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D(+)-Glucurono-3,6-lactone
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Name

D(+)-Glucurono-3,6-lactone

 EINECS 251-053-3
CAS No. 32449-92-6 Density 1.749 g/cm3
PSA 104.06000 LogP -2.80660
Solubility soluble in water Melting Point 172-175 °C(lit.)
Formula C6H8O6 Boiling Point 403.5 °C at 760 mmHg
Molecular Weight 176.126 Flash Point 174.9 °C
Transport Information N/A Appearance white crystals or crystalline powder
Safety 24/25-36-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 32449-92-6 (D-Glucurone) Hazard Symbols IrritantXi
Synonyms

Glucuronicacid, g-lactone, D- (6CI,8CI);D-Glucuronic acid lactone;D-Glucurono-3,6-lactone;D-Glucurono-g-lactone;D-Glucuronolactone;Dicurone;Glucoxy;Glucurone;D-Glucuronic acid, gamma-lactone;Glucuronolactone;Glucuronosan;Glycurone;Guronsan;NSC 656;

Article Data 29

D(+)-Glucurono-3,6-lactone Synthetic route

6556-12-3, 489-91-8, 528-16-5, 552-12-5, 577-46-8, 643-33-4, 2240-07-5, 6294-16-2, 10133-02-5, 18402-78-3, 18968-14-4, 21179-08-8, 23018-83-9, 33599-45-0, 33599-46-1, 46171-67-9, 46171-69-1, 46172-26-3, 70021-34-0, 71031-08-8, 104195-06-4, 106499-29-0, 124817-72-7

D-glucuronic acid

100-39-0

benzyl bromide

A

D-glucuronic acid benzyl ester

B

(2S,3S,4S,5R,6R)-benzyl 3,4,5,6-tetrahydroxytetrahydro-2H-pyran-2-carboxylate

C

32449-92-6

D-glucurono-6,3-lactone

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 20℃;A n/a
B n/a
C 5%
6556-12-3

D-Glucuronic acid

32449-92-6

D-glucurono-6,3-lactone

Conditions
ConditionsYield
untersucht wurde das Lactonisierungsgleichgewicht in wss. Loesungen vom pH 7 - 8.5;
87-73-0

D-glucaric acid

32449-92-6

D-glucurono-6,3-lactone

Conditions
ConditionsYield
With sodium amalgam; sulfuric acid; water
87-89-8

D-myo-inositol

32449-92-6

D-glucurono-6,3-lactone

Conditions
ConditionsYield
beim Behandeln mit einem Enzym-Praeparat aus Ratten-Nieren;
709-50-2

methyl beta-D-glucopyranoside

32449-92-6

D-glucurono-6,3-lactone

Conditions
ConditionsYield
With water; oxygen; sodium hydrogencarbonate in Gegenwart von Platin und Erhitzen des Reaktionsprodukts mit wasserhaltiger Ameisensaeure;
97-30-3

methyl-alpha-D-glucopyranoside

32449-92-6

D-glucurono-6,3-lactone

Conditions
ConditionsYield
With water; oxygen; sodium hydrogencarbonate in Gegenwart von Platin und Erhitzen des Reaktionsprodukts mit wasserhaltiger Ameisensaeure;
With dinitrogen tetraoxide anschl. mit wasserhaltiger Ameisensaeure;
With tetrachloromethane; dinitrogen tetraoxide Erwaermen des nach Behandeln mit wss. H2SO4 isolierten Reaktionsprodukts mit Butan-1-ol und konz. H2SO4 und anschl. Erwaermen mit wss. H2SO4;
2671-19-4

O1,O2-isopropylidene-α-D-glucofuranuronic acid

32449-92-6

D-glucurono-6,3-lactone

Conditions
ConditionsYield
With hydrogenchloride; water
With water anschl. Einengen der Reaktionsloesung;
114127-73-0

(+)-Menthol glucuronide

32449-92-6

D-glucurono-6,3-lactone

Conditions
ConditionsYield
With sulfuric acid; water anschl. Einengen der von H2SO4 befreiten Reaktionsloesung;
6920-57-6, 7259-41-8, 10345-04-7, 13168-11-1, 46825-92-7, 58865-20-6, 69127-38-4

α-D-glucopyranuronic acid 1-phosphate

32449-92-6

D-glucurono-6,3-lactone

Conditions
ConditionsYield
With formic acid; water
13100-46-4

1,2,3,4-tetra-O-acetyl-β-D-glucopyranose

32449-92-6

D-glucurono-6,3-lactone

Conditions
ConditionsYield
With potassium permanganate; acetic acid; acetone anschl. mit Aceton und Ba(OH)2 in Wasser, Behandeln des danach isolierten Barium-Salzes mit wss. H2SO4 und anschl. Einengen der von H2SO4 befreiten wss. Reaktionsloesung;

D(+)-Glucurono-3,6-lactone Chemical Properties

IUPAC Name: 2-(3,4-dihydroxy-5-oxooxolan-2-yl)-2-hydroxyacetaldehyde 
Empirical Formula: C6H8O6
Molecular Weight: 176.1241g/mol
EINECS: 251-053-3 
Structure of Glucuronic acid lactone (CAS NO.32449-92-6):

Index of Refraction: 1.597
Molar Refractivity: 34.31 cm3
Molar Volume: 100.6 cm3
Polarizability: 13.6×10-24cm3
Surface Tension: 99.5 dyne/cm
Density: 1.749 g/cm3
Flash Point: 174.9 °C
Enthalpy of Vaporization: 75.68 kJ/mol 
Melting Point: 172-175 °C(lit.)
Boiling Point: 403.5 °C at 760 mmHg
Vapour Pressure: 3.42E-08 mmHg at 25°C 
Water Solubility: soluble
 Product Categories: Miscellaneous Natural Products;Biochemistry;Glucose;Sugar Acids;Sugars;Dextrins、Sugar & Carbohydrates 
Canonical SMILES: C(=O)C(C1C(C(C(=O)O1)O)O)O
InChI: InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h1-5,8-10H
InChIKey: UYUXSRADSPPKRZ-UHFFFAOYSA-N

D(+)-Glucurono-3,6-lactone Uses

 Glucuronic acid lactone (CAS NO.32449-92-6) is used as a precursor for ascorbic acid synthesis. It is also used as detoxicant.

D(+)-Glucurono-3,6-lactone Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 subcutaneous 4700mg/kg (4700mg/kg)   Drugs in Japan Vol. 6, Pg. 225, 1982.
dog LD50 intravenous 940mg/kg (940mg/kg)   Drugs in Japan Vol. 6, Pg. 225, 1982.
dog LD50 subcutaneous 4700mg/kg (4700mg/kg)   Drugs in Japan Vol. 6, Pg. 225, 1982.
mouse LD50 intraperitoneal 5797mg/kg (5797mg/kg)   Drugs in Japan Vol. 6, Pg. 225, 1982.
mouse LD50 intravenous 4586mg/kg (4586mg/kg)   Drugs in Japan Vol. 6, Pg. 225, 1982.
mouse LD50 oral > 20gm/kg (20000mg/kg)   Drugs in Japan Vol. 6, Pg. 225, 1982.
mouse LD50 subcutaneous 8210mg/kg (8210mg/kg)   Drugs in Japan Vol. 6, Pg. 225, 1982.
rabbit LD50 intravenous 940mg/kg (940mg/kg)   Drugs in Japan Vol. 6, Pg. 225, 1982.
rabbit LD50 subcutaneous 4700mg/kg (4700mg/kg)   Drugs in Japan Vol. 6, Pg. 225, 1982.
rat LD50 intravenous 3200mg/kg (3200mg/kg)   Drugs in Japan Vol. 6, Pg. 225, 1982.
rat LD50 oral 10700mg/kg (10700mg/kg)   Drugs in Japan Vol. 6, Pg. 225, 1982.
rat LD50 subcutaneous 4700mg/kg (4700mg/kg)   Drugs in Japan Vol. 6, Pg. 225, 1982.

D(+)-Glucurono-3,6-lactone Consensus Reports

Reported in EPA TSCA Inventory.

D(+)-Glucurono-3,6-lactone Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26
S24/25:Avoid contact with skin and eyes. 
S36:Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 2
RTECS: LZ8930000
HS Code: 29322980

D(+)-Glucurono-3,6-lactone Specification

 Glucuronic acid lactone , its cas register number is 32449-92-6. It also can be called D-Glucofuranuronic acid, gamma-lactone ; D-Glucuronic acid lactone ; D-Glucurono-3,6-lactone ; D-Glucurono-6,3-lactone ; D-Glucuronolactone ; Dicurone ;
 Glucoxy ; Glucurolactona ; Glucurolactone ; Glucurolactonum ; Glucurono-6,3-lactone ; Glucuronolactone ; Glucuronolattone ; Glucuronosan ; Gluronsan ; Guronsan ; Reulatt S.S. ; gamma-Glukurolakton . Glucuronic acid lactone (CAS NO.32449-92-6) is a white crystals or crystalline powder.

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