17311

D-Mannitol

tested according to Ph. Eur.

• Synonym(s): Mannitolum, Mannite
• Empirical Formula (Hill Notation): C₆H₁₄O₆
• CAS Number: 69-65-8
• Molecular Weight: 182.17
• Beilstein: 1721898
• EC Number: 200-711-8
• MDL number: MFCD00064287
• UNSPSC Code: 12352201
• PubChem Substance ID: 329751528
• NACRES: NA.22

Properties

• Agency: USP/NF; tested according to Ph. Eur.
• Quality Level: 200
• Assay: ≥97%
• form: powder
• mp: 167-170 °C (lit.)
• solubility: water: soluble(lit.)
• SMILES string: OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
• 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
• InChI key: FBPFZTCFMRRESA-KVTDHHQDSA-N

Description

General description

D-Mannitol (Mannite, Mannitolum), an alditol, is an sweet tasting crystalline solid. It is naturally found in manna, olives, mushrooms and celery plants. It has been synthesized from glucose, via catalytic hydrogenation reaction. It is widely used as growth supplement in bacterial cultures.

D-Mannitol is an acyclic carbohydrate. Crystal parameters and space groups of the various polymorphic crystalline forms of mannitol have been reported. It has been proposed as an artificial sweetner. Synthesis of D-mannitol from D-glucose or D-glucose/D-fructose syrups in the presence of glucose isomerase and copper-on-silica has been proposed.

Application

D-Mannitol may be used in the preparation of the following:

• D-mannitol and L-iditol bis-epoxides, useful substrates for the synthesis of polyhydroxylated piperidines and azepanes
• chiral hydroxyl monophosphane, [(2S,3S,4S,5S)-3,4-dihydroxy-2,5-dimethyl-1-phenylphospholane]
• bisphospholanes, [1,2-bis[(2S,3S,4S,5S)-3,4-dihydroxy-2,5-dimethylphospholanyl]benzene] and [1,2-bis[(2S,3S,4S,5S)-2,5-diethyl-3,4-dihydroxyphospholanyl]benzene]

Biochem/physiol Actions

A sugar alcohol sweet tastant. Used in sweetness inhibition studies.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves