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delta-Gluconolactone

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Name

delta-Gluconolactone

EINECS 202-016-5
CAS No. 90-80-2 Density 1.721 g/cm3
PSA 107.22000 LogP -3.01320
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 N/A 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;

Article Data 123

delta-Gluconolactone Synthetic route

526-95-4

gluconic acid

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℃;
2280-44-6

D-Glucose

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;
526-95-4

gluconic acid

A

1198-69-2

D-glucono-1,4-lactone

B

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;
74421-63-9

ethyl D-gluconate

90-80-2

D-Glucono-1,5-lactone

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

D-Glucose

865-05-4

nicotinamide adenine dinucleotide

A

58-68-4

NADH

B

90-80-2

D-Glucono-1,5-lactone

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

D-Glucose

A

909878-64-4

meso-erythritol

B

488-82-4

D-Arabitol

C

1198-69-2

D-glucono-1,4-lactone

D

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;
492-61-5

β-D-glucose

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

90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
With acetic acid
50-99-7

D-glucose

water

water

7726-95-6

bromine

barium bromide

barium bromide

barium carbonate

barium carbonate

90-80-2

D-Glucono-1,5-lactone

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

D-sorbitol

A

2280-44-6

D-Glucose

B

6322-07-2

D-gulono-1,4-lactone

C

90-80-2

D-Glucono-1,5-lactone

Conditions
ConditionsYield
With potassium dichromate; perchloric acid In water at 33℃; Kinetics; Further Variations:; pH-values;

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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