m, 3H), 5.52-5.56 (m, 3H); 13C NMR (75 MHz, CDCl3): δ = 65.8 (×2), 90.9 (×2), 91.2 (×2), 92.9, 101.4, 232.2; It is a known compound.[3]
  • 31
  • [ 936-51-6 ]
  • [ 18292-38-1 ]
  • [ 17898-21-4 ]
  • [ 1246169-41-4 ]
  • [ 1246169-42-5 ]
  • [ 1246169-43-6 ]
  • [ 1246169-44-7 ]
YieldReaction ConditionsOperation in experiment
1: 0.28 mmol 2: 0.18 mmol 3: 0.07 mmol 4: 0.06 mmol With silica-alumina In toluene at 60℃; for 8h; Inert atmosphere;
  • 32
  • [ 936-51-6 ]
  • [ 22924-18-1 ]
  • [ 84-58-2 ]
  • [ 1403356-52-4 ]
  • 33
  • [ 936-51-6 ]
  • [ 6784-59-4 ]
  • [ 5616-55-7 ]
YieldReaction ConditionsOperation in experiment
90% With acetyl chloride In methanol for 3h; Reflux; Green chemistry; chemoselective reaction;
  • 34
  • [ 936-51-6 ]
  • [ 6399-81-1 ]
  • [ 7237-34-5 ]
  • [ 100-52-7 ]
  • 35
  • [ 936-51-6 ]
  • [ 65-85-0 ]
  • [ 94-49-5 ]
YieldReaction ConditionsOperation in experiment
90% With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 80℃; for 12h;
90% With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 80℃; for 10h; Sealed tube; 1 Example 1, 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone accelerates the synthesis of diesters from cyclic acetals and carboxylic acids and the effect of different solvents on the esterification reaction(As exemplified by the compound of formula I-1). Will have2,3-dichloro-5,6-dicyano-1,4-p-benzoquinone (1.2 mmol)Benzoic acid (1 mmol),Different solvents (2 mL) (nitromethane, acetonitrile, ethyl acetate, chloroform, 1,2-dichloroethane, dichloromethane, benzene)andBenzaldehyde ethylene glycol(2 mmol) was placed in a sealed tube and allowed to react directly at 80 ° C for 10 hours. To the reaction mixture was added saturated aqueous sodium hydrogencarbonate, and the mixture was extracted with ethyl acetate. The esterified product was isolated by silica gel column chromatography, and the isolated yield was calculated as shown in Table 1, wherein the yield of the target ester in dichloromethane was The highest value was 90%, and the best solvent was methylene chloride.
  • 36
  • [ 103-82-2 ]
  • [ 936-51-6 ]
  • [ 94-49-5 ]
YieldReaction ConditionsOperation in experiment
43% With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 80℃; for 12h;
  • 38
  • [ 2403-53-4 ]
  • [ 936-51-6 ]
YieldReaction ConditionsOperation in experiment
92% With potassium phosphate; dicyclohexyl-(2?,4?,6?-triisopropyl-3,6-dimethoxy-[1,1?-biphenyl]-2-yl)phosphine; palladium(II) acetylacetonate; isopropyl alcohol; In 1,4-dioxane; at 130℃; for 2h;Inert atmosphere; In Example 1, 117 mg (0.60 mmol) of 2- (4-nitrophenyl) -1, 3-dioxolane was used instead of 92 mg (0.60 mmol) of 2-nitroanisole, and n-tridecane 60 muL of n-decane was used instead of 120 muL,When the same experimental operation was carried out, 2-phenyl-1,3-dioxolane was detected in a yield of 92% in gas chromatography analysis.
  • 39
  • [ 936-51-6 ]
  • [ 105-56-6 ]
  • [ 2169-69-9 ]
YieldReaction ConditionsOperation in experiment
93% With polymeric benzene sulfonic acid and polymeric 4-dimethylaminopyridine encapsualted in Cr-MIL-101 In water; dimethyl sulfoxide at 70℃; for 12h;
  • 40
  • [ 936-51-6 ]
  • 1-ethyl-3-naphthylaluminacyclopentane [ No CAS ]
  • [ 91968-37-5 ]
YieldReaction ConditionsOperation in experiment
In dichloromethane at 0 - 20℃; for 6h; Inert atmosphere; Reaction of 1,3-Dioxolanes 2a-2c with 1-Ethyl-3-Naphthylaluminacyclopentane (General Procedure) General procedure: Any of dioxolanes 2a-2c in an amount of 20 mmol was added dropwise to a solution of 40 mmol of 1-ethyl-3-naphthylaluminacyclopentane (6) in 10 mL of dry CH2Cl2 at 0°C in a dry argon atmosphere. The temperature of the reaction mixture was increased to 20°C, and the mixture was stirred for 6 h, after which it was cooled to -20°C and decomposed with 20 mL of a 10% HCl aqueous solution. The organic phase was separated, dried over MgSO4, and analyzed by GLC. Product 5b was isolated by vacuum distillation; this hydroxyether was identified in the individual form. Monoethers 5a and 5c were identified using GLC by matching with authentic samples [6].
  • 41
  • [ 66739-89-7 ]
  • [ 936-51-6 ]
YieldReaction ConditionsOperation in experiment
63% With [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; ethanol; potassium hexamethylsilazane In toluene at 150℃; for 8h; Inert atmosphere;
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