Product Name

  • Name

    delta-Gluconolactone

  • EINECS 202-016-5
  • CAS No. 90-80-2
  • Article Data123
  • CAS DataBase
  • Density 1.721 g/cm3
  • Solubility 500 g/L (20 °C) in water
  • Melting Point 151-155 °C
  • Formula C6H10O6
  • Boiling Point 446.417 °C at 760 mmHg
  • Molecular Weight 178.142
  • Flash Point 192.294 °C
  • Transport Information
  • Appearance Powder
  • Safety 24/25-53-36/37-26-25
  • Risk Codes 21-36/38-46-62-63
  • Molecular Structure Molecular Structure of 90-80-2 (delta-Gluconolactone)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms Gluconicacid lactone (6CI);Gluconic acid, lactone, D- (7CI);Gluconic acid, d-lactone, D- (8CI);D-(+)-Gluconic acid d-lactone;D-Gluconic acid 1,5-lactone;D-Gluconic acidlactone;D-Glucono-1,5-lactone;D-Glucono-d-lactone;E 575;Fujiglucon;Gluconolactone;D-delta-Gluconolactone;Glucono-Delta-Lactone;D-Gluconic acid, d-lactone;1,5-Gluconolactone;
  • PSA 107.22000
  • LogP -3.01320

Synthetic route

gluconic acid
526-95-4

gluconic acid

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
In 1,4-dioxane; water for 0.183333h; microwave irradiation;92%
at 50℃; under 20 Torr;
at 70 - 80℃;
D-Glucose
2280-44-6

D-Glucose

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
[(C4Ph4CO)(CO)2Ru]2 In cyclohexanone at 45℃; for 16h;86%
With oxygen; catalase; glucose oxidase at 25℃; Rate constant; 0.1M acetate buffer (pH=5.5);
With N-Bromosuccinimide; sulfuric acid; mercury(II) diacetate In water; acetic acid at 26.9℃; Kinetics; Thermodynamic data; Mechanism; further temperatures, also with Ru(III) as a catalyst; ΔG(excit.), ΔS(excit.), ΔH(excit.), Ea;
gluconic acid
526-95-4

gluconic acid

A

D-glucono-1,4-lactone
1198-69-2

D-glucono-1,4-lactone

B

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
With water
at 78℃; under 12 Torr; beim Trocknen ueber Phosphorpentoxyd;
at 78℃; under 12 Torr; Ueber Phosphorpentoxyd;
In water at 112 - 124℃; for 2h; Sparging with nitrogen;
ethyl D-gluconate
74421-63-9

ethyl D-gluconate

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
at 50℃; under 20 Torr;
at 70 - 80℃;
D-Glucose
2280-44-6

D-Glucose

nicotinamide adenine dinucleotide
865-05-4

nicotinamide adenine dinucleotide

A

NADH
58-68-4

NADH

B

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
at 22℃; ph=7.0, phosphate buffer; glucose dehydrogenase;
D-Glucose
2280-44-6

D-Glucose

A

meso-erythritol
909878-64-4

meso-erythritol

B

D-Arabitol
488-82-4

D-Arabitol

C

D-glucono-1,4-lactone
1198-69-2

D-glucono-1,4-lactone

D

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; Wilkinson's catalyst at 130℃; for 6h; Product distribution; Mechanism; other unprotected aldose sugars; other rhodium-catalysts; var. temp. and reaction times;
β-D-glucose
492-61-5

β-D-glucose

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
With oxygen In water Thermodynamic data; Kinetics; Mechanism; Ambient temperature; Eact, other object of study: steady state catalytic current density; condition: Redox Polymer Films Glucose oxidase/PEG/POs-EA on a vitreous-carbon-disk electrode; different conditions: air, nitrogen, different temperatures;
With glucose oxidase at 25℃; Rate constant; reductive half-reaction; also in the presence of one-elctron redox cosubstrates (differently substituted ferroceniums and promazine cation); var. pH values;
ferrocenium(III) tetrafluoroborate In water at 25℃; Rate constant; glucose oxidase from Aspergillus Niger; n-octyl-β-D-glucopyrannoside; enzymatic electrocatalysis: working electrode: glassy carbon disk, reference elektrode: SCE;
sodium D gluconate

sodium D gluconate

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
With acetic acid
D-glucose
50-99-7

D-glucose

water

water

bromine
7726-95-6

bromine

barium bromide

barium bromide

barium carbonate

barium carbonate

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
at 0℃; Rate constant; veschiedenen D-Glucose-Praeparate; unter Einleiten von Kohlendioxid;
D-sorbitol
50-70-4

D-sorbitol

A

D-Glucose
2280-44-6

D-Glucose

B

D-gulono-1,4-lactone
6322-07-2

D-gulono-1,4-lactone

C

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
With potassium dichromate; perchloric acid In water at 33℃; Kinetics; Further Variations:; pH-values;
alpha-D-glucopyranose
492-62-6

alpha-D-glucopyranose

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
With Tris-HCl buffer; Bacillus subtilis inositol dehydrogenase EC 1.1.1.18; nicotinamide adenine dinucleotide In water at 25℃; pH=9.0; Enzyme kinetics;
With N-Bromosuccinimide; sulfuric acid; mercury(II) diacetate; ruthenium trichloride In water; acetic acid at 34.84℃; Kinetics; Thermodynamic data; Further Variations:; Reagents; Temperatures;
With ammonium vanadate; sulfuric acid; sodium dodecyl-sulfate In water at 40℃; Kinetics; Further Variations:; Reagents;
D-glucose
50-99-7

D-glucose

palladium
7440-05-3

palladium

butan-1-ol
71-36-3

butan-1-ol

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

1-methyl-pyrrolidin-2-one
872-50-4

1-methyl-pyrrolidin-2-one

D-glucose
50-99-7

D-glucose

palladium
7440-05-3

palladium

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

D-glucose
50-99-7

D-glucose

palladium
7440-05-3

palladium

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
In 1,4-dioxane; water
1,2-dimethoxyethane
110-71-4

1,2-dimethoxyethane

D-glucose
50-99-7

D-glucose

platinum
7440-06-4

platinum

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
In methanol
D-glucose
50-99-7

D-glucose

platinum
7440-06-4

platinum

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
In N-methyl-acetamide
With tetramethylurea
In triethylene glycol dimethyl ether
In methanol
palladium-barium carbonate

palladium-barium carbonate

D-glucose
50-99-7

D-glucose

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
In acetic acid methyl ester; water
platinum-calcium carbonate

platinum-calcium carbonate

D-glucose
50-99-7

D-glucose

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
In 1,4-dioxane
palladium-activated carbon

palladium-activated carbon

D-glucose
50-99-7

D-glucose

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
In 1,2-dimethoxyethane
In methanol; water
In diethylene glycol dimethyl ether
D-glucose
50-99-7

D-glucose

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
With potassium permanganate; cetyltrimethylammonim bromide In water; benzene at 30℃; Kinetics; Further Variations:; Reagents;
With horseradish peroxidase type VI; glucose oxidase type VII from Aspergillus niger; [Os(II)(bpy)2Cl(PyCOOH)]Cl; oxygen; 3-mercaptopropionic acid at 20℃; for 1h; pH=5; aq. acetate buffer; Enzymatic reaction;
With glucose dehydrogenase from Pseudomonas sp.; nicotinamide adenine dinucleotide at 20℃; for 1h; pH=7.6; aq. buffer; Enzymatic reaction;
Sucrose
57-50-1

Sucrose

A

formaldehyd
50-00-0

formaldehyd

B

D-Arabinono-1,5-lactone
73745-98-9

D-Arabinono-1,5-lactone

C

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
With N-Bromosuccinimide; sulfuric acid; water; cetyltrimethylammonim bromide at 45℃; Kinetics; Mechanism; Reagent/catalyst; Solvent; Temperature; Concentration;
alpha-D-glucopyranose
492-62-6

alpha-D-glucopyranose

A

gluconic acid
526-95-4

gluconic acid

B

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
With gold nanoparticles supported on carbon nanotubes; potassium hydroxide In water at 24.99℃; Electrochemical reaction;
(2R,3R,4S,5S,6R)-2-(benzyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
4304-12-5

(2R,3R,4S,5S,6R)-2-(benzyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: β-glucosidase / pH 6.2 / Enzymatic reaction
2: Thermoplasma acidophilum glucose dehydrogenase; NADP / Enzymatic reaction
View Scheme
D-Glucose
2280-44-6

D-Glucose

N-bromophthalimide
2439-85-2

N-bromophthalimide

A

phthalimide
136918-14-4

phthalimide

B

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
With sulfuric acid; mercury(II) diacetate In water at 30℃; Kinetics;
Conditions
ConditionsYield
With Yersinia mollaretii phytase; water; oxygen; glucose oxidase In aq. phosphate buffer Combinatorial reaction / High throughput screening (HTS); Enzymatic reaction;
D-gulose
4205-23-6

D-gulose

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
With NADPH Electrochemical reaction;
D-glucose
50-99-7

D-glucose

A

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

B

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
With oxygen; flavin adenine dinucleotide In aq. phosphate buffer pH=7; Electrochemical reaction;
D-Glucose
2280-44-6

D-Glucose

A

gluconic acid
526-95-4

gluconic acid

B

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
With sodium hydroxide at 25℃; for 7.5h; Catalytic behavior; Electrochemical reaction; Alkaline conditions;
In water Electrochemical reaction; Inert atmosphere;
4-nitrophenyl-β-D-glucoside
2492-87-7

4-nitrophenyl-β-D-glucoside

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
With C14H19Cl2CuN5O8; dihydrogen peroxide In aq. buffer at 30℃; for 24h; pH=10.5; Kinetics; Reagent/catalyst; pH-value;
1-[4-(diphenylphosphino)phenyl]methanamine
201011-40-7

1-[4-(diphenylphosphino)phenyl]methanamine

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

N-[(4-diphenylphosphinophenyl)methyl] D-gluconamide

N-[(4-diphenylphosphinophenyl)methyl] D-gluconamide

Conditions
ConditionsYield
In benzene Acylation; Heating;100%
In methanol for 1.5h; Heating;96%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
32469-28-6, 55515-28-1, 55515-29-2, 32384-65-9

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

Conditions
ConditionsYield
With 4-methyl-morpholine; dmap In tetrahydrofuran at 13 - 22℃; for 2.33333h;100%
With 4-methyl-morpholine; dmap In tetrahydrofuran at 13 - 22℃; for 2.33333h; Industry scale;100%
With 4-methyl-morpholine In tetrahydrofuran; cyclohexane at -5 - 25℃; for 17h; Solvent; Inert atmosphere;100%
acetic anhydride
108-24-7

acetic anhydride

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

(2R,3S)-2-[(acetyloxy)methyl]-6-oxo-3,6-dihydro-2H-pyran-3,5-diyl diacetate
22860-23-7

(2R,3S)-2-[(acetyloxy)methyl]-6-oxo-3,6-dihydro-2H-pyran-3,5-diyl diacetate

Conditions
ConditionsYield
With perchloric acid In water at 20℃; for 1h;100%
Stage #1: acetic anhydride; D-Glucono-1,5-lactone at 23℃; for 1h;
Stage #2: With trimethylamine at 0 - 23℃; Reagent/catalyst; Temperature;
79%
Stage #1: acetic anhydride; D-Glucono-1,5-lactone With perchloric acid
Stage #2: With triethylamine In dichloromethane
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

(3R,4S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)tetrahydro-2H-pyran-2-one

(3R,4S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)tetrahydro-2H-pyran-2-one

Conditions
ConditionsYield
With 4-methyl-morpholine In tetrahydrofuran at 20 - 30℃; for 8h; Inert atmosphere;100%
1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

(2S,3R,4S,5R)-2,3,4,5,6-Pentahydroxy-hexanoic acid {2-[2-((2S,3R,4S,5R)-2,3,4,5,6-pentahydroxy-hexanoylamino)-ethylamino]-ethyl}-amide

(2S,3R,4S,5R)-2,3,4,5,6-Pentahydroxy-hexanoic acid {2-[2-((2S,3R,4S,5R)-2,3,4,5,6-pentahydroxy-hexanoylamino)-ethylamino]-ethyl}-amide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; amidation;99%
triethylamine
121-44-8

triethylamine

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

12-Aminododecanoic acid
693-57-2

12-Aminododecanoic acid

12-(D-gluconoylamino)dodecanoic acid triethylamine salt

12-(D-gluconoylamino)dodecanoic acid triethylamine salt

Conditions
ConditionsYield
In methanol for 4h; Reflux;99%
D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

12-Aminododecanoic acid
693-57-2

12-Aminododecanoic acid

C18H35NO8

C18H35NO8

Conditions
ConditionsYield
With triethylamine In methanol for 4h; Reflux;99%
1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

C18H42O6Si4

C18H42O6Si4

Conditions
ConditionsYield
With ammonium sulfate In tetrahydrofuran at 70℃; for 15h; Temperature; Time; Solvent; Reagent/catalyst; Inert atmosphere;98.5%
1,8-diaminooctan
373-44-4

1,8-diaminooctan

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

N-<8-(D-gluconamido)octyl>-D-gluconamide

N-<8-(D-gluconamido)octyl>-D-gluconamide

Conditions
ConditionsYield
In methanol for 24h; Ambient temperature;98%
N-Boc-1,3-diaminopropane
75178-96-0

N-Boc-1,3-diaminopropane

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

C14H28N2O8

C14H28N2O8

Conditions
ConditionsYield
In methanol at 70℃; for 24h;98%
In methanol for 4h; Reflux;98%
In methanol for 4h; Reflux;90%
In methanol for 4h; Reflux;
isopropylamine
75-31-0

isopropylamine

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

N-isopropyl-D-gluconamide

N-isopropyl-D-gluconamide

Conditions
ConditionsYield
With pyridine at 20℃; for 24h; Condensation;97%
Propargylamine
2450-71-7

Propargylamine

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

tetra-O-acetyl-β-D-ribofuranose

tetra-O-acetyl-β-D-ribofuranose

Conditions
ConditionsYield
With pyridine at 20℃; for 18h;97%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

C18H42O6Si4

C18H42O6Si4

Conditions
ConditionsYield
With dmap; N-methylcyclohexylamine In tetrahydrofuran at 0 - 20℃; for 0.5h; Temperature; Reagent/catalyst; Inert atmosphere;96.6%
With ammonium sulfate In tetrahydrofuran at 70℃; for 15h; Inert atmosphere;96.7%
bis(triethylsilyl)amine
2117-18-2

bis(triethylsilyl)amine

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

C30H66O6Si4

C30H66O6Si4

Conditions
ConditionsYield
With ammonium sulfate In tetrahydrofuran at 70℃; for 15h; Inert atmosphere;96.7%
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

C18H42O6Si4

C18H42O6Si4

Conditions
ConditionsYield
With ammonium sulfate In tetrahydrofuran at 70℃; for 15h; Inert atmosphere;96.6%
1,1,3,3-tetramethyldisilazane
15933-59-2

1,1,3,3-tetramethyldisilazane

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

C14H34O6Si4

C14H34O6Si4

Conditions
ConditionsYield
With ammonium sulfate In tetrahydrofuran at 70℃; for 15h; Inert atmosphere;96.4%
benzylamine
100-46-9

benzylamine

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

N-benzyl-D-gluconamide
100569-46-8, 5438-33-5

N-benzyl-D-gluconamide

Conditions
ConditionsYield
With pyridine at 20℃; for 24h;96%
In methanol for 3h; Heating;86%
In water
methylamine
74-89-5

methylamine

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

N-methyl-D-gluconamide
24758-59-6

N-methyl-D-gluconamide

Conditions
ConditionsYield
In water at 20℃; for 24h; Condensation;96%
In water
N-(2-aminoethyl)prop-2-enamide hydrochloride

N-(2-aminoethyl)prop-2-enamide hydrochloride

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

N-(2-acrylamidoethyl)-D-gluconamide
959773-24-1

N-(2-acrylamidoethyl)-D-gluconamide

Conditions
ConditionsYield
With triethylamine; hydroquinone In methanol at 20℃; for 5h;96%
acetic anhydride
108-24-7

acetic anhydride

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

(3-acetoxy-2-oxo-2H-pyran-6-yl) methyl acetate
66530-16-3

(3-acetoxy-2-oxo-2H-pyran-6-yl) methyl acetate

Conditions
ConditionsYield
With pyridine at 80℃; for 1h;96%
With zinc(II) chloride at 190℃; for 0.333333h; Reagent/catalyst; Temperature; Time; Microwave irradiation;73%
1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
32469-28-6, 55515-28-1, 55515-29-2, 32384-65-9

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

Conditions
ConditionsYield
With N-methylimidazolium hexafluorophosphate at 0 - 5℃; for 12h; Reagent/catalyst; Temperature; Inert atmosphere;95.9%
With iodine In dichloromethane at 15 - 30℃; for 4h; Reagent/catalyst; Solvent; Temperature;85%
With iodine In dichloromethane Reflux;25 g
hexadecylamine
143-27-1

hexadecylamine

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

2,3,4,5,6-pentahydroxyhexanoic acid hexadecylamide
18375-65-0

2,3,4,5,6-pentahydroxyhexanoic acid hexadecylamide

Conditions
ConditionsYield
In methanol95%
With methanol
With ethanol
acetic anhydride
108-24-7

acetic anhydride

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

2,3,4,6-tetra-O-acetyl-D-glucono-1,5-lactone
61259-48-1, 73322-42-6

2,3,4,6-tetra-O-acetyl-D-glucono-1,5-lactone

Conditions
ConditionsYield
With zinc(II) chloride for 0.666667h; Ambient temperature;95%
With methanesulfonic acid In neat (no solvent) at 30 - 35℃; for 1h; Green chemistry;95%
With trifluoroacetic acid at 20℃; for 3h;94%
methanol
67-56-1

methanol

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

methyl 3,4:5,6-di-O-isopropylidene-D-gluconate
114743-85-0

methyl 3,4:5,6-di-O-isopropylidene-D-gluconate

Conditions
ConditionsYield
With toluene-4-sulfonic acid Ambient temperature;95%
With toluene-4-sulfonic acid94%
With toluene-4-sulfonic acid In acetone at 20℃; for 12h;86%
chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

2,3,4,6-tetra-O-(methoxymethyl)-δ-D-gluconolactone
189825-51-2

2,3,4,6-tetra-O-(methoxymethyl)-δ-D-gluconolactone

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine In dichloromethane for 48h; Ambient temperature;95%
With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine In dichloromethane for 48h;83%
With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 48h;83%
With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 48h; In the dark;83%
Stage #1: chloromethyl methyl ether; D-Glucono-1,5-lactone With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃;
Stage #2: With tetra-(n-butyl)ammonium iodide In dichloromethane at 0 - 20℃; for 48h; darkness;
83%
D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

Nε-lauroyl-L-lysine ethyl ester
292140-08-0

Nε-lauroyl-L-lysine ethyl ester

Nα-gluconamide-Nε-lauroyl-L-lysine ethyl ester

Nα-gluconamide-Nε-lauroyl-L-lysine ethyl ester

Conditions
ConditionsYield
In methanol at 50℃; for 6h;95%
2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

methyl 3,4:5,6-di-O-isopropylidene-D-gluconate
114743-85-0

methyl 3,4:5,6-di-O-isopropylidene-D-gluconate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol; acetone at 20℃; for 48h; Inert atmosphere;94%
With toluene-4-sulfonic acid In methanol; acetone at 20℃; for 9h;92%
With toluene-4-sulfonic acid In methanol; acetone for 48h; Ambient temperature;84%
triethylsilyl chloride
994-30-9

triethylsilyl chloride

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

2,3,4,6-tetrakis-O-(triethylsilyl)-D-glucopyrano-1,5-lactone
105539-33-1

2,3,4,6-tetrakis-O-(triethylsilyl)-D-glucopyrano-1,5-lactone

Conditions
ConditionsYield
With pyridine; N-ethyl-N,N-diisopropylamine In dichloromethane for 24h; Ambient temperature;94%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; Inert atmosphere;90%
N-butylamine
109-73-9

N-butylamine

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

n-butyl-D-gluconamide
18375-57-0

n-butyl-D-gluconamide

Conditions
ConditionsYield
With pyridine at 20℃; for 24h;94%
In methanol at 20℃; for 24h;72%
propylamine
107-10-8

propylamine

D-Glucono-1,5-lactone
90-80-2

D-Glucono-1,5-lactone

N-propyl-D-gluconamide
24758-61-0

N-propyl-D-gluconamide

Conditions
ConditionsYield
With pyridine at 20℃; for 24h; Condensation;93%
In pyridine at 55℃; for 1.5h; Product distribution; prototype reaction, oth. aldonolactones, oth. amines;

delta-Gluconolactone Chemical Properties


Systematic Name: (3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-one (non-preferred name)
SMILES: O=C1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChI: InChI=1/C6H10O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-5,7-10H,1H2/t2-,3-,4+,5-/m1/s1
InChIKey: PHOQVHQSTUBQQK-SQOUGZDYBO
Empirical Formula: C6H10O6
Molecular Weight: 178.14
EINECS: 202-016-5
Product Categories: Biochemistry; Glucose; Sugar Acids; Sugars; Dextrins、Sugar & Carbohydrates 
Melting Point: 160 °C (dec.)(lit.)
alpha: 65  °(c=1,H2O)
refractive index: 63.5 ° (C=10, H2O)
Water Solubility: 500 g/L (20 °C) 
Index of Refraction: 1.607
Molar Refractivity: 35.79 cm3
Molar Volume: 103.5 cm3
Surface Tension: 98.4 dyne/cm
Density: 1.72 g/cm3
Flash Point: 192.3 °C
Enthalpy of Vaporization: 81.3 kJ/mol
Boiling Point: 446.4 °C at 760 mmHg
Vapour Pressure: 7.6E-10 mmHg at 25 °C 
Classification Code of 1,5-Gluconolactone (CAS NO.90-80-2): Chelating agent; Mutation data

delta-Gluconolactone Uses

 1,5-Gluconolactone (CAS NO.90-80-2) is a synergistic blend of gluconolactone and sodium benzoate. This blend provides broad spectrum protection against product spoilage in a variety of personal care formulations.

delta-Gluconolactone Toxicity Data With Reference

1.    

uns-mic-uns 5 mmol/L

    AMICCW    Archives of Microbiology. 109 (1976),157.

delta-Gluconolactone Consensus Reports

Reported in EPA TSCA Inventory.

delta-Gluconolactone Safety Profile

Hazard Codes: HarmfulXn,IrritantXi
Risk Statements:
R21:  Harmful in contact with skin 
R46:  May cause heritable genetic damage 
R62:  Possible risk of impaired fertility 
R63:  Possible risk of harm to the unborn child 
R36/37:  Irritating to eyes and respiratory system 
Safety Statements:
S25:  Avoid contact with eyes 
S26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
S53:  Avoid exposure - obtain special instruction before use
S24/25:  Avoid contact with skin and eyes 
S36/37:  Wear suitable protective clothing and gloves
WGK Germany: 3
RTECS: LZ5184000
F: 21
Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

delta-Gluconolactone Specification

  1,5-Gluconolactone (CAS NO.90-80-2), its Synonyms are D-Gluconic acid delta-lactone ; D-Gluconic acid lactone ; D-Gluconic delta-lactone ; D-Glucono-1,5-lactone ; D-delta-Gluconolactone ; Deltagluconolactone ; Gluconic acid lactone (6CI) ; Gluconic delta-lactone ; Glucono delta lactone ; Glucono delta-lactone ; Gluconolactone ; delta-Gluconolactone ; beta-Glucono-1,5-lactone .

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