Mannitol

Base Information

• Chemical Name: Mannitol
• CAS No.: 69-65-8
• Deprecated CAS: 123897-58-5,75398-80-0,85085-15-0,1081757-07-4,133-43-7,36413-61-3,5149-40-6,85085-15-0
• Molecular Formula: C6H14O6
• Molecular Weight: 182.174
• Hs Code.: 29054300
• European Community (EC) Number: 200-711-8,201-770-2
• UNII: 3OWL53L36A
• DSSTox Substance ID: DTXSID1023235,DTXSID30858955
• Nikkaji Number: J2.369H
• Wikipedia: Mannitol
• Wikidata: Q407646
• NCI Thesaurus Code: C625
• RXCUI: 6628
• Metabolomics Workbench ID: 37414
• ChEMBL ID: CHEMBL689
• Mol file: 69-65-8.mol

Synonyms:(L)-Mannitol;Mannitol;Osmitrol;Osmofundin

Chemical Property of Mannitol

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 7.22E-12mmHg at 25°C
• Melting Point: 167-170 °C(lit.)
• Refractive Index: 1.597
• Boiling Point: 494.865 °C at 760 mmHg
• PKA: 13.5(at 18℃)
• Flash Point: 292.497 °C
• PSA: 121.38000
• Density: 1.596 g/cm³
• LogP: -3.58540
• Storage Temp.: Store at RT.
• Solubility.: H2O: 1 M at 20 °C, clear, colorless
• Water Solubility.: soluble
• XLogP3: -3.1
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 182.07903816
• Heavy Atom Count: 12
• Complexity: 105

Purity/Quality:

99.5% ^*data from raw suppliers

D-Mannitol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Monosaccharides and Derivatives
• Canonical SMILES: C(C(C(C(C(CO)O)O)O)O)O
• Isomeric SMILES: C([C@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O)O
• Recent ClinicalTrials: Efficacy of Sodium Thiosulfate and Mannitol in Reducing Ototoxicity in Adult Patients Receiving Cisplatin Chemotherapy
• Recent EU Clinical Trials: Efficacy and Safety of mAnniTol in bowel preparation: assessment of adequacy and presence of Intestinal levelS of hydrogen and methane during elective colonoscopy aFter mAnnitol or standard split 2-liter polyethylene glycol solution plus asCorbaTe – a phase II/III, International, multicentre, randomized, parallel-group, endoscOpist-bliNded, dose-finding/non-inferiority study - SATISFACTION
• Recent NIPH Clinical Trials: A phase 1 study in patients with Fukuyama-type congenital muscular dystrophy
• Description: A white, crystalline solid consisting of D-mannitol and a small quantity of sorbitol. It is odorless and has a sweet taste. It is soluble in water, very slightly soluble in alcohol, and practically insoluble in most other common organic solvents. It is prepared commercially by catalytic reduction of glucose. Mannitol occurs in small amounts in a variety of foods such as olives, beets, and celery, and in the exudate of certain trees.
• Uses: inhibitor of norepinephrine and seritonin uptake, treatment of fibromyalgia Labelled D-Mannitol (M165000). D-Mannitol is widespread in plants and plant exudates; obtained from manna and seaweeds. D-Mannitol is used in the food industry as anticaking and free-flow agent, flavo ring agent, lubricant and release agent, stabilizer and thickener and nutritive sweetener. Used in titrimetric determination of boric acid. Used with boric acid in the manufacture of dry electrolytic condensers for radio applications; in making artificial resins and plasticizers; in pharmacy as excipient and diluent for solids and liqs; in analytical chemistry for boron determinations; in the manufacture of mannitol hexanitrate. Used in the food industry as anticaking and free-flow agent, flavoring agent, lubricant and release agent, stabilizer and thickener and nutritive sweetener.
• Therapeutic Function: Diuretic, Diagnostic aid (kidney function)

Technology Process of Mannitol

There total 250 articles about Mannitol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Glycolaldehyde (141-46-8) → 1,2,3,4-butanetetrol (2319-57-5,2418-52-2,6968-16-7,7493-90-5,7541-59-5,10030-58-7,188346-77-2,149-32-6) + sorbitol (50-70-4,69-65-8,87-78-5,133-43-7,488-44-8,488-45-9,608-66-2,643-01-6,643-03-8,5552-13-6,6706-59-8,24557-79-7,25878-23-3,26566-34-7,45007-61-2,60660-56-2,60660-57-3,60660-58-4,132747-27-4)

Guidance literature:

Glycolaldehyde; With L-proline; In water; at 20 ℃;

With sodium tetrahydroborate; In methanol; at 0 ℃; Title compound not separated from byproducts;

DOI:10.1002/chem.200500139

Reference yield:

cellulose (9004-34-6) → propylene glycol (57-55-6,63625-56-9) + 1,2,3,4-butanetetrol (2319-57-5,2418-52-2,6968-16-7,7493-90-5,7541-59-5,10030-58-7,188346-77-2,149-32-6) + ethylene glycol (107-21-1) + sorbitol (50-70-4,69-65-8,87-78-5,133-43-7,488-44-8,488-45-9,608-66-2,643-01-6,643-03-8,5552-13-6,6706-59-8,24557-79-7,25878-23-3,26566-34-7,45007-61-2,60660-56-2,60660-57-3,60660-58-4,132747-27-4)

Guidance literature:

With hydrogen; In water; at 199.84 ℃; for 0.5h; under 45004.5 Torr; Autoclave;

DOI:10.1039/c2gc36088h

Reference yield:

D-Mannose (3458-28-4) → mannitol (69-65-8) + 1,2,3,4-butanetetrol (2319-57-5,2418-52-2,6968-16-7,7493-90-5,7541-59-5,10030-58-7,188346-77-2,149-32-6) + ethylene glycol (107-21-1)

Guidance literature:

With ruthenium-carbon composite; hydrogen; ammonium tungstate; In water; at 160 ℃; for 2h; under 30003 Torr; Pressure; Temperature; Catalytic behavior; Autoclave;

DOI:10.1002/open.202100023

upstream raw materials:

D-Fructose

D-xylose

D-Mannose

ethanol

Downstream raw materials:

1,3;4,6-di-O-methylene-D-mannitol

1,3-2,5-4,6-tri-O-methylene-D-mannitol

succinic acid

hexaacetyl-D-mannitol

Refernces

• 1、 Katagiri et al.. "-". . . Retrieved 1936.
• 2、 Yamasaki,Simomura. "-". . p. 343. Retrieved 1937.
• 3、 Hricoviniova, Zuzana. "Rapid, one pot preparation of D-mannose and D-mannitol from starch: The effect of microwave irradiation and MoVI catalyst". . p. 1184 - 1188. Retrieved 2011.
• 4、 Taskova, Rilka M.,Kokubun, Tetsuo,Ryan, Ken G.,Garnock-Jones, Phil J.,Jensen, Soren R.. "Iridoid and phenylethanoid glucosides from veronica lavaudiana". . p. 1477 - 1483. Retrieved 2011.
• 5、 Gao, Lou,Hou, Wenrong,Hui, Yingshuang,Tang, Yi,Zhan, Yulu,Zhang, Yahong. "Product Control and Insight into Conversion of C6 Aldose Toward C2, C4 and C6 Alditols in One-Pot Retro-Aldol Condensation and Hydrogenation Processes". . p. 560 - 566. Retrieved 2021/06/25.
• 6、 Lin, Lu,Qiu, Jiarong,Sun, Yong,Tang, Xing,Zeng, Xianhai,Zhang, Liangqing. "Efficient Synthesis of Sugar Alcohols over a Synergistic and Sustainable Catalyst". . p. 2467 - 2476. Retrieved 2021/07/16.