top quality 542-28-9 Delta-Valerolactone Delta-Valerolactone is all-purpose chemical intermediate, which can be used in various fields. It can be used in the synthesis of pyran pyridine, cilostazol, witting reagent and epothifone anticancer drug
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inquiryProduct description: Product name delta-Valerolactone CAS number 542-28-9 Assay ≥98% Appearance Colorless to light yellow liquid Capacity 200mt/year Application Widely used i
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inquiryItems Standard Result Assay (Ursolic acid) 98%min 98.22% Pesticides Negative Complies Heavy metal 10ppm max
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inquirydelta-Valerolactone Basic information Product Name: delta-Valerolactone Synonyms: 4-VALEROLACTONE;4-PENTANOLIDE;4-HYDROXYVALERIC ACID G-LACTONE;DELTA-VALEROLACTONE;D-VALEROLACTONE;G-VALE
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inquiryDelta-Valerolactone(DVL) CAS 542-28-9 MF: C5H8O2 Application of Delta-Valerolactone(DVL) Use: Delta-Valerolactone is all-purpose chemical intermediate, which can be used in various fields. It can be used in the synthesis o
Appearance:Clear colorless to pale yellow liquid Storage:Room temperature Package:25kg/Barrel Application:Fine chemical intermediates Transportation:Express/Sea/Air Port:Any port in china
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inquiryConditions | Yield |
---|---|
With hydrogen; palladium(II) complex of ferrocenylamine sulfide (1) In acetone under 4137.2 Torr; for 10h; | 100% |
Conditions | Yield |
---|---|
With sodium hypochlorite; sodium hydrogencarbonate; potassium bromide In dichloromethane at 0℃; for 0.5h; chemoselective reaction; | 99% |
With sodium bromite In water; acetic acid for 10h; Ambient temperature; | 98% |
With 4-hydroxy-TEMPO benzoate; sodium bromide In dichloromethane; water NaHCO3-buffered at pH 8.6; electrolysis; | 97% |
Conditions | Yield |
---|---|
With Octanoic acid; dihydrogen peroxide In water at 50℃; for 5h; Baeyer-Villiger oxidation; Ionic liquid; Enzymatic reaction; | 99% |
With dihydrogen peroxide; lithium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate In water; 1,2-dichloro-ethane at 70℃; for 2h; Time; Temperature; Reagent/catalyst; | 99% |
With dihydrogen peroxide; polystyrene-bound phenylselenic acid In dichloromethane for 72h; Ambient temperature; | 98% |
valeric acid
3,4,5,6-tetrahydro-2H-pyran-2-one
Conditions | Yield |
---|---|
With molecualar sevies 4A; tetrachlorobis(tetrahydrofuran)hafnium(IV) In toluene at 120℃; for 10h; | 98% |
tetrachlorobis(tetrahydrofuran)hafnium(IV) In toluene for 10h; Heating; | 96% |
With cis-nitrous acid at 25℃; Rate constant; | |
Equilibrium constant; Rate constant; |
3,4,5,6-tetrahydro-2H-pyran-2-one
Conditions | Yield |
---|---|
With 732 sulfonic acid type cation exchange resin at 150℃; for 2h; Time; | 96.31% |
ethyl 2-hydroxyethylpropionate
3,4,5,6-tetrahydro-2H-pyran-2-one
Conditions | Yield |
---|---|
With 732 sulfonic acid type cation exchange resin at 130℃; for 1.5h; | 96.05% |
Conditions | Yield |
---|---|
With sodium hydroxide for 0.166667h; Heating; | 96% |
With triethylamine at 50℃; under 3750300 Torr; for 3h; | 90% |
With cyclohexene In gas at 349.5℃; for 0.1h; Rate constant; stoichometry; | 44.3% |
Conditions | Yield |
---|---|
With potassium fluoride; tetra(n-butyl)ammonium hydrogensulfate In tetrahydrofuran at 20℃; for 5h; | 96% |
With Amberlyst A26 (hydrogen carbonate form) 1.) aq. MeOH, 20 deg C, 18 h, 2.) THF, reflux, 18 h; Yield given. Multistep reaction; | |
With potassium carbonate In water; dimethyl sulfoxide at 50℃; Rate constant; | |
With 2,3,3-trimethylbenzo[e]indole; potassium iodide In acetonitrile at 80 - 85℃; for 96h; |
methyl 5-hydroxypentanoate
3,4,5,6-tetrahydro-2H-pyran-2-one
Conditions | Yield |
---|---|
With 732 sulfonic acid type cation exchange resin at 100℃; for 1h; Time; | 95.08% |
porcine pancreatic lipase In diethyl ether at 26℃; |
Conditions | Yield |
---|---|
With trichloromelamine In dichloromethane for 12h; Mechanism; Ambient temperature; | 95% |
Conditions | Yield |
---|---|
With hydrogenchloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccase from Trametes versicolor In water for 15h; pH=5.5; Enzymatic reaction; chemoselective reaction; | 95% |
Conditions | Yield |
---|---|
With potassium permanganate; iron(III) chloride In acetone at -78 - 20℃; for 16h; | 92% |
With zinc(II) permanganate; silica gel In dichloromethane at 20℃; for 0.17h; | 69% |
Stage #1: TETRAHYDROPYRANE With [bis(acetoxy)iodo]benzene In nitromethane at 0℃; Stage #2: With tert.-butylhydroperoxide In decane; nitromethane at 0 - 25℃; for 12h; | 68% |
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In 1,2-dichloro-ethane at 60℃; for 20h; | 92% |
With dihydrogen peroxide In water at 20℃; for 7h; Baeyer-Villiger-type reaction; | 92% |
With water; fluorine In acetonitrile | |
With 3-chloro-benzenecarboperoxoic acid In 1,2-dichloro-ethane at 60℃; for 24h; Product distribution; Mechanism; other solvent; |
Conditions | Yield |
---|---|
With N-iodo-succinimide; silver(I) acetate In benzene for 3h; Heating; | 90% |
With dihydrogen peroxide; acetic acid | |
With manganese(IV) oxide; chloroform | |
With cobalt(II) acetate at 80 - 90℃; beim Beh. mit Luft; |
3,4,5,6-tetrahydro-2H-pyran-2-one
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 0.5h; | 90% |
acetic acid
cyclopentanone
A
3,4,5,6-tetrahydro-2H-pyran-2-one
B
5-acetoxypentanoic acid
Conditions | Yield |
---|---|
With peracetic acid 1.) 50-60 deg C, 6 h; 2.) reflux, 29 h; | A n/a B 85.5% |
With peracetic acid 1.) 50-60 deg C, 6 h; 2.) reflux, 29 h; Yields of byproduct given; | A n/a B 85.5% |
(CO)5MnCO(CH2)4OSi(CH3)3
tris(diethylamino)sulfonium difluorotrimethylsiliconate
A
3,4,5,6-tetrahydro-2H-pyran-2-one
B
(CO)5Mn(1-)*{(CH3CH2)2N}3S(1+)=(CO)5Mn{(CH3CH2)2N}3S
Conditions | Yield |
---|---|
In tetrahydrofuran flask charged with ((CH3CH2)2N)3SSi(CH3)3F2, NMR standard and THF, complex in THF added dropwise for 0.5 h with stirring, stirred for 2 h; not isolated, detected by IR; | A 85% B n/a |
<α-tetrahydropyrannyloxy>-2 tetrahydropyrone-3 (S*, S*)
A
3,4,5,6-tetrahydro-2H-pyran-2-one
B
5,6-dihydro-2H-pyran-3(4H)-one
<α-tetrahydropyrannyloxy>-2 tetrahydropyrone-3 (S*, R*)
Conditions | Yield |
---|---|
With further temp. In benzene at 80℃; for 1.5h; Product distribution; Irradiation; | A 82% B 16% C 5% |
A
3,4,5,6-tetrahydro-2H-pyran-2-one
B
ethyl 5-iodopentanoate
Conditions | Yield |
---|---|
With sodium iodide In dichloromethane; acetonitrile | A 18% B 82% |
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In dichloromethane at 20℃; for 5h; Inert atmosphere; | 82% |
Conditions | Yield |
---|---|
With tert-butylhypochlorite In acetonitrile at 20℃; for 0.166667h; | 78% |
Conditions | Yield |
---|---|
With lithium borohydride In tetrahydrofuran for 0.25h; | 77% |
With ethanol; sodium |
valeric acid
A
3,4,5,6-tetrahydro-2H-pyran-2-one
B
5-methyl-dihydro-furan-2-one
Conditions | Yield |
---|---|
With sodium persulfate In water at 85 - 90℃; for 5h; | A 9% B 77% |
A
3,4,5,6-tetrahydro-2H-pyran-2-one
B
methyl 5-iodopentanoate
Conditions | Yield |
---|---|
With sodium iodide In dichloromethane; acetonitrile | A 29% B 71% |
Conditions | Yield |
---|---|
With potassium fluoride; 18-crown-6 ether; water In tetrahydrofuran for 20h; Heating; | 70% |
TETRAHYDROPYRANE
A
3,4,5,6-tetrahydro-2H-pyran-2-one
B
1,5-pentanedioic acid
Conditions | Yield |
---|---|
With sodium bromate; potassium hydrogensulfate In water at 25 - 30℃; for 20h; Oxidation; | A 69% B 16% |
With 2,6-dichloropyridine N-oxide; dichloro(5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato)ruthenium(IV) In 1,2-dichloro-ethane at 40℃; for 20h; Reagent/catalyst; Inert atmosphere; | A 56% B 16% |
cyclohexanol
A
3,4,5,6-tetrahydro-2H-pyran-2-one
B
Adipic acid
C
monocyclohexyl adipate
D
cyclohexanone
Conditions | Yield |
---|---|
With oxygen at 120℃; for 4.33333h; Further byproducts given; | A 2.7% B 12.4% C 8.9% D 65% |
Conditions | Yield |
---|---|
With hydrogen In methanol at 375℃; for 5h; Reagent/catalyst; Time; Solvent; | 65% |
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: [bis({2‐[bis(propan‐2‐yl)phosphanyl]ethyl})amine](borohydride)(carbonyl)(hydride)iron(II); potassium carbonate / toluene / 5 h / 150 °C / Inert atmosphere; Green chemistry View Scheme |
3,4,5,6-tetrahydro-2H-pyran-2-one
5-hydroxypentanoic acid sodium salt
Conditions | Yield |
---|---|
With water; sodium hydroxide at 20℃; Inert atmosphere; | 100% |
With sodium hydroxide In ethanol at 20 - 80℃; for 2.5h; | 100% |
With sodium hydroxide at 20℃; for 24h; | 83% |
pyrrolidine
3,4,5,6-tetrahydro-2H-pyran-2-one
5-hydroxy-1-(pyrrolidin-1-yl)pentan-1-one
Conditions | Yield |
---|---|
With triethylamine Inert atmosphere; Reflux; | 100% |
In benzene | 82% |
Conditions | Yield |
---|---|
With Dowex 50W-X8 resin at 20℃; Inert atmosphere; Reflux; | 100% |
With sulfuric acid for 5h; Heating; | 99% |
With H+ Dowex resin Heating; | 99% |
3,4,5,6-tetrahydro-2H-pyran-2-one
1-amino-2-propene
N-allyl-5-hydroxypentanamide
Conditions | Yield |
---|---|
100% | |
In ethanol for 15h; Heating; | 63% |
With bis(trifluoromethane)sulfonimide lithium In chloroform at 85℃; for 40h; | 5% |
Conditions | Yield |
---|---|
With sodium hydride | 100% |
Conditions | Yield |
---|---|
With trimethoxysilane; lithium methanolate In tetrahydrofuran for 0.5h; Ambient temperature; | 100% |
With hydrogen In 1,2-dimethoxyethane at 80℃; under 60006 Torr; for 2h; Reagent/catalyst; | 87.7% |
With sodium tetrahydroborate; C36H30F6N10Ni4O10(2+)*2C2F3O2(1-); zinc(II) chloride In tetrahydrofuran at 45℃; for 12h; | 79% |
3,4,5,6-tetrahydro-2H-pyran-2-one
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran; hexane 1.) -78 deg C, 30 min, 2.) -78 deg C; | 100% |
Conditions | Yield |
---|---|
With trimethylaluminum In tetrahydrofuran; toluene | 100% |
Stage #1: O-benzylhydoxylamine hydrochloride With trimethylaluminum In tetrahydrofuran; toluene at 0 - 20℃; for 0.833333h; Stage #2: 3,4,5,6-tetrahydro-2H-pyran-2-one In tetrahydrofuran; toluene at 0℃; for 1.5h; | 50% |
3,4,5,6-tetrahydro-2H-pyran-2-one
methyl 5-hydroxypentanoate
Conditions | Yield |
---|---|
With triethylamine In methanol at 20℃; for 1h; Inert atmosphere; Large scale; | 100% |
Stage #1: 3,4,5,6-tetrahydro-2H-pyran-2-one With sulfuric acid In methanol for 12h; Reflux; Stage #2: With sodium hydrogencarbonate In methanol for 0.166667h; stereoselective reaction; | 99% |
With sulfuric acid In methanol for 12h; Reflux; | 94% |
With sulfuric acid In methanol for 21h; Inert atmosphere; Reflux; | 85% |
3,4,5,6-tetrahydro-2H-pyran-2-one
2-aminoindane hydrochloride
N-(indan-2-yl)-5-hydroxypentanamide
Conditions | Yield |
---|---|
With aluminum (III) chloride; triethylamine In 1,2-dichloro-ethane at 20℃; for 1h; | 100% |
3,4,5,6-tetrahydro-2H-pyran-2-one
phenylacetylene
5-oxo-5-(2-phenylethynyl)-1-pentanol
Conditions | Yield |
---|---|
Stage #1: phenylacetylene With n-butyllithium In tetrahydrofuran at -78℃; for 0.333333h; Stage #2: With boron trifluoride diethyl etherate In tetrahydrofuran at -78℃; for 0.166667h; Stage #3: 3,4,5,6-tetrahydro-2H-pyran-2-one In tetrahydrofuran at -78 - 20℃; for 1h; | 99% |
(i) nBuLi, hexane, THF, (ii) /BRN= 106436/; Multistep reaction; |
3,4,5,6-tetrahydro-2H-pyran-2-one
1,3-Benzothiazole
1-(benzo[d]thiazol-2-yl)-5-hydroxypentan-1-one
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane -78 deg C, 1 h; to RT, 30 min; | 99% |
Stage #1: 1,3-Benzothiazole With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: 3,4,5,6-tetrahydro-2H-pyran-2-one In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere; Stage #3: With hydrogenchloride In tetrahydrofuran; water | 37% |
Stage #1: 1,3-Benzothiazole With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: 3,4,5,6-tetrahydro-2H-pyran-2-one In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere; Stage #3: With hydrogenchloride In tetrahydrofuran; water | 6.5 g |
3,4,5,6-tetrahydro-2H-pyran-2-one
2-allyl-phenylamine
5-Hydroxy-pentanoic acid (2-allyl-phenyl)-amide
Conditions | Yield |
---|---|
With dimethylaluminum chloride In dichloromethane for 1h; Ambient temperature; | 99% |
3,4,5,6-tetrahydro-2H-pyran-2-one
tert-butyl(diphenyl)(2-propynyloxy)silane
1-(tert-Butyl-diphenyl-silanyloxy)-8-hydroxy-oct-2-yn-4-one
Conditions | Yield |
---|---|
99% |
3,4,5,6-tetrahydro-2H-pyran-2-one
N,O-dimethylhydroxylamine*hydrochloride
5-hydroxy-N,O-dimethyl-pentanohydroxamic acid
Conditions | Yield |
---|---|
Stage #1: N,O-dimethylhydroxylamine*hydrochloride With trimethylaluminum In dichloromethane at 0℃; for 0.333333h; Inert atmosphere; Stage #2: 3,4,5,6-tetrahydro-2H-pyran-2-one In dichloromethane at 0℃; for 0.333333h; Inert atmosphere; Stage #3: With hydrogenchloride In dichloromethane; chloroform; water at 0℃; for 1h; Inert atmosphere; | 99% |
Stage #1: N,O-dimethylhydroxylamine*hydrochloride With trimethylaluminum In hexane; dichloromethane at 0℃; Inert atmosphere; Stage #2: 3,4,5,6-tetrahydro-2H-pyran-2-one In hexane; dichloromethane at 0℃; Inert atmosphere; Stage #3: With hydrogenchloride In hexane; dichloromethane; chloroform; water at 0℃; | 92% |
Stage #1: N,O-dimethylhydroxylamine*hydrochloride With trimethylaluminum In hexane; dichloromethane at 0℃; for 0.333333h; Stage #2: 3,4,5,6-tetrahydro-2H-pyran-2-one In hexane; dichloromethane at 0℃; for 0.333333h; | 92% |
3,4,5,6-tetrahydro-2H-pyran-2-one
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
Conditions | Yield |
---|---|
With C12H36MgN2Si4 In neat (no solvent) at 20℃; for 0.25h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique; | 99% |
Conditions | Yield |
---|---|
In benzene-d6 for 0.25h; | 99% |
3,4,5,6-tetrahydro-2H-pyran-2-one
(Z)-1-methoxybut-1-en-3-yne
9-hydroxy-1-methoxynon-1-en-3-yn-5-one
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -78℃; for 1h; | 98% |
With n-butyllithium 1) THF, -78 deg C, 50 min, 2) -78 deg C, 30 min; Yield given. Multistep reaction; | |
With n-butyllithium 1.) THF, hexane, -78 deg C, 1 h, 2.) -78 deg C, 1 h; Multistep reaction; |
3,4,5,6-tetrahydro-2H-pyran-2-one
9-hydroxymethylanthracene
poly(δ-valerolactone), asymmetric, telechelic, initiated by 9-anthracenemethanol/HCl*Et2O, Mn(NMR)=6900, Mw/Mn=1.1; monomer(s): δ-valerolactone; 9-anthracenemethanol
Conditions | Yield |
---|---|
With hydrochloric acid diethyl ether In dichloromethane at 0℃; for 2h; Product distribution; Further Variations:; δ-valerolactone/9-anthracenemethanol ratio; | 98% |
3,4,5,6-tetrahydro-2H-pyran-2-one
2-bromoethanol
poly(δ-valerolactone), asymmetric, telechelic, initiated by 2-bromoethanol/HCl*Et2O, Mn(NMR)=11000, Mw/Mn=1.10; monomer(s): δ-valerolactone; 2-bromoethanol
Conditions | Yield |
---|---|
With hydrogenchloride; diethyl ether In dichloromethane at 0℃; for 2.5h; | 98% |
Conditions | Yield |
---|---|
With hydrochloric acid diethyl ether In dichloromethane at 0℃; for 1.5h; Product distribution; Further Variations:; Temperatures; react. times; δ-VL/1-butanol rat.; init. δ-VL conc.; HCl/1-C4H9OH rat.; | 98% |
3,4,5,6-tetrahydro-2H-pyran-2-one
2-hydroxyethyl acrylate
poly(δ-valerolactone), asymmetric, telechelic, initiated by 2-hydroxyethyl acrylate/HCl*Et2O, Mn(NMR)=11000, Mw/Mn=1.08; monomer(s): δ-valerolactone; 2-hydroxyethyl acrylate
Conditions | Yield |
---|---|
With hydrogenchloride; diethyl ether In dichloromethane at 0℃; for 2.5h; | 98% |
Conditions | Yield |
---|---|
at 100℃; for 48h; | 98% |
3,4,5,6-tetrahydro-2H-pyran-2-one
ethyl acetate
ethyl (3R)-3,7-dihydroxyheptanoate
Conditions | Yield |
---|---|
Stage #1: ethyl acetate With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 3,4,5,6-tetrahydro-2H-pyran-2-one In tetrahydrofuran at -78℃; for 3h; Inert atmosphere; Stage #3: With ruthenium trichloride; hydrogen; (+)-(R)-[2,3,2',3'-tetrahydro-5,5'-bi(1,4-benzodioxin)-6,6'-diyl]bis(diphenylphosphane) In ethanol at 80℃; under 7500.75 Torr; for 24h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 98% |
3,4,5,6-tetrahydro-2H-pyran-2-one
2-methoxy-5-bromopyridine
5-hydroxy-1-(6-methoxypyridin-3-yl)pentan-1-one
Conditions | Yield |
---|---|
Stage #1: 2-methoxy-5-bromopyridine With n-butyllithium In diethyl ether; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: 3,4,5,6-tetrahydro-2H-pyran-2-one In diethyl ether; hexane at -78 - 20℃; Inert atmosphere; regioselective reaction; | 98% |
Stage #1: 2-methoxy-5-bromopyridine With n-butyllithium In diethyl ether; hexane at -78 - 20℃; Inert atmosphere; Stage #2: 3,4,5,6-tetrahydro-2H-pyran-2-one In diethyl ether; hexane at -78 - 20℃; Inert atmosphere; regioselective reaction; | 98% |
Stage #1: 2-methoxy-5-bromopyridine With n-butyllithium In diethyl ether; hexane at -78℃; for 0.25h; Stage #2: 3,4,5,6-tetrahydro-2H-pyran-2-one In diethyl ether; hexane at -78 - 20℃; | 85% |
3,4,5,6-tetrahydro-2H-pyran-2-one
N,5-dihydroxypentanamide
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; potassium hydroxide In methanol at 0 - 20℃; Inert atmosphere; | 98% |
With hydroxylamine hydrochloride; potassium hydroxide In methanol |
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