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3458-28-4

Basic Information
CAS No.: 3458-28-4
Name: D-Mannose
Article Data: 262
Molecular Structure:
Molecular Structure of 3458-28-4 (D-Mannose)
Formula: C6H12 O6
Molecular Weight: 180.158
Synonyms: D-Mannose;
EINECS: 222-392-4
Density: 1,581 g/cm3
Melting Point: 133-140ºC
Boiling Point: 527.1 °C at 760 mmHg
Flash Point: 286.7 °C
Solubility: 2480 g/L (17 ºC)
Appearance: White powder
Hazard Symbols: Xi
Risk Codes: 36/37/38
Safety: 24/25-36-26
PSA: 118.22000
LogP: -3.37880
Synthetic route
7296-15-3

alpha-D-mannopyranoside

107-11-9

1-amino-2-propene

A

3458-28-4

D-Mannose

B

1-(allylamino)-1-deoxy-α-D-mannopyranose

Conditions
ConditionsYield
In methanol at 60℃; for 0.166667h; Temperature; Time; Inert atmosphere;A n/a
B 98.6%

cellobiose

A

67-47-0

5-hydroxymethyl-2-furfuraldehyde

B

3458-28-4

D-Mannose

fructose

D-glucose

Conditions
ConditionsYield
With water at 150℃; for 24h; Autoclave; Green chemistry;A 8.4%
B 2.7%
C 2.2%
D 67.7%
50-99-7

D-glucose

A

57-48-7

D-Fructose

B

3458-28-4

D-Mannose

Conditions
ConditionsYield
Stage #1: D-glucose With zirconium metal organic framework UiO-66 In propan-1-ol at 90℃; for 24h; Sealed tube;
Stage #2: In water at 90℃; for 24h; Catalytic behavior; Mechanism; Solvent;
A 56%
B n/a
With SrO(SrTiO3)2 In water at 110℃; for 1h; Reagent/catalyst;A 34%
B 10%
With 5% LaOH/C In water at 100℃; under 15001.5 Torr; for 2h; Reagent/catalyst; Solvent; Autoclave; Inert atmosphere;A 25.97%
B 6.95%
cellulose

cellulose

A

67-47-0

5-hydroxymethyl-2-furfuraldehyde

B

3458-28-4

D-Mannose

C

cellobiose

fructose

D-glucose

Conditions
ConditionsYield
With water at 150℃; for 24h; Activation energy; Reagent/catalyst; Temperature; Autoclave; Green chemistry;A n/a
B n/a
C n/a
D n/a
E 49.9%
cellulose

cellulose

A

67-47-0

5-hydroxymethyl-2-furfuraldehyde

B

3458-28-4

D-Mannose

Conditions
ConditionsYield
With water; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride at 100℃; for 0.5h;A 41.1%
B 9.2%
13360-52-6

Cellobiose

A

3458-28-4

D-Mannose

B

50-99-7

D-glucose

Conditions
ConditionsYield
With water at 160℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Temperature; Microwave irradiation; Sealed tube;A 10.5%
B 32.6%
With water at 160℃; under 18751.9 Torr; for 1.5h; Reagent/catalyst; Autoclave; Inert atmosphere;A 8.8%
B 25.6%
13360-52-6

Cellobiose

A

3458-28-4

D-Mannose

B

50-99-7

D-glucose

C

141-46-8

Glycolaldehyde

Conditions
ConditionsYield
With water at 160℃; under 18751.9 Torr; for 1.5h; Reagent/catalyst; Autoclave; Inert atmosphere;A 20.6%
B 32%
C 7.1%
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    Product Name: D-Mannose CAS: 3458-28-4 MF: C6H12O6 MW: 180.16 EINECS: 222-392-4 Mol File: 3458-28-4.mol D-Mannose Structure D-Mannose Chemical Properties Melting point 133-140 °C(lit.) alpha 14 º (589nm, c=10, H2O

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Specification

The D-(+)-Mannose, with the CAS register number 3458-28-4, has other names as carubinose;d-mannopyranose;d-(+)-mannose;d-mannose;d-man;mannose, d-(+)-;seminose;d-mannos .Its product categories are including the following: Sugars, Carbohydrates & Glucosides. It is a kind of white crystalline powder and it is sweet with afteraste of bitter. And it is soluble in water and slightly soluble in ethanol but insoluble in diethyl [ethyl] ether. Besides, it has two types of α- and β-. The α- is the crystallize of methyl with the melting point of 133℃ while the β- is the crystallize of ethyl with the melting point of 132℃. As for its usage, it is usually used for being the biochemical reagents and sweet taste reagents. What's more, the simple way to get it is following:hydrolyze the cocoanut husk with sulfuric acid and then you could α- type of D-Mannose.

The physical properties of D-(+)-Mannose are as followings:
(1) ACD/LogP:  -2.49; (2)# of Rule of 5 Violations:  1; (3)ACD/LogD (pH 5.5):  -2.49; (4)ACD/LogD (pH 7.4):  -2.49; (5)ACD/BCF (pH 5.5):  1.00; (6)ACD/BCF (pH 7.4):  1.00; (7)ACD/KOC (pH 5.5):  1.05; (8)ACD/KOC (pH 7.4):  1.05; (9)#H bond acceptors:  6; (10)#H bond donors:  5; (11)#Freely Rotating Bonds:  6; (12)Index of Refraction:  1.635; (13)Molar Refractivity:  37.254 cm3; (14)Molar Volume:  104.015 cm3; (15)Surface Tension:  81.7509994506836 dyne/cm; (16)Density:  1.732 g/cm3; (17)Flash Point:  202.243 °C; (18)Enthalpy of Vaporization:  76.626 kJ/mol; (19)Boiling Point:  410.797 °C at 760 mmHg; (20)Vapour Pressure:  0 mmHg at 25°C.

Safety information of D-(+)-Mannose:
Being an irritant chemical to eyes, respiratory system and skin, it may cause inflammation to the skin or other mucous membranes. So while using this chemical, take the following instrction to protect your self: Wear suitable protective clothing and avoid contact with skin and eyes; If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And you could also obtain the safety information from WGK Germany  3. 

You can still convert the following datas into molecular structure:
(1)SMILES:O[C@H]1[C@H](O)[C@H](OC(O)[C@H]1O)CO;
(2)Std. InChI:InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6?/m1/s1;
(3)Std. InChIKey:WQZGKKKJIJFFOK-QTVWNMPRSA-N.

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