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Sigma-Aldrich

D-Mannitol

tested according to Ph. Eur.

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Synonym(s):
Mannitolum, Mannite
Empirical Formula (Hill Notation):
C6H14O6
CAS Number:
Molecular Weight:
182.17
Beilstein/REAXYS Number:
1721898
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

agency

USP/NF
tested according to Ph. Eur.

Quality Level

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

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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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

ppe

Eyeshields, Gloves, type N95 (US)


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