Levoglucosan

Name: Levoglucosan
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 498-07-7
Cat. No. CS-W023160
Purity≥95%
MDL No.MFCD00063248

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

There is a HazMat shipping fee for each item that qualifies as a dangerous good. Please contact our quotation team via email to confirm the details.

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Structure of 498-07-7

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Description

Levoglucosan serves as a key anhydrosugar intermediate in the thermal degradation of cellulose, offering a stable, crystalline scaffold for carbohydrate chemistry. This structurally defined compound features a pyranose ring with a unique C1–C2 glycosidic linkage, enabling direct functionalization at multiple sites. Its bench-stable nature and high solubility in polar solvents facilitate straightforward derivatization in synthetic and materials applications.

Application

Levoglucosan serves as a valuable chiral building block in synthetic organic chemistry, enabling access to complex carbohydrate-derived scaffolds. Its stable pyranose structure facilitates functionalization at multiple hydroxyl sites with high regioselectivity, making it particularly useful in the synthesis of glycoconjugates and heterocyclic compounds. The compound exhibits excellent bench stability and compatibility with standard protecting group strategies, supporting efficient purification and scalability in process-oriented synthesis.

General Information

CAS No. 498-07-7
Cat. No. CS-W023160
Purity ≥95%
MDL No. MFCD00063248
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₁₀O₅
Molecular Weight 162.14
Synonym(s) 1,6-Anhydro-β-D-glucopyranose; 1,6-Anhydro-β-D-glucose
SMILES O[C@@H]1[C@@H]2O[C@H]([C@@H]([C@H]1O)O)OC2

Computational Chemistry Data

TPSA 79.15
LogP -2.1758
H_Acceptors 5
H_Donors 3
Rotatable_Bonds 0

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Bioactive Molecules Natural Products

Building Blocks Skeleton Aliphatic heterocycle compounds Dioxolane compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Glycoscience Monosaccharides Glucoses

Chemical Biology Glycoscience Glyco Building Blocks Protected Sugars

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Levoglucosan

CAS No. 498-07-7

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