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Chemical Structure| 5187-23-5 Chemical Structure| 5187-23-5

Structure of 5187-23-5

Chemical Structure| 5187-23-5

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Product Details of [ 5187-23-5 ]

CAS No. :5187-23-5
Formula : C7H14O3
M.W : 146.18
SMILES Code : CCC1(CO)COCOC1
MDL No. :MFCD00192144
InChI Key :BGFBWRWYROQISE-UHFFFAOYSA-N
Pubchem ID :78860

Safety of [ 5187-23-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H319
Precautionary Statements:P305+P351+P338

Application In Synthesis of [ 5187-23-5 ]

* 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 [ 5187-23-5 ]

[ 5187-23-5 ] Synthesis Path-Downstream   1~15

  • 1
  • [ 109-87-5 ]
  • [ 77-99-6 ]
  • [ 5187-23-5 ]
  • 2
  • [ 4669-59-4 ]
  • [ 5187-23-5 ]
  • dimethyl(5-ethyl-1,3-dioxacyclohexyl)-5-methoxysilane [ No CAS ]
  • 4
  • [ 5187-23-5 ]
  • [ 75-36-5 ]
  • Acetic acid 5-ethyl-[1,3]dioxan-5-ylmethyl ester [ No CAS ]
  • 5
  • [ 5187-23-5 ]
  • [ 814-68-6 ]
  • 5-acryloxymethyl-5-ethyl-1,3-dioxacyclohexane [ No CAS ]
  • 7
  • [ 5187-23-5 ]
  • [ 74-86-2 ]
  • [ 1159490-98-8 ]
YieldReaction ConditionsOperation in experiment
Example 12: Synthesis of Tetradecafluoro-di(propylamino)- phthalocyaninatocobalt(II), Dodecafluoro-tetrapyrrolidino-phthalocyaninatocobalt(II) and MONO- (5-ETHYL-1, 3-DIOXANE-5-METHYLOXY)-HEXAFLUORO-TETRANEOPENTOXY-PENTAPYRROLIDIYAO- phthalocyaninatocobalt (II) [00129] FI6COPC (40 mg) was dissolved in 1 ml of propylamine and stirred for 10 min. Then the amine was evaporated and an aliquot was taken for MALDI-MS. It shows substitution of 1-6 fluorines by propylamine. To the remaining solid 1 ml of pyrrolidine was added and the suspension was stirred at room temperature for 5 min. After that the pyrrolidine was evaporated and an aliquot was taken for MALDI-MS. It shows substitution of 3-4 fluorines by pyrrolidine but no more products with propylamine as the substituent. To the remaining solid 1 ml of diisopropylamine was added and the mixture was heated to 80C for 4 hrs. The amine was evaporated and an aliquot taken for MALDI-MS. It shows substitution of 3-5 fluorines by pyrrolidine. There is no evidence that diisopropylamine has reacted with the Pc. To the remaining solid (dark blue green) was added a mixture of 0.93 ml nBuLi and 328 mg neopentylalcohol. The mixture was stirred at 110C for 90 min. Since the suspension almost solidified, some 5-ethyl-1, 3-dioxane-5-methanol was added and heated to 140C for 1 h. The colour turned from green to brown. But after cooling down it was green again. So another 328 mg neopentylalcohol were added and heated to 140C for 90 min. The colour turned brown again. The mixture was purified by silica gel chromatography with ethylacetate/hexanes (1: 1) as the eluent. An olive green and a green fraction were taken and submitted for MALDI-MS. Two peaks among several could be identified: [00130] 1) fluorines were replaced by 5 pyrrolidines and 4 neopentylalcohols [00131] 2) the same as above with an 5-ethyl-1, 3-dioxane-5-methanoxy. [00132] The reaction schemes for the synthesis of the various products of this example are provided in Figure 7.
YieldReaction ConditionsOperation in experiment
EXAMPLE 25 : SYNTHESIS OF PENTA (CYCLOHEXYLAMINO)-MONO (5-ETHYL-1, 3-DIOXANE-5- methyloxy)-decafluoro-phthalocyaninatozinc(II) [00167] Considering that the use of nBuLi with an alcohol in the second step might cause A-DEPROTONATION on the already attached amine, the order of the steps was switched. Since the amines are weaker nucleophiles than the alkoxides care was taken to ensure that too many fluorines were not replaced in the first step so that the amine can react as well. So this time a mixture of 1 ml 5-ethyl-1, 3-dioxane-5-methanol and 0.1 ml was stirred for 15 minutes at room temperature. After that 10 mg OF FL6ZNPC were added and the whole mixture was heated to 80C for 3 h. Since no colour change occurred the mixture was heated to 115C for 10 more minutes. Purification was done by silica gel chromatography using THF as the eluent. Since it did not remove all the alcohol (sample still liquid after the column), the sample was dried by air flow over night (it did not work very well either). The MALDI-MS shows substitution of 0 to 3 fluorines by the alcohol. This product was then dissolved in cyclohexylamine and heated to 110C for 1 hour. Purification was done by silica gel chromatography using ethyl acetate as the eluent. The MALDI-MS shows the following substitution pattern: 5-Ethyl-1, 3-dioxane-5-methanol Cyclohexykmine 1 3 1229 2 2 1277 1 4 1307- 3 1 1324 2 3 1352 1 5 1386- 3 2 1402 2 4 1432 1 3 1466 3 3 1481 2 5 1513 3 4 1560 [00168] The reaction scheme for the synthesis of this product is provided in Figure 20. A mixture of 2-3 ml 1-OCTANETHIOL and 0.1 ml nBuLi was stirred at room temperature for 15 minutes, then added to the product of the previous step and heated to 120C for 5 hours. The thiol was then evaporated by leaving the open flask under an air flow over night. The remaining product was purified by silica gel chromatography using ethyl acetate as the eluent. A brown fraction was collected.
YieldReaction ConditionsOperation in experiment
Example 24: Synthesis of Penta(cyclohexylamino)-mono(5-ethyl-1,3-dioxane-5- methyloxy)-decafluoro-phthalocyaninatozinc(II) [00164] FL6ZNPC (10 mg) was dissolved in 1-2 ml of cyclohexylamine and heated to 100C for 1 hour. The product was purified by silica gel chromatography using ethyl acetate as the eluent, and then added to a mixture of 1 ml 5-ethyl-1, 3-dioxane-5-methanol and 0.1 ml nBuLi, which had been stirred at room temperature for 15 minutes before. The whole reaction mixture was heated to 100-120C for 1 hour. The product was purified by silica gel chromatography using a mixture of hexanes : ethyl acetate = 1: 1 as the eluting solvent. A brown fraction was collected. The MALDI-MS shows the following substitution pattern: Cyclohexylamine 5-Ethyl-l, 3-dioxane-5-methanol nnlz 3 0 1100 4 0 1182 5 0 1261 4 1 1307 6 0 1338 5 1 1387 4 2 1432 5 2 1513 [00165] The reaction scheme for the synthesis of this product is provided in Figure 19.
  • 11
  • [ 75-21-8 ]
  • monomethylmonoformal [ No CAS ]
  • monomethyldiformal [ No CAS ]
  • bis-TMP [ No CAS ]
  • [ 5187-23-5 ]
  • polyetherol [ No CAS ]
YieldReaction ConditionsOperation in experiment
Preparation Method of the Polyetherols; The gas chromatography determination of the formaldehyde acetal contents quoted in this application was carried out using the column DB5 of length 30 m, diameter 0.32 mm and coating thickness 1 mum. Detection was effected using a flame ionization detector. The formaldehyde acetal content determined is referred to hereinbelow as the formaldehyde number. In a stirred tank, 1090 liters of molten TMP having different formaldehyde numbers were initially charged at 100 C. and 8.2 liters of a 45% potassium hydroxide solution were added under nitrogen. By heating to 120 C. at a pressure of 20 mbar, the water was distilled off, then nitrogen was injected and at an oxygen content of <0.3%, a total of 7520 liters of ethylene oxide were gradually injected into the solution at a temperature of 160 C. After one hour at 160 C., the mixture was cooled to 90 C. and aerated with nitrogen. 203 liters of demineralized water were then added and the mixture stirred at 90 C. for 1 hour. To demineralize the polyetherol, 9.9 liters of 35% phosphoric acid were then added, and the mixture was stirred at 90 C. for 30 minutes and filtered. To completely remove water, the polyetherol was distillatively dewatered at 120 C. and 20 mbar for one hour and cooled. In the table, experiments using different TMP qualities and the resulting color numbers are summarized.
  • 12
  • [ 5187-23-5 ]
  • [ 292638-85-8 ]
  • 5-acryloxymethyl-5-ethyl-1,3-dioxacyclohexane [ No CAS ]
YieldReaction ConditionsOperation in experiment
94.1% With dioctyltin(IV) oxide; 4-methoxy-phenol; In hexane; at 75 - 90℃; The stirrer, thermometer, fractionating column, fractionating device equipped with a cooling device is disposed in a reaction vessel in cyclic hormalized trimethylolalkane propane (<strong>[5187-23-5]TMPCF</strong>) 500g (3. 42mol) and methyl acrylate 736g (8. 55mol), hexane 80g, dioctyl tin oxide (catalyst) 7. 2g, polymerization inhibitor as 4-methoxy phenol (polymerization inhibitor) 6. 8g to, 5 ml/min in the air blowing amount, an oil bath until the reaction liquid heated by 75-90 C, methanol is extracted from the upper part of the fractionation column an 25 time under atmospheric pressure. The reaction liquid GC analysis results partly drawn, and a purpose trimethylolalkane propane cyclic hormalized acrylate (<strong>[5187-23-5]TMPCF</strong>A) of reaction conversion 99. 9% is obtained. Next, the degree of pressure reduction is set to 110 C 35kPa heating temperature in the kiln, from the upper fractionating tower, hexane, distilling, 280 Pa is changed gradually reduced until after the methyl acrylic acid distillation, trimethylolalkane purpose which is 99% or higher propane cyclic hormalized acrylate content of only a fraction is acquired. As a result of cyclic hormalized acrylate composition trimethylolalkane propane to yield 88. 8%, viscosity of 10. 0 MPa. S/25 C, obtained by a number of colors APHA 7. GC trimethylolalkane propane cyclic hormalized acrylate composition (measurement condition is described later) of the analysis result, trimethylolalkane propane cyclic hormalized acrylate (<strong>[5187-23-5]TMPCF</strong>A) content of 99. 9 mol %, the content of propane cyclic hormalized trimethylolalkane (<strong>[5187-23-5]TMPCF</strong>) 0. 1 mol %.
88% With dioctyltin(IV) oxide; 4-methoxy-phenol; In hexane; at 75 - 90℃; under 760.051 Torr; for 25h; A stirrer,thermometer,Fractionation tower,500 g (3.42 mol) of <strong>[5187-23-5]trimethylolpropane cyclic formal</strong> (<strong>[5187-23-5]TMPCF</strong>) and 736 g (8.55 mol) of methyl acrylate were placed in a reaction kettle equipped with a rectification apparatus equipped with a condenser,Normal hexane 80 g,7.2 g of dioctyltin oxide (catalyst)6.8 g of 4-methoxyphenol (polymerization inhibitor) as a polymerization inhibitor,Air is blown into the liquid in an amount of 5 ml / min,The reaction solution was heated to 75 to 90 C. in an oil bath,Transesterification reaction for extracting methanol coming out from the top of the fractionation column was carried out under atmospheric pressure for 25 hours.As a result of partial extraction of the reaction solution and GC analysis,It was confirmed that the objective <strong>[5187-23-5]trimethylolpropane cyclic formal</strong> acrylate (<strong>[5187-23-5]TMPCF</strong>A) was obtained at a reaction conversion rate of 99.5%.Next, the degree of vacuum was set to 35 kPa, the internal temperature was raised to 110 C.,From the top of the fractionator,Normal hexane was distilled off,The degree of pressure reduction was gradually changed to 280 Pa, methyl acrylate was distilled off,Trimethylolpropane cyclic formal acrylate as a target product was distilled out.As a result, <strong>[5187-23-5]trimethylolpropane cyclic formal</strong> acrylate composition was obtained in a yield of 88%Viscosity 10.0 mPa.s / 25 C.,Color number APHA 7 was obtained.GC analysis of the <strong>[5187-23-5]trimethylolpropane cyclic formal</strong> acrylate composition (measurement conditions will be described later) was carried out, and as a result,The content of <strong>[5187-23-5]trimethylolpropane cyclic formal</strong> acrylate (<strong>[5187-23-5]TMPCF</strong>A) was 99.8 mol%The content of <strong>[5187-23-5]trimethylolpropane cyclic formal</strong> (<strong>[5187-23-5]TMPCF</strong>) was 0.1 mol%Trimethylolpropane triacrylate (TMP-3A) was not detected.
  • 13
  • [ 5187-23-5 ]
  • [ 79-10-7 ]
  • 5-acryloxymethyl-5-ethyl-1,3-dioxacyclohexane [ No CAS ]
YieldReaction ConditionsOperation in experiment
60% With methanesulfonic acid; hydroquinone; In hexane; at 90℃; under 760.051 Torr; for 15h; A stirrer,thermometer,Fractionation tower,500 g (3.42 mol) of <strong>[5187-23-5]trimethylolpropane cyclic formal</strong> (<strong>[5187-23-5]TMPCF</strong>) and 736 g (8.55 mol) of methyl acrylate were placed in a reaction kettle equipped with a rectification apparatus equipped with a condenser,Normal hexane 80 g,7.2 g of dioctyltin oxide (catalyst)6.8 g of 4-methoxyphenol (polymerization inhibitor) as a polymerization inhibitor,Air is blown into the liquid in an amount of 5 ml / min,The reaction solution was heated to 75 to 90 C. in an oil bath,Transesterification reaction for extracting methanol coming out from the top of the fractionation column was carried out under atmospheric pressure for 25 hours.As a result of partial extraction of the reaction solution and GC analysis,It was confirmed that the objective <strong>[5187-23-5]trimethylolpropane cyclic formal</strong> acrylate (<strong>[5187-23-5]TMPCF</strong>A) was obtained at a reaction conversion rate of 99.5%.Next, the degree of vacuum was set to 35 kPa, the internal temperature was raised to 110 C.,From the top of the fractionator,Normal hexane was distilled off,The degree of pressure reduction was gradually changed to 280 Pa, methyl acrylate was distilled off,Trimethylolpropane cyclic formal acrylate as a target product was distilled out.As a result, <strong>[5187-23-5]trimethylolpropane cyclic formal</strong> acrylate composition was obtained in a yield of 88%Viscosity 10.0 mPa.s / 25 C.,Color number APHA 7 was obtained.GC analysis of the <strong>[5187-23-5]trimethylolpropane cyclic formal</strong> acrylate composition (measurement conditions will be described later) was carried out, and as a result,The content of <strong>[5187-23-5]trimethylolpropane cyclic formal</strong> acrylate (<strong>[5187-23-5]TMPCF</strong>A) was 99.8 mol%The content of <strong>[5187-23-5]trimethylolpropane cyclic formal</strong> (<strong>[5187-23-5]TMPCF</strong>) was 0.1 mol%Trimethylolpropane triacrylate (TMP-3A) was not detected.
  • 14
  • [ 5187-23-5 ]
  • [ 616-38-6 ]
  • methyl (5-ethyl-1,3-dioxan-5-yl)methyl carbonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
84% With dimanganese decacarbonyl; at 180℃; for 1h;Autoclave; General procedure: A stainless steel micro autoclave (17 mL) was charged with 3 mmol of Mn2(CO)10 catalyst, 100 mmol of oxyalkyl-1,3-dioxacycloalkane, and 300-400 mmol of dimethyl carbonate. The reaction mixture was heated at 180C during 1 h. After the reaction was complete, the reaction mixture was filtered through a layer of Al2O3. The unreacted dimethyl carbonate was distilled off, and the residue was distilled under atmospheric or reduced pressure.
  • 15
  • [ 2009-97-4 ]
  • [ 5187-23-5 ]
  • ethyl (Z)-8-ethyl-8-(hydroxymethyl)-4-methyl-1,3,6-trioxacyclonon-4-ene-5-carboxylate [ No CAS ]
  • ethyl (Z)-8-ethyl-8-(hydroxymethyl)-5-methyl-1,3,6-trioxacyclonan-4-ene-4-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With copper(II) bis(trifluoromethanesulfonate); In benzene; at 80℃; for 6h; General procedure: A solution of 0.1 g (0.6 mmol) of diazoester 1 in 10 mL of benzene was added with vigorousstirring over a period of 15 min to a solution of1.2 mmol of alcohol 2a-2g and 4 mg (0.012 mmol) ofCu(OTf)2 in benzene, heated to 80C. The mixture wasstirred for 6 h at 80C. When the reaction was complete(GLC), the mixture was cooled to room temperatureand passed through a thin layer of silica gel. Thesolvent was removed under reduced pressure, and theresidue was purified by silica gel chromatographyusing benzene-ethyl acetate (9 : 1) as eluent or distilledunder reduced pressure.
 

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