DL-Pantolactone supplier

Name
DL-Pantolactone
EINECS 201-210-7
CAS No. 79-50-5
Article Data139
CAS DataBase
Density 1.165 g/cm³
Solubility
Melting Point 74-78 °C(lit.)
Formula C₆H₁₀O₃
Boiling Point 224.6 °C at 760 mmHg
Molecular Weight 130.144
Flash Point 99 °C
Transport Information
Appearance White needles.
Safety 22-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols
Synonyms 2(3H)-Furanone,dihydro-3-hydroxy-4,4-dimethyl-, (?à)-;Butyric acid, a,g-dihydroxy-b,b-dimethyl-, g-lactone (4CI);(RS)-Pantolactone;2,4-Dihydroxy-3,3-dimethylbutanoic acid g-lactone;2-Hydroxy-3,3-dimethyl-g-butyrolactone;3-Hydroxy-4,4-dimethyl-2-oxotetrahydrofuran;3-Hydroxydihydro-4,4-dimethyl-2(3H)-furanone;DL-Pantoic acid g-lactone;DL-Pantoyl lactone;Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone;NSC 135788;NSC 5926;a-Hydroxy-b,b-dimethyl-g-butyrolactone;
PSA 49.83000
LogP -0.06970

Synthetic route

: 137-08-6, 867-80-1, 6381-62-0, 6381-63-1, 15773-29-2, 64789-49-7, 122484-60-0, 131346-21-9
calcium-N-(2,4-dihydroxy-3,3-dimethylbutyryl)-β-alaninate

A: 79-50-5
pantolactone

B: 107-95-9
3-amino propanoic acid

Conditions

Conditions	Yield
With hydrogenchloride In water at 80℃; for 1.75h; Rate constant;	A 100% B 100%

: 75033-16-8
pantothenic acid sodium salt

A: 79-50-5
pantolactone

B: 107-95-9
3-amino propanoic acid

Conditions

Conditions	Yield
With hydrogenchloride In water at 80℃; for 1.25h; Rate constant;	A 100% B 100%

: 13031-04-4
ketopantolactone

: 79-50-5
pantolactone

Conditions

Conditions	Yield
With hydrogen; Et4N	99%
With F6P(1-)*C20H36IrN6P2(1+); hydrogen In water at 80℃; under 15001.5 Torr; for 4h; Catalytic behavior; Reagent/catalyst; Time; Autoclave; Green chemistry;	99.9%
With iron(II) triflate; phenanthridine; triiron dodecarbonyl; hydrogen In 1,4-dioxane at 65℃; under 37503.8 Torr; for 24h; Autoclave;	91%

: 773837-37-9
sodium cyanide

: 597-31-9
2,2-dimethyl-3-hydroxypropionaldehyde

: 79-50-5
pantolactone

Conditions

Conditions	Yield
With sulfuric acid for 3h; pH=9.5; Reflux;	98.9%
With sulfuric acid In water at 100℃; for 1h;	86.9%

: 470-29-1
(+-)-2,4-dihydroxy-3,3-dimethyl-butyric acid

: 79-50-5
pantolactone

Conditions

Conditions	Yield
With sulfuric acid at 80 - 85℃; for 3h; Temperature;	98.3%

: 597-31-9
2,2-dimethyl-3-hydroxypropionaldehyde

: 74-90-8
hydrogen cyanide

: 79-50-5
pantolactone

Conditions

Conditions	Yield
Stage #1: 2,2-dimethyl-3-hydroxypropionaldehyde; hydrogen cyanide In water at 0 - 10℃; for 0.25h; Stage #2: With sulfuric acid for 1h; Reflux;	93.1%
Verseifung des Reaktionsprodukts mit Salzsaeure;

: 10232-92-5
(R,S)-2,4-Dihydroxy-3,3-dimethylbutyronitrile

: 79-50-5
pantolactone

Conditions

Conditions	Yield
With sulfuric acid for 6h; Reagent/catalyst; Reflux;	92.5%
With ammonium hydroxide; sulfuric acid at 94 - 96℃; under 435.044 Torr; for 2.25h; pH=5.0; Pressure; Temperature; pH-value; Inert atmosphere;

: 134734-33-1
pantolactone p-nitrobenzoate

: 79-50-5
pantolactone

Conditions

Conditions	Yield
With lithium hydroxide In methanol; water for 0.166667h; Ambient temperature;	90%

: 100618-94-8
N-benzyl-2,4-dihydroxy-3,3-dimethylbutyramide

A: 79-50-5
pantolactone

B: 1-benzyl-3-hydroxy-4,4-dimethylpyrrolidin-2-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In diethylene glycol dimethyl ether for 5h; Heating;	A 14 % Spectr. B 69%

: 924-44-7
glyoxylic acid ethyl ester

: 78-83-1
2-methyl-propan-1-ol

: 79-50-5
pantolactone

Conditions

Conditions	Yield
Stage #1: glyoxylic acid ethyl ester; 2-methyl-propan-1-ol With N-(2-hydroxyethyl)pyrrolidine-2-carboxamide In toluene; tert-butyl alcohol at 20℃; for 24h; Stage #2: With [RhCl2(p-cymene)]2; sodium formate In water; toluene; tert-butyl alcohol Reagent/catalyst; Temperature; Inert atmosphere;	62%

: 43180-77-4
N-heptyl-2,4-dihydroxy-3,3-dimethylbutyramide

A: 79-50-5
pantolactone

B: 1-heptyl-3-hydroxy-4,4-dimethylpyrrolidin-2-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In diethylene glycol dimethyl ether for 15h; Heating;	A 41% B 15%

: 4417-86-1
(R,S)-2,4-Dihydroxy-3,3-dimethylbutyramide

A: 70006-38-1
DL-4-amino-2-hydroxy-3,3-dimethylbutanoic acid lactam

B: 79-50-5
pantolactone

Conditions

Conditions	Yield
With ammonia; toluene-4-sulfonic acid In methanol at 250℃; under 7220 - 11400 Torr; for 4h; Heating;	A 9 % Spectr. B 40%

: 50-00-0
formaldehyd

: 3715-29-5
sodium 3-methyl-2-oxobutyrate

A: 13031-04-4
ketopantolactone

B: 79-50-5
pantolactone

Conditions

Conditions	Yield
With hydrogenchloride; potassium carbonate 1.) H2O, 38-40 deg C, (well controlled addition of formaldehyde); Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 137-08-6, 867-80-1, 6381-62-0, 6381-63-1, 15773-29-2, 64789-49-7, 122484-60-0, 131346-21-9
calcium (S)-pantothenate

A: 79-50-5
pantolactone

B: 107-95-9
3-amino propanoic acid

Conditions

Conditions	Yield
With water; sodium 1,2-naphthoquinone-4-sulfonate In ethanol Kinetics; Rate constant; Mechanism; various temperatures, times, concentrations, pH, ionic strengths, and dielectric constants;

: 78-84-2
isobutyraldehyde

: 95-92-1
oxalic acid diethyl ester

A: 13031-04-4
ketopantolactone

B: 96305-22-5
dihydro-4,4-dimethyl-5-(1-methylethyl)-2,3-furandione

C: 79-50-5
pantolactone

Conditions

Conditions	Yield
With formaldehyd; sodium methylate 1.) methanol, 10 deg C, 20 min, 2.) methanol, 40 deg C, 20 min; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 28227-35-2
(RS)-2-acetoxy-3,3-dimethyl-γ-butyrolactone

: 79-50-5
pantolactone

Conditions

Conditions	Yield
With potassium hydroxide In methanol Heating; Yield given;

: 50-00-0
formaldehyd

potassium-salt of/the/ α-oxo-isovaleric acid: potassium-salt of/the/ α-oxo-isovaleric acid

A: 13031-04-4
ketopantolactone

B: 79-50-5
pantolactone

Conditions

Conditions	Yield
With potassium carbonate Erwaermen der mit wss. Salzsaeure angesaeuerten Reaktionsloesung;

...Expand

(+-)-2,4-dihydroxy-3,3-dimethyl-butyrimidic acid-4-lactone: (+-)-2,4-dihydroxy-3,3-dimethyl-butyrimidic acid-4-lactone

: 79-50-5
pantolactone

Conditions

Conditions	Yield
With water

: 13031-04-4
ketopantolactone

: 925-90-6
ethylmagnesium bromide

A: 79-50-5
pantolactone

B: 2,2-diethyl-3-hydroxy-4,4-dimethyltetrahydrofuran

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 1h; Title compound not separated from byproducts;

...Expand

: 565430-86-6
2,4-dihydroxy-N-phenyl-3,3-dimethylbutyramide

A: 70006-37-0
rac-3-hydroxy-4,4-dimethyl-1-phenyl-2-pyrrolidinone

B: 79-50-5
pantolactone

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In diethylene glycol dimethyl ether for 15h; Heating;	A 40 % Spectr. B 53 % Spectr.

: 599-04-2
(R)-Pantolacton

: 79-50-5
pantolactone

Conditions

Conditions	Yield
With Lactobacillus paracasei DSM 20207 In water at 42℃; for 24h; pH=6; Product distribution; Further Variations:; Reagents;

: 100618-94-8
N-benzyl-2,4-dihydroxy-3,3-dimethylbutyramide

: 79-50-5
pantolactone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 14 percent Spectr. / p-TsOHH2O / bis-(2-methoxy-ethyl) ether / 5 h / Heating 2.1: n-BuLi / tetrahydrofuran; hexane / 3 h / 0 °C 2.2: 59 percent / tetrahydrofuran; hexane / 12 h / 20 °C 3.1: 53 percent Spectr. / p-TsOHH2O / bis-(2-methoxy-ethyl) ether / 15 h / Heating View Scheme

: 565430-86-6
2,4-dihydroxy-N-phenyl-3,3-dimethylbutyramide

: 79-50-5
pantolactone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 53 percent Spectr. / p-TsOHH2O / bis-(2-methoxy-ethyl) ether / 15 h / Heating 2: 100 percent / methanol / 24 h / 20 °C 3: 14 percent Spectr. / p-TsOHH2O / bis-(2-methoxy-ethyl) ether / 5 h / Heating View Scheme

: 20374-32-7
(3R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl methanesulfonate

: 79-50-5
pantolactone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 38 percent / 18-crown-6 / benzene / 48 h / Heating 2: 5percent KOH / methanol / Heating View Scheme

: 182243-70-5
Chloro-methanesulfonic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester

: 79-50-5
pantolactone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 94 percent / 18-crown-6 / benzene / 3 h / Heating 2: 5percent KOH / methanol / Heating View Scheme

: 599-04-2
(R)-Pantolacton

taurine-p-toluidide: taurine-p-toluidide

: 79-50-5
pantolactone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 98 percent / pyridine / 0.17 h / 0 - 20 °C 2: 94 percent / 18-crown-6 / benzene / 3 h / Heating 3: 5percent KOH / methanol / Heating View Scheme
Multi-step reaction with 3 steps 1: 88 percent / pyridine / 0.17 h / 0 - 20 °C 2: 38 percent / 18-crown-6 / benzene / 48 h / Heating 3: 5percent KOH / methanol / Heating View Scheme

: 111-68-2
1-Heptylamine

: 79-50-5
pantolactone

: 43180-77-4
N-heptyl-2,4-dihydroxy-3,3-dimethylbutyramide

Conditions

Conditions	Yield
In methanol at 20℃; for 20h;	100%
at 100 - 110℃;
at 100 - 110℃;

: 109-89-7
diethylamine

: 79-50-5
pantolactone

: N,N-Diethyl-2,4-dihydroxy-3,3-dimethyl-butyramide

Conditions

Conditions	Yield
In acetonitrile at 30℃; under 6750540 Torr; for 168h;	100%

: 74-89-5
methylamine

: 79-50-5
pantolactone

: 79691-41-1
β,β-dimethyl-α,γ-dihydroxybutyric acid N-methylamide

Conditions

Conditions	Yield
In methanol; water at 20℃; for 3h;	100%
In water Ring cleavage;

: 100-46-9
benzylamine

: 79-50-5
pantolactone

: 100618-94-8
N-benzyl-2,4-dihydroxy-3,3-dimethylbutyramide

Conditions

Conditions	Yield
In methanol at 20℃; for 24h;	100%
In methanol for 3h; Ambient temperature;	93%

: 79-50-5
pantolactone

: 4417-86-1
(R,S)-2,4-Dihydroxy-3,3-dimethylbutyramide

Conditions

Conditions	Yield
With ammonia at -60 - 20℃; Ring cleavage;	100%
With ammonium hydroxide In methanol at 20℃; for 14h;	84%
Multi-step reaction with 3 steps 1: 100 percent / methanol / 24 h / 20 °C 2: 14 percent Spectr. / p-TsOH*H2O / bis-(2-methoxy-ethyl) ether / 5 h / Heating 3: 84 percent / aq. NH3 / methanol / 14 h / 20 °C View Scheme

: 3970-21-6
2-Methoxyethoxymethyl chloride

: 79-50-5
pantolactone

: 915097-01-7
4,4-dimethyl-2-methoxyethoxymethoxy-γ-butyrolactone

Conditions

Conditions	Yield
With 15-crown-5; sodium hydride In tetrahydrofuran at 22℃; for 15h;	100%

: 79-50-5
pantolactone

: 13031-04-4
ketopantolactone

Conditions

Conditions	Yield
With oxygen In 1,2-dichloro-benzene at 180℃; for 3h;	99.5%
With trichloroisocyanuric acid; tetrabutylammomium bromide; water; potassium carbonate; ruthenium trichloride In acetonitrile at 20 - 45℃; for 1 - 3h; Product distribution / selectivity;	97.7%
With ruthenium(III) chloride trihydrate; trichloroisocyanuric acid; tetrabutylammomium bromide; sodium acetate In water; acetonitrile at 25 - 45℃; Green chemistry; chemoselective reaction;	97.7%

: 79-50-5
pantolactone

: potassium pantoate

Conditions

Conditions	Yield
With water; potassium hydroxide at 60℃; for 4h;	99.2%

: 1067-21-6
triethylmethoxystannane

: 79-50-5
pantolactone

: 56150-63-1
DL-2-triethylstannoxy-3,3-dimethyl-γ-butyrolactone

Conditions

Conditions	Yield
In neat (no solvent) byproducts: MeOH; mixt. of the hydroxy deriv. and triethylmethoxystannane heated (formed MeOH removed continuously during react.); distn.; elem. anal.;	99%

: 100-39-0
benzyl bromide

: 79-50-5
pantolactone

: 117895-47-3
3-(benzyloxy)-4,4-dimethyldihydrofuran-2(3H)-one

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; silver(l) oxide In dichloromethane at 20℃; for 48h; Darkness;	98%

: 79-50-5
pantolactone

: 1902-01-8
DL-sodium pantoate

Conditions

Conditions	Yield
With water; sodium hydroxide at 60℃; for 4h;	96.3%
With sodium hydroxide In ethanol for 2h; Yield given;

: 107-30-2
chloromethyl methyl ether

: 79-50-5
pantolactone

: 90113-81-8
3,3-dimethyl-2-methoxymethoxy-4-butanolide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 40℃; for 24h;	96%

: 109-55-7
1-amino-3-(dimethylamino)propane

: 79-50-5
pantolactone

: N-[3-(dimethylamino)propyl]-2,4-dihydroxy-3,3-dimethylbutyramide

Conditions

Conditions	Yield
In 1,4-dioxane for 5h; Heating;	96%

: 101151-96-6
1-hydroxygermatrane monohydrate

: 79-50-5
pantolactone

: 133517-05-2
DL-2-germatranoxy-3,3-dimethyl-γ-butyrolactone

Conditions

Conditions	Yield
In m-xylene=m-xylol byproducts: H2O; mixt. of the germatrane with the hydroxy compd. in m-xylene refluxed with azeotropic distn. of H2O; residue filtered off, washed with n-pentane, recrystn. from CH3CN; elem. anal.;	96%

: 29900-93-4
(1R,2R,3S,4S)-3-Amino-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-ol

: 79-50-5
pantolactone

: 2,4-dihydroxy-N-<(1R)-2-endo-hydroxy-3-endo-bornyl>-3,3-dimethylbutyramide

Conditions

Conditions	Yield
In toluene at 110℃; for 1.5h;	95.7%

: 75-04-7
ethylamine

: 79-50-5
pantolactone

: 4417-90-7
N-ethyl-2,4-dihydroxy-3,3-dimethylbutyramide

Conditions

Conditions	Yield
In methanol for 3h; Ambient temperature;	95%
at 100℃;

: 62-53-3
aniline

: 79-50-5
pantolactone

: 70006-37-0
rac-3-hydroxy-4,4-dimethyl-1-phenyl-2-pyrrolidinone

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In methanol at 250℃; under 7220 - 11400 Torr; for 4h; Heating;	93%
	82%

: 124-63-0
methanesulfonyl chloride

: 79-50-5
pantolactone

: 20664-78-2
4,4-dimethyl-2-oxotetrahydro-3-furyl methane sulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -5℃;	92%

: 1191-99-7
2,3-dihydro-2H-furan

: 79-50-5
pantolactone

: 371198-80-0
3,3-dimethyl-2-(2-tetrahydrofuryloxy)-4-butanolide

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane at 0℃;	91%

: 108-91-8
cyclohexylamine

: 79-50-5
pantolactone

: 16424-76-3
N-cyclohexyl-2,4-dihydroxy-3,3-dimethylbutyramide

Conditions

Conditions	Yield
In methanol for 3h; Ambient temperature;	90%

: 109-73-9
N-butylamine

: 79-50-5
pantolactone

: 43180-76-3
N-butyl-2,4-dihydroxy-3,3-dimethylbutyramide

Conditions

Conditions	Yield
In methanol for 3h; Ambient temperature;	89%
at 100 - 110℃;
at 100 - 110℃;

: 123-62-6
propionic acid anhydride

: 79-50-5
pantolactone

: (+/-)-pantolactone propionate

Conditions

Conditions	Yield
With 4-pyrrolidin-1-ylpyridine; triethylamine In dichloromethane for 10h; Ambient temperature;	89%

DL-Pantolactone Specification

The 2(3H)-Furanone,dihydro-3-hydroxy-4,4-dimethyl-, with CAS registry number 79-50-5, belongs to the following product category: Pharmaceutical Intermediates. It has the systematic name of 3-hydroxy-4,4-dimethyldihydrofuran-2(3H)-one. When use this chemical, do not breathe dust and avoid contact with skin and eyes. The main use of this chemical is for the intermediate of pantothenicacid. What's more, its EINECS is 201-210-7.

Physical properties of 2(3H)-Furanone,dihydro-3-hydroxy-4,4-dimethyl-: (1)ACD/LogP: -0.80; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.8; (4)ACD/LogD (pH 7.4): -0.8; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 8.74; (8)ACD/KOC (pH 7.4): 8.74; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 35.53 Å²; (13)Index of Refraction: 1.468; (14)Molar Refractivity: 31.09 cm³; (15)Molar Volume: 111.6 cm³; (16)Polarizability: 12.32×10^-24cm³; (17)Surface Tension: 38.1 dyne/cm; (18)Density: 1.165 g/cm³; (19)Flash Point: 99 °C; (20)Enthalpy of Vaporization: 53.61 kJ/mol; (21)Boiling Point: 224.6 °C at 760 mmHg; (22)Vapour Pressure: 0.0181 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1OCC(C)(C)C1O
(2)InChI: InChI=1/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3
(3)InChIKey: SERHXTVXHNVDKA-UHFFFAOYAN
(4)Std. InChI: InChI=1S/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3
(5)Std. InChIKey: SERHXTVXHNVDKA-UHFFFAOYSA-N

Product Name

DL-Pantolactone

Synthetic route

DL-Pantolactone Specification

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