Conditions | Yield |
---|---|
In methanol at 60℃; for 0.166667h; Temperature; Time; Inert atmosphere; | A n/a B 98.6% |
Conditions | Yield |
---|---|
With water at 150℃; for 24h; Autoclave; Green chemistry; | A 8.4% B 2.7% C 2.2% D 67.7% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With sodium aluminate In water at 60℃; for 0.75h; Reagent/catalyst; Autoclave; | A 14.26% B 47.21% |
Conditions | Yield |
---|---|
With water; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride at 100℃; for 0.5h; | A 41.1% B 9.2% |
Cellobiose
A
5-hydroxymethyl-2-furfuraldehyde
B
D-Mannose
C
D-glucose
Conditions | Yield |
---|---|
With aluminium(III) chloride hexahydrate at 130℃; for 4h; | A 11.3% B 19% C 40% |
With HNbMoO6 In water at 119.84℃; for 3h; |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With water at 160℃; under 18751.9 Torr; for 1.5h; Reagent/catalyst; Autoclave; Inert atmosphere; | A 20.6% B 32% C 7.1% |
Maltose
A
D-Fructose
B
D-Mannose
C
D-glucose
Conditions | Yield |
---|---|
With water In ethanol at 200℃; under 75007.5 Torr; for 0.138889h; Kinetics; Solvent; Concentration; Temperature; Supercritical conditions; | A n/a B n/a C n/a D 28% |
Conditions | Yield |
---|---|
With molybdic acid In water for 0.05h; Bilik reaction; microwave irradiation; | 27% |
With water at 160℃; for 0.5h; Reagent/catalyst; | 22.8% |
With triply sodium-exchanged zeolite tin-Beta In methanol at 79.84℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Solvent; | 7.9% |
Conditions | Yield |
---|---|
With sodium aluminate In N,N-dimethyl acetamide; water at 60℃; for 0.75h; Autoclave; | A 5.61% B 8.23% C 26.6% |
Conditions | Yield |
---|---|
With H3N*2H(1+)*TeW6O21(2-); water at 175℃; for 2h; Autoclave; | A 7.8% B 25.8% C 8.5% |
D-glucose
A
5-hydroxymethyl-2-furfuraldehyde
B
D-Fructose
C
D-Mannose
Conditions | Yield |
---|---|
With 0.06-Fe/β zeolite In water at 150℃; under 3750.38 Torr; for 1.5h; Autoclave; High pressure; Inert atmosphere; Green chemistry; | A 6% B 22% C 7% |
With water at 140℃; for 2h; Inert atmosphere; | |
With lithium bromide trihydrate In water at 130℃; for 1h; Green chemistry; |
Conditions | Yield |
---|---|
With H3N*2H(1+)*TeW6O21(2-); water at 175℃; for 2h; Autoclave; | A 7.2% B 19% |
Conditions | Yield |
---|---|
With water at 160℃; under 18751.9 Torr; for 1.5h; Reagent/catalyst; Autoclave; Inert atmosphere; | A 6.9% B 17.3% C 6.8% |
Conditions | Yield |
---|---|
Stage #1: D-Fructose With 2-aminopyridine; acetic acid at 90℃; Lobry de Bruyn-van Ekenstein transformation; Sealed tube; Stage #2: 2-aminopyridine With acetic acid at 90℃; Sealed tube; Stage #3: With trifluoroacetic acid at 100℃; for 3h; | A 12% B 8% |
Conditions | Yield |
---|---|
With water; chlorine | |
bei Einw.von Acetobacter pasteurianum; |
Conditions | Yield |
---|---|
With para-xylene; water; oxygen im Sonnenlicht; | |
With bromine im Sonnenlicht(?); | |
With nitrogen oxides; water; iron(II) |
1-deoxy-1-nitro-D-manno-hexitol
D-Mannose
Conditions | Yield |
---|---|
With sodium hydroxide anschliessend mit wss.Schwefelsaeure; |
Conditions | Yield |
---|---|
bei gleichzeitiger Belichtung; |
(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol
D-Mannose
Conditions | Yield |
---|---|
With sulfuric acid | |
With hydrogenchloride | |
With CuGGH metallopeptide based glycosidase; dihydrogen peroxide; sodium L-ascorbate In methanol; aq. phosphate buffer; water at 37℃; for 8h; pH=7; Enzymatic reaction; |
D-mannono-1,4-lactone
D-Mannose
Conditions | Yield |
---|---|
With sodium amalgam; water; benzoic acid | |
With sodium amalgam; water; sodium hydrogen oxalate |
Conditions | Yield |
---|---|
With potassium hydroxide In water at 25℃; for 336h; Product distribution; Kinetics; |
O-β-D-mannopyranosyl-(1->2)-D-mannopyranose
D-Mannose
Conditions | Yield |
---|---|
With sulfuric acid at 100℃; for 3h; in a sealed tube; |
D-psicose
A
glycolic Acid
B
LACTIC ACID
C
D-Fructose
D
D-Mannose
E
D-glucose
F
acetic acid
Conditions | Yield |
---|---|
With potassium hydroxide In water at 78℃; for 0.333333h; Rate constant; Product distribution; Mechanism; isomerization equilibrium; degradation to acids; varying time, OH(1-) concentration 0.001 M to O.1 M; also in presence of Ca(2+) up to 0.06 M; |
D-glucose
A
glycolic Acid
B
LACTIC ACID
C
D-Fructose
D
D-Mannose
E
D-psicose
F
acetic acid
Conditions | Yield |
---|---|
With potassium hydroxide In water at 78℃; for 0.333333h; Rate constant; Product distribution; Mechanism; isomerization equilibrium; degradation to acids; varying time, OH(1-) concentration 0.001 M to O.1 M; also in presence of Ca(2+) up to 0.06 M; |
Conditions | Yield |
---|---|
With hydrogen In water at 120℃; under 15001.5 Torr; for 1h; | 100% |
With sodium tetrahydroborate In water at 20℃; for 2h; | 78% |
With water; hydrogen at 99.84℃; under 37503.8 Torr; for 0.5h; | 8.7% |
chloro-trimethyl-silane
D-Mannose
trimethylsilyl 2,3,4,6-tetra-O-trimethylsilyl-D-mannopyranoside
Conditions | Yield |
---|---|
With pyridine at 20℃; for 4h; Inert atmosphere; | 100% |
With pyridine; 1,1,1,3,3,3-hexamethyl-disilazane at 20℃; for 0.583333h; | |
With triethylamine In N,N-dimethyl-formamide at 0 - 25℃; Inert atmosphere; |
Conditions | Yield |
---|---|
With iodine at 20℃; for 1h; optical yield given as %de; | 100% |
With pyridine; dmap at 0 - 20℃; | 100% |
With pyridine; dmap at 20℃; Inert atmosphere; | 100% |
With pyridine; dmap at 0 - 20℃; | 100% |
With sulfuric acid at 0 - 20℃; for 0.666667h; | 80.4% |
chloro-trimethyl-silane
D-Mannose
1,2,3,4,6-penta-O-(trimethylsilyl)-α-D-mannopyranose
Conditions | Yield |
---|---|
With pyridine; 1,1,1,3,3,3-hexamethyl-disilazane at 75℃; for 1.5h; Inert atmosphere; | 100% |
With pyridine at 0 - 23℃; for 24h; | 64% |
Conditions | Yield |
---|---|
In ethanol | 99% |
Conditions | Yield |
---|---|
With Dowex-50W X-8H+-400 for 12h; Heating; | 97% |
methanol
D-Mannose
(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol
Conditions | Yield |
---|---|
With acetyl chloride for 6h; Inert atmosphere; Reflux; | 97% |
In dimethyl sulfoxide at 20℃; Reflux; |
D-Mannose
Conditions | Yield |
---|---|
With sodium acetate In water at 20℃; | 97% |
D-Mannose
2,3-Diaminonaphthalene
(1'R,2'R,3'R,4'R)-2-[1',2',3',4',5'-pentahydroxypentyl]-1H-naphthimidazole
Conditions | Yield |
---|---|
With air; iodine; acetic acid at 20℃; for 18h; | 96% |
D-Mannose
Conditions | Yield |
---|---|
With phenoxyamine hydrochloride In aq. phosphate buffer; water-d2 at 20℃; for 24h; | 96% |
D-Mannose
2,2-dimethoxy-propane
2,3,5,6-di-O-isopropylidene-D-mannofuranose
Conditions | Yield |
---|---|
With camphorsulfonic acid In acetone at 20℃; | 95% |
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 76% |
With toluene-4-sulfonic acid In acetone | 73% |
With toluene-4-sulfonic acid at 40℃; for 4h; |
D-Mannose
naphthalene-1,8-diamine
(1R,2R,3R,4R)-1-(2,3-Dihydro-1H-perimidin-2-yl)-pentane-1,2,3,4,5-pentaol
Conditions | Yield |
---|---|
In ethanol; water; acetic acid for 2h; Heating; | 95% |
In ethanol; water at 20℃; | 68% |
Conditions | Yield |
---|---|
Stage #1: indole; D-Mannose; scandium tris(trifluoromethanesulfonate) In ethanol; water at 50℃; for 48h; Stage #2: acetic anhydride With pyridine; dmap at 20℃; | 95% |
D-Mannose
benzoyl chloride
1,2,3,4,6-penta-O-benzoyl-α,β-D-mannopyranoside
Conditions | Yield |
---|---|
With pyridine at 20℃; for 12h; | 95% |
With pyridine at 0 - 20℃; Inert atmosphere; | |
With pyridine; dmap at 20℃; Cooling with ice; | |
With pyridine at 0 - 20℃; |
D-Mannose
2,2-dimethoxy-propane
2,3;5,6-di-O-isopropylidene-β-D-mannofuranose
Conditions | Yield |
---|---|
Stage #1: D-Mannose; 2,2-dimethoxy-propane With sulfuric acid In acetone at 0 - 20℃; for 24h; Stage #2: With triethylamine In acetone | 95% |
D-Mannose
benzoyl chloride
1,2,3,4,6-penta-O-benzoyl-α-D-mannopyranoside
Conditions | Yield |
---|---|
With dmap In pyridine at 20℃; | 95% |
With pyridine at 20℃; for 24h; Inert atmosphere; |
D-Mannose
acetone
2,3:5,6-di-O-isopropylidene-α-D-mannofuranose
Conditions | Yield |
---|---|
With sulfuric acid at 20℃; for 2h; | 95% |
Acidic conditions; | |
With sulfuric acid; copper(II) sulfate |
D-Mannose
2,2-dimethoxy-propane
[2,3:5,6]-di-O-isopropylidene-D-mannose
Conditions | Yield |
---|---|
With camphosulfonic acid In acetone at 0 - 20℃; Inert atmosphere; | 95% |
With toluene-4-sulfonic acid In acetone at 0 - 20℃; |
D-Mannose
2,2-dimethoxy-propane
acetone
(3aR,4R,6R,6aR)-6-(2,2-dimethyl-1,3-dioxolane-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol
Conditions | Yield |
---|---|
With sulfuric acid at 0 - 20℃; for 24h; | 95% |
D-Mannose
2,2-dimethoxy-propane
acetone
2,3,5,6-di-O-isopropylidene-D-mannofuranose
Conditions | Yield |
---|---|
With camphor-10-sulfonic acid at 0 - 20℃; for 24h; Inert atmosphere; | 95% |
D-Mannose
acetone
2,3,5,6-di-O-isopropylidene-D-mannofuranose
Conditions | Yield |
---|---|
With sulfuric acid; copper(II) sulfate | 93.5% |
With sulfuric acid for 4h; Ambient temperature; | 90% |
With sulfuric acid; copper(II) sulfate for 8h; | 85% |
D-Mannose
2,2-dimethoxy-propane
O2,O3,O5,O6-diisopropylidene D-mannofuranose
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In acetone at 20℃; for 2h; | 93% |
D-Mannose
acetic anhydride
4-methoxy-aniline
acetylacetone
[(5R,6S)-3-acetyl-6-acetyloxy-1-(4-methoxyphenyl)-2-methyl-1,5,6,7-tetrahydropyrano[3,2-b]pyrrol-5-yl]methyl acetate
Conditions | Yield |
---|---|
Stage #1: D-Mannose; 4-methoxy-aniline; acetylacetone With indium(III) chloride In water at 80℃; for 6h; Stage #2: acetic anhydride With dmap In dichloromethane at 20℃; for 1h; Further stages.; | 93% |
Conditions | Yield |
---|---|
In water Reflux; | 93% |
D-Mannose
N-aminopyrrolidine
Conditions | Yield |
---|---|
In methanol for 3.5h; Reflux; | 93% |
D-Mannose
acetone
O2,O3,O5,O6-diisopropylidene D-mannofuranose
Conditions | Yield |
---|---|
With malonic acid; choline chloride for 0.333333h; Reflux; Green chemistry; | 93% |
Conditions | Yield |
---|---|
In water Reflux; | 92.8% |
Conditions | Yield |
---|---|
With trifluoroacetic acid at 50 - 60℃; 30-50 min; | 92% |
D-Mannose
acetic anhydride
D-Mannose pentaacetate
Conditions | Yield |
---|---|
With pyridine at 0 - 20℃; | 92% |
With iodine for 2h; cooling; | 89% |
With potassium acetate at 90℃; for 4h; | 63% |
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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