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Merck

17311

D-Mannitol

tested according to Ph. Eur.

동의어(들):

Mannitolum, Mannite

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C6H14O6
CAS 번호:
Molecular Weight:
182.17
UNSPSC Code:
12352201
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-711-8
Beilstein/REAXYS Number:
1721898
MDL number:
기술 서비스
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InChI key

FBPFZTCFMRRESA-KVTDHHQDSA-N

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

SMILES string

OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO

Quality Level

agency

tested according to Ph. Eur.

assay

≥97%

form

powder

mp

167-170 °C (lit.)

solubility

water: soluble(lit.)

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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.

저장 등급

11 - Combustible Solids

ppe

Eyeshields, Gloves, type N95 (US)

flash_point_f

Not applicable

flash_point_c

Not applicable


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

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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