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Merck

17311

Sigma-Aldrich

D-Mannitol

tested according to Ph. Eur.

Synonim(y):

Mannitolum, Mannite

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About This Item

Wzór empiryczny (zapis Hilla):
C6H14O6
Numer CAS:
Masa cząsteczkowa:
182.17
Beilstein:
1721898
Numer WE:
Numer MDL:
Kod UNSPSC:
12352201
Identyfikator substancji w PubChem:
NACRES:
NA.22

agency

USP/NF
tested according to Ph. Eur.

Poziom jakości

Próba

≥97%

Postać

powder

mp

167-170 °C (lit.)

rozpuszczalność

water: soluble(lit.)

ciąg SMILES

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

Klucz InChI

FBPFZTCFMRRESA-KVTDHHQDSA-N

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Opis ogólny

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.

Zastosowanie

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]

Działania biochem./fizjol.

A sugar alcohol sweet tastant. Used in sweetness inhibition studies.
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Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 1

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)


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Slide 1 of 9

1 of 9

The crystal structures of the α′- and β- forms of D-mannitol.
Berman HM, et al.
Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials, 24(3), 442-449 (1968)
Polyhydroxylated piperidines and azepanes from D-mannitol synthesis of 1-deoxynojirimycin and analogues.
Poitout L, et al.
Tetrahedron Letters, 35(20), 3293-3296 (1990)
W Li et al.
The Journal of organic chemistry, 65(11), 3489-3496 (2000-06-08)
Chiral hydroxyl monophosphane 3 [(2S,3S,4S,5S)-3,4-dihydroxy-2, 5-dimethyl-1-phenylphospholane] and bisphospholanes 5a [1,2-bis[(2S, 3S,4S,5S)-3,4-dihydroxy-2,5-dimethylphospholanyl]benzene] and 5b [1, 2-bis[(2S,3S,4S,5S)-2,5-diethyl-3,4-dihydroxyphospholanyl]benzene] were synthesized from readily available D-mannitol in high yields. Strategies for protection and deprotection of OH-groups in the presence of phosphines have been explored. Rate
Production Methods of D-Mannitol.
Makkee M, et al.
Starch/Staerke, 37(4), 136-141 (1985)
Eagleson M.
Concise Encyclopedia Chemistry, 622-622 (1994)

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