LEVOGLUCOSENONE
Synonym(s):(1S,5R)-6,8-dioxabicyclo[3.2.1]oct-2-en-4-one;1,6-anhydro-3,4-dideoxyhex-3-enopyran-2-ulose;6,8-Dioxabicyclo[3.2.1]oct-2-en-4-one
- CAS NO.:37112-31-5
- Empirical Formula: C6H6O3
- Molecular Weight: 126.11
- MDL number: MFCD19237758
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-13 11:27:06
What is LEVOGLUCOSENONE?
Description
Levoglucosenone is a highly dehydrated sugar that has been used in the preparation of chiral synthons such as (–)-y-multistriatin and (+)-Prelog—Djerassi lactonic acid.
Chemical properties
Colourless to Yellow Oil
The Uses of LEVOGLUCOSENONE
(-)-Form Levoglucosenone is a pyrolysis product of cellulose and cellulose-containing materials including pulp and paper waste products. Known as a pyrolytic product of cellulose, its very useful as a chiral source for synthesizing natural products.
The Uses of LEVOGLUCOSENONE
useful carbohydrate synthon
The Uses of LEVOGLUCOSENONE
Chiral building block in organic synthesis.
What are the applications of Application
Levoglucosenone is a pyrolytic product of cellulose, used as a chiral source for synthesizing natural products
Definition
ChEBI: Levoglucosenone is an anhydrohexose and a deoxyketohexose.
Properties of LEVOGLUCOSENONE
| Boiling point: | 113°C/3mmHg(lit.) |
| alpha | D25 -460° (c = 1.0 in CHCl3) (Halpern, 1973); D31 -514.8° (c = 0.3 in CHCl3) (Taniguchi). |
| Density | 1.329±0.06 g/cm3(Predicted) |
| refractive index | nD25 1.5084 |
| storage temp. | Amber Vial, -20°C Freezer, Under Inert Atmosphere |
| solubility | Chloroform (Sparingly), DMSO (Slightly), Ethyl Acetate (Slightly) |
| form | liquid |
| color | Colourless to Yellow |
| Merck | 14,5465 |
| Stability: | Light Sensitive |
Safety information for LEVOGLUCOSENONE
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H319:Serious eye damage/eye irritation |
| Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P337+P313:IF eye irritation persists: Get medical advice/attention. |
Computed Descriptors for LEVOGLUCOSENONE
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