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[ CAS No. 705-86-2 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 705-86-2
Chemical Structure| 705-86-2
Chemical Structure| 705-86-2
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Product Details of [ 705-86-2 ]

CAS No. :705-86-2 MDL No. :MFCD00006649
Formula : C10H18O2 Boiling Point : -
Linear Structure Formula :- InChI Key :GHBSPIPJMLAMEP-UHFFFAOYSA-N
M.W : 170.25 Pubchem ID :12810
Synonyms :
Chemical Name :6-Pentyltetrahydro-2H-pyran-2-one

Calculated chemistry of [ 705-86-2 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.9
Num. rotatable bonds : 4
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 49.35
TPSA : 26.3 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.54 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.53
Log Po/w (XLOGP3) : 2.54
Log Po/w (WLOGP) : 2.66
Log Po/w (MLOGP) : 2.19
Log Po/w (SILICOS-IT) : 2.85
Consensus Log Po/w : 2.55

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.23
Solubility : 0.998 mg/ml ; 0.00586 mol/l
Class : Soluble
Log S (Ali) : -2.74
Solubility : 0.31 mg/ml ; 0.00182 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.67
Solubility : 0.367 mg/ml ; 0.00215 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.44

Safety of [ 705-86-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 705-86-2 ]

* 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 [ 705-86-2 ]

[ 705-86-2 ] Synthesis Path-Downstream   1~88

  • 3
  • [ 705-86-2 ]
  • [ 2319-29-1 ]
  • 4
  • [ 67-56-1 ]
  • [ 705-86-2 ]
  • (2S,6R)-2-Methoxy-6-pentyl-tetrahydro-pyran [ No CAS ]
  • (2R,6R)-2-Methoxy-6-pentyl-tetrahydro-pyran [ No CAS ]
  • 5
  • [ 7677-24-9 ]
  • [ 705-86-2 ]
  • [ 143215-30-9 ]
  • [ 143215-30-9 ]
  • 6
  • [ 705-86-2 ]
  • [ 108-98-5 ]
  • [ 143215-46-7 ]
  • [ 143215-46-7 ]
  • 7
  • [ 705-86-2 ]
  • [ 479-27-6 ]
  • [ 109002-35-9 ]
  • 8
  • [ 705-86-2 ]
  • [ 149-73-5 ]
  • Methyl 4-methoxydecanoate [ No CAS ]
  • 9
  • [ 705-86-2 ]
  • [ 138760-86-8 ]
  • 10
  • [ 705-86-2 ]
  • [ 14309-57-0 ]
  • [ 6175-23-1 ]
  • [ 1038622-41-1 ]
  • [ 60-12-8 ]
  • [ 91525-87-0 ]
  • [ 66-25-1 ]
  • 12
  • [ 23866-95-7 ]
  • [ 705-86-2 ]
  • 13
  • [ 705-86-2 ]
  • [ 197856-91-0 ]
  • [ 59285-67-5 ]
  • 14
  • [ 100591-72-8 ]
  • [ 705-86-2 ]
  • 15
  • [ 89701-69-9 ]
  • [ 705-86-2 ]
  • 16
  • [ 89701-69-9 ]
  • [ 706-14-9 ]
  • [ 705-86-2 ]
  • 17
  • [ 501-23-5 ]
  • [ 705-86-2 ]
  • 18
  • [ 124-41-4 ]
  • [ 705-86-2 ]
  • [ 110-42-9 ]
  • 20
  • [ 108-24-7 ]
  • [ 705-86-2 ]
  • Acetic acid (2S,6R)-6-pentyl-tetrahydro-pyran-2-yl ester [ No CAS ]
  • 21
  • [ 705-86-2 ]
  • [ 882-33-7 ]
  • 6-Pentyl-3-phenylsulfanyl-tetrahydro-pyran-2-one [ No CAS ]
  • 23
  • [ 705-86-2 ]
  • δ-thiodecalactone [ No CAS ]
  • 24
  • [ 5932-79-6 ]
  • [ 201230-82-2 ]
  • [ 99978-13-9 ]
  • [ 705-86-2 ]
  • 25
  • [ 626-89-1 ]
  • [ 201230-82-2 ]
  • [ 705-86-2 ]
  • [ 80114-09-6 ]
  • 26
  • [ 705-86-2 ]
  • [ 4203-48-9 ]
  • [ 23866-95-7 ]
YieldReaction ConditionsOperation in experiment
With potassium methanolate; hydrogen;trans, cis-[RuCl2(1-amino-2-diphenylphosphinoethane-N,P)2]; cis-RuCl2(Ph2P(CH2)2NH2)2; In toluene; at 100℃; under 22502.3 Torr; for 4h;Conversion of starting material; Several others esters (see Table 3) were hydrogenated under identical conditions as reported in Table 4 with RuCl2(L-1)2. The reaction conditions were identical to those reported above for methyl benzoate.
With N,N-bis-(2-hydroxyethyl)glycine; m-cresol purple; Geobacillus kaustophilus HTA426 phosphotriesterase-like lactonase; water; sodium chloride; In dimethyl sulfoxide; at 75℃;pH 8.3;Enzymatic reaction;Kinetics; General procedure: The lactonase, phosphotriesterase, and esterase hydrolyses of GkaP were monitored by absorbance changes in a UV-2550 spectrophotometer (Shimadzu, Kyoto, Japan) at a constant temperature of 75C with 1 mL reaction volumes (path length = 1cm). Analysis of reaction samples for each substrate was performed at a constant enzyme concentration. The delta-decanolactone substrate was dissolved in dimethyl sulfoxide (DMSO), whereas the p-nitrophenylcaprylate and OP substrates in acetonitrile as stock solutions. For enzymatic kinetics assay, aliquots of the stock were added to the reaction buffer for defined concentrations. The hydrolysis of lactone was monitored using a pH-sensitive colorimetric assay [33]. Briefly, the reactions were performed in 2.5 mM Bicine (pH 8.3) containing 0.2MNaCl, 0.2 mM cresol purple, and 0.02-20 mM lactone substrate. Upon mixture of the substrate with the enzyme, the decrease inabsorbance was monitored at 577 nm (epsilon577 = 47300 M-1cm-1, 1%DMSO). The enzyme was diafiltrated with 10 mM bicine (pH 8.3), with a PD-10 column (GE Healthcare, Shanghai, China) before use. Kinetic measurements with p-nitrophenyl caprylate (pNPC8), and ethyl-paraoxon were performed in 50 mM phosphate buffer (pH 8.0). The reaction rates were monitored bythe release of p-nitrophenol (epsilon405 = 16000M-1cm-1, 2% acetonitrile). The initial rates were corrected for the background rate of spontaneous hydrolysis in the absence of enzymes, which were subtracted from the enzymatic rates. The kinetic parameters (kcat, Km) were obtained byfitting the data to the Michaelis-Menten equation [V = S×E×kcat/(S+Km)] or to the pseudo first-order form of it at S<<Km (V = S×E×kcat/Km) with GraphPad Prism software (Graphpad, San Diego, CA), where V is the initial velocity, E is the enzyme concentration, S is the substrate concentration. The final concentrations used in the assay to determine specific activities towardthe tested OP pesticides were 1mM, 1mM, 0.25 mM, and 0.25 mM for paraoxon, parathion, diazinon, and chlorpyrifos, respectively. The rate of paraoxon and parathion hydrolysis was measured at a wavelength of 405nm as described above. The rate of diazinon hydrolysis wasmeasured at a wavelength of 228nm (epsilon228 = 3300 M-1cm-1), and chlorpyrifos was measured at 276 nm (epsilon276 = 2790 M-1cm-1). Control reactions were performed in the absence of enzyme. One unit of enzymatic activity was defined as the amount of enzyme that catalyzed the hydrolysis of 1 mumol substrate per minute. All assays were performed at least in triplicate. Enzyme concentrations were determined using the Bio-Rad protein assay kit II (Bio-Rad, Richmond,CA).
YieldReaction ConditionsOperation in experiment
Examples of lactones generated from the compounds of the present invention include: ... 4-methyl-5-pentyl-dihydro-2(3H)-furan-2-one; 5-hexyldihydro-5-methyl-2(3H)-furanone; dihydro-5-methyl-5-vinyl-2(3H)-furanone; octahydro-2H-1-benzopyran-2-one; tetrahydro-6-pentyl-2H-pyran-2-one; tetrahydro-6-hexyl-2H-pyran-2-one; tetrahydro-6-heptyl-2H-pyran-2-one; tetrahydro-6-(3-pentenyl)-(E)-2H-pyran-2-one; ...
Trans,trans delta-damascone produced according to U.S. Pat. No. 4,211,242 Maltol; Ethyl maltol; Delta-undecalactone; Delta-decalactone; Amyl acetate; Ethyl butyrate; Ethyl valerate; 2,6-Dimethyl-2,6-undecadiene-10-one; 2-Methyl-5-isopropyl acetophenone; ...
Examples of lactones derived from X substituted by -OH when R2=H in formula I include: ... 4-methyl-5-pentyl-dihydro-2(3H)-furan-2-one; 5-hexyldihydro-5-methyl-2(3H)-furanone; dihydro-5-methyl-5-vinyl-2(3H)-furanone; octahydro-2H-1-benzopyran-2-one; tetrahydro-6-pentyl-2H-pyran-2-one; tetrahydro-6-hexyl-2H-pyran-2-one; tetrahydro-6-heptyl-2H-pyran-2-one; tetrahydro-6-(3-pentenyl)-(E)-2H-pyran-2-one; ...
Compounds of formula I may generate the following lactones of formula HY ... 4-methyl-5-pentyl-dihydro-2(3H)-furan-2-one 5-hexyldihydro-5-methyl-2(3H)-furanone dihydro-5-methyl-5-vinyl-2(3H)-furanone octahydro-2H-1-benzopyran-2-one tetrahydro-6-pentyl-2H-pyran-2-one tetrahydro-6-hexyl-2H-pyran-2-one tetrahydro-6-heptyl-2H-pyran-2-one tetrahydro-6-(3-pentenyl)-(E)-2H-pyran-2-one ...

  • 29
  • (-)-5-hydroxy-dec-2<i>c</i>-enoic acid lactone [ No CAS ]
  • [ 705-86-2 ]
  • 30
  • [ 2627-86-3 ]
  • [ 705-86-2 ]
  • [ 272439-66-4 ]
  • 31
  • [ 3886-69-9 ]
  • [ 705-86-2 ]
  • [ 272439-68-6 ]
  • 32
  • [ 3287-99-8 ]
  • [ 705-86-2 ]
  • N-benzyl-5-hydroxydecanamide [ No CAS ]
  • 33
  • [ 705-86-2 ]
  • [ 4203-48-9 ]
YieldReaction ConditionsOperation in experiment
93% With potassium methanolate; hydrogen;dichloro-bis-[2-(diphenylphosphino)ethylamine]ruthenium; In toluene; at 100℃; under 37503.8 Torr; for 4h;Product distribution / selectivity; Several others esters (see Table 3) were hydrogenated under identical conditions as reported in Table 4 with RuCl2(L-I)2. The reaction conditions were identical to those reported above for methyl benzoate.Table 3: Structure and name of substrates used EPO <DP n="28"/>Table 4: Results obtained using the general conditions described above EPO <DP n="29"/>Conversion: (in %, analysed by GC after silylation) of ester to alcohol after 2h 30min. Reaction conditions: Substrate (20 mmol), H2 gas (50 bars), RuCl2(L-I)2 0.05 mol%, NaOMe 10 mol%, THF (14 mL) at 1000C during 2h 30min. J) Reaction run for 4h. EPO <DP n="30"/>2) Reaction run with KOMe (10 mol%) in THF during 5h at 1000C with H2 gas (30 bars).; 6) Reaction run with KOMe (10 mol%) in toluene during 4h at 1000C with H2 gas (50 bars).
86% With hydrogen; sodium methylate;RuCl2(L-1); In tetrahydrofuran; at 100℃; under 37503.8 Torr; for 2.5h;Product distribution / selectivity; Several other esters, whose structure and names are described in Table 3, were hydro genated under the conditions described above using preformed RuCl2(L-I). Isolated yield are given in Table 4.Table 3: Structure and names of substrates usedTable 4: Hydrogenation of esters using RuCl2(L-I) EPO <DP n="19"/>Sub.: Substrate as described in Table 3.Conv.: Conversion (in %, analysed by GC after silylation) of ester to alcohol after 2h30min.Reaction conditions: Substrate (20 mmol), H2 gas (50 bars), RuCl2(L-I) 0.05 mol%,NaOMe 10 mol%, THF (14 mL) at 1000C during 2h 30min.
76% With 2-(N,N-dimethylamino)athanol; samarium diiodide; In tetrahydrofuran; at 25℃; for 24h;Glovebox; To an oven dried round bottom flask containing a magnetic stir bar in a glove box, a desired amount of substrate along with 7 eq with respect to substrate of SmI2 and 42 eq of DMAE were added in that order. The reaction was left until the reaction mixture became colorless and a white precipitate formed (24h). The round bottom flask was then removed from the box and quenched with air and 0.1M HCl. Product was extracted using ethyl acetate and water. The organic layer was then treated with saturated aqueous sodium thiosulfate. The remaining solution was then dried with magnesium sulfate, filtered and then solvent was removed by rotary evaporation. The resulting substance was then placed under a high vacuum system to ensure complete removal of solvent.
  • 34
  • [ 108-24-7 ]
  • [ 705-86-2 ]
  • [ 222315-65-3 ]
  • 35
  • [ 705-86-2 ]
  • δ-thiodecalactone [ No CAS ]
  • 6-pentyl-tetrahydro-pyran-2-thione [ No CAS ]
  • 6-pentyl-tetrahydro-thiopyran-2-thione [ No CAS ]
  • 36
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • 6-Pentyl-3-(2,2,2-trifluoro-acetyl)-tetrahydro-pyran-2-one [ No CAS ]
  • 37
  • [ 705-86-2 ]
  • [ 504-63-2 ]
  • 8-pentyl-1,5,7-trioxa-spiro[5.5]undecane [ No CAS ]
  • 38
  • [ 505-90-8 ]
  • [ 706-14-9 ]
  • [ 705-86-2 ]
  • 39
  • [ 4203-48-9 ]
  • [ 859815-68-2 ]
  • [ 51856-98-5 ]
  • [ 705-86-2 ]
  • 40
  • [ 897381-05-4 ]
  • [ 705-86-2 ]
  • (S)-1-Furan-2-yl-9-hydroxy-1-trimethylsilanyloxy-tetradec-3-yn-5-one [ No CAS ]
  • 41
  • [ 897381-06-5 ]
  • [ 705-86-2 ]
  • (S)-9-Hydroxy-1-(5-methyl-furan-2-yl)-1-trimethylsilanyloxy-tetradec-3-yn-5-one [ No CAS ]
  • 42
  • [ 75-16-1 ]
  • [ 705-86-2 ]
  • (2S,6R)-2-Methyl-6-pentyl-tetrahydro-pyran-2-ol [ No CAS ]
  • 43
  • 6-pentyl-tetrahydro-pyran-2-thione [ No CAS ]
  • [ 705-86-2 ]
  • δ-thiodecalactone [ No CAS ]
  • 44
  • [ 705-86-2 ]
  • 5(6)-decenoic acid [ No CAS ]
  • [ 706-14-9 ]
  • [ 85392-04-7 ]
  • [ 26303-90-2 ]
  • 45
  • [ 4819-67-4 ]
  • [ 32821-72-0 ]
  • [ 705-86-2 ]
YieldReaction ConditionsOperation in experiment
With dihydrogen peroxide;lithium hydroxide; In Ethyl propionate; at 100℃; for 6h;Heating / reflux; In a three-necked 250 ml flask equipped with a magnetic stirrer and A reflux condenser were introduced 31G of 2-pentyl cyclopentanone (0.2 mole), 31g of anhydrous ethyl propionate, and 0.048g (1 mol%) of anhydrous lithium hydroxide. The mixture was brought to reflux at ca. 100C. Then 57. 5g (0.22 mole) of an anhydrous 13% w/w hydrogen peroxide solution in ethyl propionate, obtained from extraction of a 70% aqueous H202 solution by ethyl propionate, were slowly added over 4h in the reactor while maintaining the reflux 2h after the end of the introduction. The reaction mixture was then washed with 10 % water to remove the non converted H202, and finally distilled to recover the solvent. GC analysis of the residue revealed the presence of 18% non converted 2-pentyl cyclopentanone (82% conversion), 73% of lactones and 19% of by-products. Procedure B) : The reaction was carried out as in Procedure A), but using 0.22 mol of H202 in the form of 70% weight aqueous solution. The conversion was 53%, with 61% selectivity for the lactones. Procedure C) : In a three-necked 250 ml flask equipped with a magnetic stirrer and a DEAN-STARCK reflux condenser were introduced 61.6g of 2-pentyl cyclopentanone (0.4 mole), 100g of anhydrous ethyl propionate solvent, and O. lg (1 mol%) of anhydrous lithium hydroxide and the mixture was brought to reflux at ca. 110C. Then 21. 5g (0.44 mole) of 70 % w/w aqueous H202 solution were added over 4h in the reactor and under conditions such as incipient and formed water are removed as a 90: 10 ethyl propionate/water azeotropic mixture, ethyl propionate being resent to the reactor. The reaction mixture was then maintained to reflux for two hours, cooled to 30C, then washed with 10 % water to remove the non converted H202, and finally distilled to recover the solvent. GC analysis of the residue bulb-to-bulb distilled indicated the presence of 0.5% non converted 2-pentyl cyclopentanone (99.5% conversion) and 96% of lactones.Example 2 BAEYER-VILLIGER Oxidation ofpentyl cvclopentanone using various catalysts This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.
With dihydrogen peroxide;lithium hydroxide; In water; Ethyl propionate; at 110℃; for 6h;Heating / reflux; In a three-necked 250 ml flask equipped with a magnetic stirrer and a DEAN-STARCK reflux condenser were introduced 61.6g of 2-pentyl cyclopentanone (0.4 mole), 100g of anhydrous ethyl propionate solvent, and O. lg (1 mol%) of anhydrous lithium hydroxide and the mixture was brought to reflux at ca. 110C. Then 21. 5g (0.44 mole) of 70 % w/w aqueous H202 solution were added over 4h in the reactor and under conditions such as incipient and formed water are removed as a 90: 10 ethyl propionate/water azeotropic mixture, ethyl propionate being resent to the reactor. The reaction mixture was then maintained to reflux for two hours, cooled to 30C, then washed with 10 % water to remove the non converted H202, and finally distilled to recover the solvent. GC analysis of the residue bulb-to-bulb distilled indicated the presence of 0.5% non converted 2-pentyl cyclopentanone (99.5% conversion) and 96% of lactones.
With dihydrogen peroxide;sodium tert-pentoxide; In water; Ethyl propionate; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.
With dihydrogen peroxide;lithium hydroxide; In tert-Amyl alcohol; water; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.When the reaction was carried out in the presence of 1 mol% catalyst in tert-amyl alcohol as solvent at reflux in the same conditions as those reported in Example 1, Procedure C), similar results, reported in Table LA, were obtained.
With dihydrogen peroxide;sodium hydrogencarbonate; In water; Ethyl propionate; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.
With dihydrogen peroxide;sodium hydrogencarbonate; In tert-Amyl alcohol; water; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.When the reaction was carried out in the presence of 1 mol% catalyst in tert-amyl alcohol as solvent at reflux in the same conditions as those reported in Example 1, Procedure C), similar results, reported in Table LA, were obtained.
With dihydrogen peroxide;magnesium 2-ethylhexanoate; In water; Ethyl propionate; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.
With dihydrogen peroxide;sodium hydroxide; In tert-Amyl alcohol; water; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.When the reaction was carried out in the presence of 1 mol% catalyst in tert-amyl alcohol as solvent at reflux in the same conditions as those reported in Example 1, Procedure C), similar results, reported in Table LA, were obtained.
With dihydrogen peroxide;lithium bromide; In water; Ethyl propionate; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.
With dihydrogen peroxide;potassium acetate; In water; Ethyl propionate; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.
With dihydrogen peroxide;sodium 2,2,2-trifluoroacetate; In water; Ethyl propionate; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.
With dihydrogen peroxide;sodium 2-ethylhexanoic acid; In water; Ethyl propionate; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.
With dihydrogen peroxide;lithium acetate; In water; chlorobenzene; at 110℃; for 6h;Heating / reflux;Reactivity; This example illustrates the influence of the solvent used in the Baeyer-Villiger oxidation of 2-pentyl cyclopentanone to lactones by 70 % w/w aqueous H202 solution at 110C and in the presence of 1 mol% lithium acetate. The reaction was carried out under the same conditions as those described in Example 1, Procedure C). The results are reported in Table 2.
With dihydrogen peroxide;lithium acetate; In 1,4-dioxane; water; at 110℃; for 6h;Heating / reflux;Reactivity; This example illustrates the influence of the solvent used in the Baeyer-Villiger oxidation of 2-pentyl cyclopentanone to lactones by 70 % w/w aqueous H202 solution at 110C and in the presence of 1 mol% lithium acetate. The reaction was carried out under the same conditions as those described in Example 1, Procedure C). The results are reported in Table 2.
With dihydrogen peroxide;lithium acetate; In Isopropyl acetate; water; at 110℃; for 6h;Heating / reflux;Reactivity; This example illustrates the influence of the solvent used in the Baeyer-Villiger oxidation of 2-pentyl cyclopentanone to lactones by 70 % w/w aqueous H202 solution at 110C and in the presence of 1 mol% lithium acetate. The reaction was carried out under the same conditions as those described in Example 1, Procedure C). The results are reported in Table 2.
With dihydrogen peroxide;lithium acetate; In water; Ethyl propionate; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.Example 3 BAEYER-VILLIGER Oxidation of pentyl cyclopentanone using various solvents This example illustrates the influence of the solvent used in the Baeyer-Villiger oxidation of 2-pentyl cyclopentanone to lactones by 70 % w/w aqueous H202 solution at 110C and in the presence of 1 mol% lithium acetate. The reaction was carried out under the same conditions as those described in Example 1, Procedure C). The results are reported in Table 2.
With dihydrogen peroxide;lithium acetate; In tert-Amyl methyl ether; water; at 110℃; for 6h;Heating / reflux;Reactivity; This example illustrates the influence of the solvent used in the Baeyer-Villiger oxidation of 2-pentyl cyclopentanone to lactones by 70 % w/w aqueous H202 solution at 110C and in the presence of 1 mol% lithium acetate. The reaction was carried out under the same conditions as those described in Example 1, Procedure C). The results are reported in Table 2.
With dihydrogen peroxide;calcium carbonate; In water; Ethyl propionate; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.
With dihydrogen peroxide;sodium peroxide; In water; Ethyl propionate; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.
With dihydrogen peroxide;Na(polyacrylate); In water; Ethyl propionate; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.
With dihydrogen peroxide;lithium pentane-2,4-dionate; In water; Ethyl propionate; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.
With dihydrogen peroxide;lithium carbonate; In water; Ethyl propionate; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.
With dihydrogen peroxide;barium carbonate; In water; Ethyl propionate; at 110℃; for 6h;Heating / reflux; This example illustrates the influence of the catalyst USED IN THE BAEYER-VILLIGER OXIDATION of 2-pentyl cyclopentanone to lactones by 202. The reaction was carried out in the presence of 1 mol% catalyst in ethyl propionate as solvent at 110C in the same conditions as those reported in Example 1, Procedure C). The results are reported in Table 1.

Reference: [1]Journal of Fluorine Chemistry,2006,vol. 127,p. 592 - 596
[2]Patent: WO2004/78738,2004,A1 .Location in patent: Page 10-11
[3]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11
[4]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
[5]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
[6]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
[7]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
[8]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
[9]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
[10]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
[11]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
[12]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
[13]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
[14]Patent: WO2004/78738,2004,A1 .Location in patent: Page 12-13
[15]Patent: WO2004/78738,2004,A1 .Location in patent: Page 12-13
[16]Patent: WO2004/78738,2004,A1 .Location in patent: Page 12-13
[17]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
[18]Patent: WO2004/78738,2004,A1 .Location in patent: Page 12-13
[19]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
[20]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
[21]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
[22]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
[23]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
[24]Patent: WO2004/78738,2004,A1 .Location in patent: Page 11-12
  • 46
  • [ 705-86-2 ]
  • (+/-)-(2S,6R)-2-methyl-6-pentyltetrahydropyran-2-carboxaldehyde [ No CAS ]
  • 47
  • [ 705-86-2 ]
  • (+/-)-(2S,6R)-2-methoxy-2-methyl-6-pentyltetrahydropyran [ No CAS ]
  • 48
  • [ 705-86-2 ]
  • (+/-)-(2S,6R)-2-methyl-6-pentyl-2-propa-1',2'-dienyltetrahydropyran [ No CAS ]
  • 49
  • [ 705-86-2 ]
  • (+/-)-(2'S,6'R)-1-furan-2-yl-3-(2'-methyl-6'-pentyltetrahydropyran-2'-yl)propenone [ No CAS ]
  • 50
  • [ 705-86-2 ]
  • (+/-)-(2'S,3'R,7'R)-1-furan-2-yl-2-(3'-hydroxy-3'-methyl-7'-pentyloxepan-2-yl)ethanone [ No CAS ]
  • 51
  • [ 705-86-2 ]
  • (+/-)-(2'S,6'R,3R)-1-furan-2-yl-3-hydroxy-3-(2'-methyl-6'-pentyltetrahydropyran-2'-yl)propan-1-one [ No CAS ]
  • 52
  • [ 705-86-2 ]
  • Methanesulfonic acid (R)-3-furan-2-yl-1-((2S,6R)-2-methyl-6-pentyl-tetrahydro-pyran-2-yl)-3-oxo-propyl ester [ No CAS ]
  • 53
  • [ 705-86-2 ]
  • Chloro-methanesulfonic acid (R)-3-furan-2-yl-1-((2S,6R)-2-methyl-6-pentyl-tetrahydro-pyran-2-yl)-3-oxo-propyl ester [ No CAS ]
  • 54
  • [ 705-86-2 ]
  • (5R,7S)-7-Pentyl-1,6-dioxa-spiro[4.5]decane [ No CAS ]
  • 55
  • [ 705-86-2 ]
  • (2S,6S)-2-(3-Chloro-propyl)-6-pentyl-tetrahydro-pyran-2-carbonitrile [ No CAS ]
  • 56
  • [ 705-86-2 ]
  • (2S,6S)-2-(3-Hydroxy-propyl)-6-pentyl-tetrahydro-pyran-2-carbonitrile [ No CAS ]
  • 57
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • [ 544436-22-8 ]
  • 58
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • (R)-7-Pentyl-6-oxa-spiro[4.5]decane [ No CAS ]
  • 59
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • (2S,6R)-2,6-Dipentyl-tetrahydro-pyran [ No CAS ]
  • 60
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • (R)-2-Pentyl-1-oxa-spiro[5.5]undecane [ No CAS ]
  • 61
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • (1S,5R,7S)-7-Pentyl-1-vinyl-6-oxa-spiro[4.5]decane [ No CAS ]
  • 62
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • (2S,6S)-2-(4-Chloro-butyl)-6-pentyl-tetrahydro-pyran-2-carbonitrile [ No CAS ]
  • 63
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • (1S,5R,7S)-1-Methyl-7-pentyl-1-vinyl-6-oxa-spiro[4.5]decane [ No CAS ]
  • 64
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • (2R,6S)-2-Pent-4-enyl-6-pentyl-tetrahydro-pyran-2-carbonitrile [ No CAS ]
  • 65
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • (2R,6S)-2-(5-Chloro-pentyl)-6-pentyl-tetrahydro-pyran-2-carbonitrile [ No CAS ]
  • 66
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • (2R,6S)-2-((E)-6-Methoxy-hex-4-enyl)-6-pentyl-tetrahydro-pyran-2-carbonitrile [ No CAS ]
  • 67
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • ((1S,5R,7S)-7-Pentyl-6-oxa-spiro[4.5]dec-1-yl)-acetic acid methyl ester [ No CAS ]
  • 68
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • ((1S,5R,7S)-7-Pentyl-6-oxa-spiro[4.5]dec-1-yl)-acetic acid [ No CAS ]
  • 69
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • Trimethyl-[(5R,7S)-7-pentyl-6-oxa-spiro[4.5]dec-(1E)-ylidenemethyl]-silane [ No CAS ]
  • 70
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • (2R,6S)-2-((E)-6-Methoxy-4-methyl-hex-4-enyl)-6-pentyl-tetrahydro-pyran-2-carbonitrile [ No CAS ]
  • 71
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • (2R,6S)-6-Pentyl-2-(5-trimethylsilanyl-pent-4-ynyl)-tetrahydro-pyran-2-carbonitrile [ No CAS ]
  • 72
  • [ 705-86-2 ]
  • trifluoroethyl trifluoroacetate [ No CAS ]
  • Phosphoric acid 4-((2R,6S)-2-cyano-6-pentyl-tetrahydro-pyran-2-yl)-butyl ester diethyl ester [ No CAS ]
  • 73
  • [ 705-86-2 ]
  • [ 102942-65-4 ]
  • 74
  • [ 705-86-2 ]
  • [ 345261-16-7 ]
  • 75
  • [ 705-86-2 ]
  • [ 345261-14-5 ]
  • 76
  • [ 705-86-2 ]
  • [ 345261-15-6 ]
  • 77
  • [ 705-86-2 ]
  • 6-Acetamido-1,1,1-trichloroundecane [ No CAS ]
  • 79
  • [ 705-86-2 ]
  • [ 197856-91-0 ]
  • 80
  • [ 705-86-2 ]
  • [ 59285-67-5 ]
  • 81
  • [ 705-86-2 ]
  • [ 134625-01-7 ]
  • 84
  • [ 705-86-2 ]
  • [ 544436-22-8 ]
  • 85
  • [ 705-86-2 ]
  • (2R,6R)-2-Allyl-6-pentyl-tetrahydro-pyran [ No CAS ]
  • 86
  • [ 705-86-2 ]
  • Trimethyl-((2S,6R)-6-pentyl-tetrahydro-pyran-2-ylethynyl)-silane [ No CAS ]
  • 87
  • [ 705-86-2 ]
  • (2S,6S)-2-Allyl-6-pentyl-tetrahydro-pyran-2-carbonitrile [ No CAS ]
  • 88
  • [ 592-76-7 ]
  • carbon monoxide [ No CAS ]
  • [ 705-86-2 ]
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