Product Name

  • Name

    D-Mannitol

  • EINECS 200-711-8
  • CAS No. 69-65-8
  • Article Data291
  • CAS DataBase
  • Density 1.596 g/cm3
  • Solubility Soluble in water
  • Melting Point 167-170 °C(lit.)
  • Formula C6H14O6
  • Boiling Point 494.865 °C at 760 mmHg
  • Molecular Weight 182.174
  • Flash Point 292.497 °C
  • Transport Information
  • Appearance White crystalline powder
  • Safety 24/25-36-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 69-65-8 (D-Mannitol)
  • Hazard Symbols IrritantXi
  • Synonyms Resectisol;Osmitrol (TN);Mannistol;(2S,3S,4R,5R)-hexane-1,2,3,4,5,6-hexol;Mannitol, D-;Mannite;D(-)-Mannitol;Mannidex;Manna sugar;Maniton-S;Diosmol;Mannitol (USP);1,2,3,4,5,6-Hexanehexol;Osmosal;Cordycepic acid;NCI-C50362;Mannit;Mannazucker;Isotol;D-Mannit;Mannitol, Powder;Spray-dried mannitol;D-(-)-Mannitol;
  • PSA 121.38000
  • LogP -3.58540

Synthetic route

D-Mannose
3458-28-4

D-Mannose

mannitol
69-65-8

mannitol

Conditions
ConditionsYield
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%
1,3:4,6-di-O-benzylidene-D-mannitol
28224-73-9

1,3:4,6-di-O-benzylidene-D-mannitol

A

4-methyl-2-phenyl-1,3-dioxolane
2568-25-4

4-methyl-2-phenyl-1,3-dioxolane

B

mannitol
69-65-8

mannitol

Conditions
ConditionsYield
With propylene glycol; toluene-4-sulfonic acid In dichloromethane for 1h;A n/a
B 99%
1,2:5,6-di-O-isopropylidene-D-mannitol
1707-77-3

1,2:5,6-di-O-isopropylidene-D-mannitol

A

2,2,4-trimethyl-1,3-dioxolane
1193-11-9, 116944-25-3

2,2,4-trimethyl-1,3-dioxolane

B

mannitol
69-65-8

mannitol

Conditions
ConditionsYield
With propylene glycol; toluene-4-sulfonic acid; 1,1'-(1,2-ethanediyl)bisbenzene In dichloromethane for 1h;A n/a
B 99%
(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol
162956-98-1

(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol

mannitol
69-65-8

mannitol

Conditions
ConditionsYield
With dimethylbromosulphonium bromide In methanol at 20℃; for 1.5h;99%
1,2:5,6-di-O-isopropylidene-D-mannitol
1707-77-3

1,2:5,6-di-O-isopropylidene-D-mannitol

mannitol
69-65-8

mannitol

Conditions
ConditionsYield
With H-Beta zeolite; water In methanol at 20℃; for 24h; Product distribution; Further Variations:; Reagents; Temperatures; reaction time;96%
trimethylsilyl 2,3,4,6-tetra-O-trimethylsilyl-D-mannopyranoside
55529-69-6

trimethylsilyl 2,3,4,6-tetra-O-trimethylsilyl-D-mannopyranoside

mannitol
69-65-8

mannitol

Conditions
ConditionsYield
Stage #1: trimethylsilyl 2,3,4,6-tetra-O-trimethylsilyl-D-mannopyranoside With bis(pentafluorophenyl)borinic acid; 1,1,3,3-tetramethyldisilazane In 1,4-dioxane at 25℃; for 96h; Inert atmosphere; Glovebox;
Stage #2: In methanol Catalytic behavior; Time; Inert atmosphere; Glovebox; chemoselective reaction;		95%
D-Fructose
57-48-7

D-Fructose

mannitol
69-65-8

mannitol

Conditions
ConditionsYield
With hydrogen In butan-1-ol at 120℃; under 26252.6 Torr; for 10h; Reagent/catalyst; Pressure; Solvent;94%
With hydrogen In butan-1-ol at 120℃; under 18751.9 Torr; for 5h; Reagent/catalyst; Pressure; Solvent;50%
With hydrogen In water; isopropyl alcohol at 109.84℃; under 2400.24 Torr; for 3h; Autoclave;44%
D-Fructose
57-48-7

D-Fructose

A

mannitol
69-65-8

mannitol

B

D-sorbitol
50-70-4

D-sorbitol

Conditions
ConditionsYield
With hydrogen In butan-1-ol at 120℃; under 26252.6 Torr; for 10h; Reagent/catalyst; Pressure; Temperature; Solvent;A 93%
B 5%
With hydrogen In butan-1-ol at 120℃; under 18751.9 Torr; for 5h; Pressure; Reagent/catalyst; Temperature; Solvent;A 62%
B 14%
With Butane-1,4-diol; Cu3Ni3Al2 In water at 149.84℃; pH=9 - 10;A 60%
B 16%
D-(+)-cellobiose

D-(+)-cellobiose

A

mannitol
69-65-8

mannitol

B

D-sorbitol
50-70-4

D-sorbitol

Conditions
ConditionsYield
With hydrogen In water at 19.84 - 189.84℃; under 37503.8 Torr; for 3h; Reagent/catalyst; Temperature; Time; Autoclave;A n/a
B 91.5%
sucrose octakis(trimethylsilyl) ether
19159-25-2

sucrose octakis(trimethylsilyl) ether

A

mannitol
69-65-8

mannitol

B

D-sorbitol
50-70-4

D-sorbitol

C

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
Stage #1: sucrose octakis(trimethylsilyl) ether With bis(pentafluorophenyl)borinic acid; 1,1,3,3-tetramethyldisilazane In chloroform-d1 at 25℃; for 3h; Inert atmosphere; Glovebox;
Stage #2: In methanol Inert atmosphere; Glovebox;		A n/a
B n/a
C 90%
...Expand
Maltose
133-99-3, 490-37-9, 2152-98-9, 4482-75-1, 5965-66-2, 13299-27-9, 13360-52-6, 14641-93-1, 15548-43-3, 16462-44-5, 16984-36-4, 16984-38-6, 20869-27-6, 22688-72-8, 27452-49-9, 29276-55-9, 30608-12-9, 34481-13-5, 37169-60-1, 37169-64-5, 64234-01-1, 64234-02-2, 75281-88-8, 80446-85-1, 84413-57-0, 92344-56-4, 93221-87-5, 93301-77-0, 94799-29-8, 100427-98-3, 100428-00-0, 101312-82-7, 102046-24-2, 102046-25-3, 109432-00-0, 109432-02-2, 109432-04-4, 109432-08-8, 135268-49-4, 138231-26-2, 140461-59-2, 145414-22-8, 145414-26-2, 146339-75-5, 146339-76-6, 149116-55-2

Maltose

A

mannitol
69-65-8

mannitol

B

D-sorbitol
50-70-4

D-sorbitol

Conditions
ConditionsYield
With hydrogen; Nafion; ruthenium In water at 150℃; under 37503 Torr; for 5h;A 7.1%
B 87.6%
D-glucose
50-99-7

D-glucose

A

mannitol
69-65-8

mannitol

B

D-sorbitol
50-70-4

D-sorbitol

Conditions
ConditionsYield
With hydrogen; Ru/C In water at 120℃; under 15001.5 Torr; for 2h; Catalytic behavior; Inert atmosphere; Autoclave;A 12.6%
B 86.3%
With hydrotalcite; Pt/γ-Al2O3; hydrogen In water at 90℃; under 12001.2 Torr; for 4h; Catalytic behavior; Time; Green chemistry;A 14%
B 54%
With platinum Hydrogenation;
Maltose
133-99-3, 490-37-9, 2152-98-9, 4482-75-1, 5965-66-2, 13299-27-9, 13360-52-6, 14641-93-1, 15548-43-3, 16462-44-5, 16984-36-4, 16984-38-6, 20869-27-6, 22688-72-8, 27452-49-9, 29276-55-9, 30608-12-9, 34481-13-5, 37169-60-1, 37169-64-5, 64234-01-1, 64234-02-2, 75281-88-8, 80446-85-1, 84413-57-0, 92344-56-4, 93221-87-5, 93301-77-0, 94799-29-8, 100427-98-3, 100428-00-0, 101312-82-7, 102046-24-2, 102046-25-3, 109432-00-0, 109432-02-2, 109432-04-4, 109432-08-8, 135268-49-4, 138231-26-2, 140461-59-2, 145414-22-8, 145414-26-2, 146339-75-5, 146339-76-6, 149116-55-2

Maltose

A

α-D-glucopyranose-(1→3)-D-mannitol
79355-25-2

α-D-glucopyranose-(1→3)-D-mannitol

B

mannitol
69-65-8

mannitol

C

D-sorbitol
50-70-4

D-sorbitol

Conditions
ConditionsYield
With hydrogen; Ru-carbon In water at 145℃; under 37503 Torr; for 7h;A 10.8%
B 2.8%
C 83.7%
With hydrogen; ruthenium In water at 145℃; under 37503 Torr; for 6h;A 14.6%
B 14.6%
C 78.2%
With hydrogen; ruthenium In water at 145℃; under 37503 Torr; for 6h;A 14.6%
B 3.8%
C 78.2%
...Expand
D-Mannose
3458-28-4

D-Mannose

A

mannitol
69-65-8

mannitol

B

1,4-sorbitan
7726-97-8, 10334-28-8, 20662-31-1, 22554-76-3, 22554-77-4, 22554-79-6, 27299-12-3, 28218-56-6, 32742-35-1, 40026-08-2, 51196-40-8, 51607-77-3, 53648-56-9, 96243-58-2, 124379-08-4, 124379-13-1

1,4-sorbitan

C

(3S,4R,5R)-2-Hydroxymethyl-tetrahydro-pyran-3,4,5-triol
55700-15-7

(3S,4R,5R)-2-Hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Conditions
ConditionsYield
With sodium dicyanodihydridoborate In trifluoroacetic acid at 100℃; for 40h;A 82%
B 11%
C 7%
...Expand
D-Mannose
3458-28-4

D-Mannose

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

A

mannitol
69-65-8

mannitol

B

1-deoxy-1-[[N-(phosphonomethyl)-2-oxoethyl]amino]-D-mannitol

1-deoxy-1-[[N-(phosphonomethyl)-2-oxoethyl]amino]-D-mannitol

Conditions
ConditionsYield
With sodium cyanoborohydride; triethylamine In methanol; water at 80℃; for 72h; pH=6.2; Reduction; amination;A n/a
B 81%
...Expand
β-D-glucose
492-61-5

β-D-glucose

mannitol
69-65-8

mannitol

Conditions
ConditionsYield
With Cp*Ir(6,6'-dionato-2,2'-bipyridine)(H2O); isopropyl alcohol In water at 120℃; for 12h; Inert atmosphere; Schlenk technique;80%
Sucrose
57-50-1

Sucrose

A

mannitol
69-65-8

mannitol

B

D-sorbitol
50-70-4

D-sorbitol

Conditions
ConditionsYield
With hydrogen; Ru-carbon In water at 125℃; under 37503 Torr; for 1.5h;A 24.5%
B 75%
With hydrogen; ruthenium In water at 130℃; under 37503 Torr; for 2h;A 24.8%
B 75.2%
With hydrogen; Nafion; ruthenium In water at 125℃; under 37503 Torr; for 2.5h;A 30.5%
B 69.5%
D-sorbitol
50-70-4

D-sorbitol

A

propylene glycol
57-55-6

propylene glycol

B

mannitol
69-65-8

mannitol

Conditions
ConditionsYield
With 5% active carbon-supported ruthenium; water; zinc at 180℃; under 3750.38 Torr; for 20h; Autoclave; Inert atmosphere;A 11%
B 71%

D-Mannitol Consensus Reports

NTP Carcinogenesis Bioassay (feed); No Evidence: mouse, rat NTPTR*    National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. 206- NTP-TR-236 ,1982. . Reported in EPA TSCA Inventory.

D-Mannitol Specification

The D-Mannitol is an organic compound with the formula C6H14O6. The systematic name of this chemical is D-mannitol. With the CAS registry number 69-65-8, it is also named as (2R,3R,4R,5R)-1,2,3,4,5,6-Hexanehexol. The product's categories are Substrates; Miscellaneous Natural Products; 13C & 2H Sugars; Biochemistry; Sugar Alcohols; Sugars; Dextrins, Sugar & Carbohydrates; Carbohydrates & Derivatives; Food & Flavor Additives. Besides, it is a white crystalline powder, which should be stored in a cool place.

The D-Mannitol is medically used as a dehydrating agent and diuretic drugs. It is used as analytical reagents and used in the synthesis of resins and synthetic drugs. It is also used as low calorie low-sweetness sweeteners, nutritional supplements, quality improver, anti-seize compound, insulation agent.

Physical properties about D-Mannitol are: (1)# of Rule of 5 Violations: 1; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 6; (7)#H bond donors: 6; (8)#Freely Rotating Bonds: 11; (9)Polar Surface Area: 121.38 Å2; (10)Index of Refraction: 1.597; (11)Molar Refractivity: 38.89 cm3; (12)Molar Volume: 114.118 cm3; (13)Polarizability: 15.417×10-24cm3; (14)Surface Tension: 99.896 dyne/cm; (15)Density: 1.596 g/cm3; (16)Flash Point: 292.497 °C; (17)Enthalpy of Vaporization: 87.805 kJ/mol; (18)Boiling Point: 494.865 °C at 760 mmHg.

Preparation: first, sucrose hydrolysis glucose and fructose, then they restore the generation sorbitol and mannitol, D-Mannitol is produced by bleaching, isolated and purified.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: C([C@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O)O
(2)InChI: InChI=1/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4-,5-,6-/m1/s1
(3)InChIKey: FBPFZTCFMRRESA-KVTDHHQDBH
(4)Std. InChI: InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4-,5-,6-/m1/s1
(5)Std. InChIKey: FBPFZTCFMRRESA-KVTDHHQDSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo intravenous 17143mg/kg/2D (17143mg/kg) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION

GASTROINTESTINAL: NAUSEA OR VOMITING

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"		 Archives of Internal Medicine. Vol. 144, Pg. 2053, 1984.
mouse LD50 intraperitoneal 14gm/kg (14000mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 35, Pg. 98, 1936.
mouse LD50 intravenous 7470mg/kg (7470mg/kg)   Yakkyoku. Pharmacy. Vol. 32, Pg. 1367, 1981.
mouse LD50 oral 22gm/kg (22000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE		 FAO Nutrition Meetings Report Series. Vol. 40, Pg. 160, 1967.
rat LD50 intravenous 9690mg/kg (9690mg/kg)   Yakkyoku. Pharmacy. Vol. 32, Pg. 1367, 1981.
rat LD50 oral 13500mg/kg (13500mg/kg)   Yakkyoku. Pharmacy. Vol. 32, Pg. 1367, 1981.

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