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6-Deoxy-D-glucose

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Name

6-Deoxy-D-glucose

EINECS 231-622-2
CAS No. 7658-08-4 Density 1.41 g/cm3
PSA 90.15000 LogP -2.19380
Solubility H2O: 10 mg/mL, clear, colorless Melting Point 146°
Formula C6H12 O5 Boiling Point 399.1 °C at 760 mmHg
Molecular Weight 164.158 Flash Point 209.3 °C
Transport Information N/A Appearance N/A
Safety 24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 7658-08-4 (6-DEOXY-D-GLUCOSE) Hazard Symbols N/A
Synonyms

6-Deoxy-D-glucose;6-Deoxyglucose; D-6-Deoxyglucose; D-Chinovose; D-Isorhamnose; D-Quinovose;Epirhamnose, D-; Glucomethylose; Isorhamnose; Isorhodeose; Quinovose

Article Data 148

6-Deoxy-D-glucose Synthetic route

bayogenin {28-O-α-L-rhamnopyranosyl-(1->2)-[β-D-galactopyranosyl(1->3)]-[β-D-glucopyranosyl-(1->6)]-β-D-glucopyranosyl} ester

A

7658-08-4

D-quionovose

B

50-99-7

D-glucose

C

59-23-4

D-Galactose

Conditions
ConditionsYield
Stage #1: bayogenin {28-O-α-L-rhamnopyranosyl-(1->2)-[β-D-galactopyranosyl(1->3)]-[β-D-glucopyranosyl-(1->6)]-β-D-glucopyranosyl} ester With sulfuric acid In 1,4-dioxane for 1h; Reflux;
Stage #2: In 1,4-dioxane
A n/a
B n/a
C n/a
D 71.7%
Conditions
ConditionsYield
Stage #1: desacylperennisoside X With sulfuric acid In 1,4-dioxane for 1h; Reflux;
Stage #2: In 1,4-dioxane
A n/a
B n/a
C 65.8%
Conditions
ConditionsYield
Stage #1: desacylperennisoside XI With sulfuric acid In 1,4-dioxane for 1h; Reflux;
Stage #2: In 1,4-dioxane
A n/a
B n/a
C n/a
D 61.4%
Conditions
ConditionsYield
Stage #1: desacyl-perennisoside VIII With sulfuric acid In 1,4-dioxane for 1h; Reflux;
Stage #2: In 1,4-dioxane
A n/a
B n/a
C n/a
D 52.2%

desacylperennisoside IX

A

7658-08-4

D-quionovose

B

3615-37-0

D-Fucose

C

50-99-7

D-glucose

D

59-23-4

D-Galactose

Conditions
ConditionsYield
Stage #1: desacylperennisoside IX With sulfuric acid In 1,4-dioxane for 1h; Reflux;
Stage #2: In 1,4-dioxane
A n/a
B n/a
C n/a
D n/a
E 50%
sodium amalgam

sodium amalgam

7658-08-4

D-quionovose

β-methyl-d-isorhamnoside

β-methyl-d-isorhamnoside

7658-08-4

D-quionovose

Conditions
ConditionsYield
Hydrolysis;
methyl-<6-deoxy-α-D-glucopyranoside>

methyl-<6-deoxy-α-D-glucopyranoside>

7658-08-4

D-quionovose

Conditions
ConditionsYield
With hydrogenchloride
O3,O5-benzylidene-O1,O2-isopropylidene-6-deoxy-α-D-glucofuranose

O3,O5-benzylidene-O1,O2-isopropylidene-6-deoxy-α-D-glucofuranose

7658-08-4

D-quionovose

Conditions
ConditionsYield
With sulfuric acid
purginic acid

purginic acid

7658-08-4

D-quionovose

Conditions
ConditionsYield
Hydrolysis;

6-Deoxy-D-glucose Chemical Properties

Structure of 6-Deoxy-D-glucose (CAS NO.7658-08-4):

Empirical Formula: C6H12O5
Molecular Weight: 164.1565g/mol
IUPAC Name: (2R,3S,4R,5R)-2,3,4,5-tetrahydroxyhexanal 
XLogP3-AA: -2.4
H-Bond Donor: 4
H-Bond Acceptor: 5
Rotatable Bond Count: 4
Tautomer Count: 10
Exact Mass: 164.068473
MonoIsotopic Mass: 164.068473
Topological Polar Surface Area: 98
Heavy Atom Count: 11
Formal Charge: 0
Complexity: 126 
Index of Refraction: 1.53
Molar Refractivity: 36 cm3
Molar Volume: 116.4 cm3
 Polarizability: 14.27×10-24cm3
Surface Tension: 69.5 dyne/cm
Density: 1.41 g/cm3
Flash Point: 209.3 °C
Enthalpy of Vaporization: 75.11 kJ/mol
Boiling Point: 399.1 °C at 760 mmHg
Vapour Pressure: 5E-08 mmHg at 25°C
Canonical SMILES: CC(C(C(C(C=O)O)O)O)O
Isomeric SMILES: C[C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)O
InChI: InChI=1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h2-6,8-11H,1H3/t3-,4+,5-,6-/m1/s1
InChIKey: PNNNRSAQSRJVSB-JGWLITMVSA-N

6-Deoxy-D-glucose Safety Profile

WGK Germany of 6-Deoxy-D-glucose (CAS NO.7658-08-4): 3
F: 3-10 

6-Deoxy-D-glucose Specification

  6-Deoxy-D-glucose , its cas register number is 7658-08-4. It also can be called 6-Deoxyglucose ; Quinovose ; EINECS 231-622-2 . 6-Deoxy-D-glucose (CAS NO.7658-08-4) should be kept  in a cool place.

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