316555
1,6-Anhydro-β-D-glucose
99%
Synonym(s):
Levoglucosan
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About This Item
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Assay
99%
form
powder or crystals
optical activity
[α]18/D −66°, c = 1 in H2O
color
beige
mp
182-184 °C (lit.)
solubility
water: 50 mg/mL, clear, colorless
SMILES string
O[C@H]1[C@H](O)[C@H]2CO[C@H](O2)[C@@H]1O
InChI
1S/C6H10O5/c7-3-2-1-10-6(11-2)5(9)4(3)8/h2-9H,1H2/t2-,3-,4+,5-,6-/m1/s1
InChI key
TWNIBLMWSKIRAT-VFUOTHLCSA-N
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Application
1,6-Anhydro-β-D-glucose (Levoglucosan) can be used as a precursor for the synthesis of:
- 1,6-anhydro-2,4-dideoxy-β-D-glycerohexopyranos-3-ulose.
- Quasi-linear polyglucose (PGlc) via cationic ring-opening polymerization.
- Polynitrogenated analogs of glucopyranoses.
- 3-deoxy-3-fluorogalactopyranose and acetylated 4-deoxy-4-fluorogalactopyranose.
Other Notes
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Synthesis of Protected 3-Deoxy-3-fluoro-and 4-Deoxy-4-fluoro-d-galactopyranosides from Levoglucosan
The Journal of Organic Chemistry, 82(9), 4986-4992 (2017)
Chemosphere, 211, 617-623 (2018-08-11)
In the present study, a methodology involving hydrophilic interaction liquid chromatography (HILIC) and electrospray (ESI) tandem mass spectrometry (MS/MS) was developed for measurement of anhydrous monosaccharides as markers for wood burning in atmospheric aerosols, PM10. No extensive sample preparation, other
The controlled synthesis of polyglucose in one-dimensional coordination nanochannels
Chemical Communications (Cambridge, England), 52(29), 5156-5159 (2016)
Environmental science and pollution research international, 25(13), 12191-12205 (2017-09-10)
Two classes of polar organic compounds, dicarboxylic acids (DCAs) and sugars/sugar anhydrides (S/SAs), were measured in airborne particulate matter in the area of Thessaloniki, northern Greece. The target compounds were measured simultaneously in two particle fractions PM10 and PM2.5 during
Practical synthesis of 1, 6-anhydro-2, 4-dideoxy-β -D-glycero-hexopyranos-3-ulose from levoglucosan
The Journal of Organic Chemistry, 65(8), 2588-2590 (2000)
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