923133

Levoglucosenone

≥95%

• Synonym(e): (-)-Levoglucosenone, LGO, (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
• Empirische Formel (Hill-System): C₆H₆O₃
• CAS-Nummer: 37112-31-5
• Molekulargewicht: 126.11
• UNSPSC Code: 12352201
• NACRES: NA.22
• MDL number: MFCD00191664

Eigenschaften

• Quality Segment: 100
• assay: ≥95%
• form: liquid
• greener alternative product characteristics: Safer Solvents and Auxiliaries; Use of Renewable Feedstocks; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• refractive index: n/D 1.50625
• density: 1.32 g/mL
• functional group: ether, ketone
• greener alternative category: , Aligned
• storage temp.: 2-8°C
• SMILES string: [H][C@]1(C=CC2=O)CO[C@]2([H])O1
• InChI: 1S/C6H6O3/c7-5-2-1-4-3-8-6(5)9-4/h1-2,4,6H,3H2/t4-,6+/m0/s1
• InChI key: HITOXZPZGPXYHY-UJURSFKZSA-N

Beschreibung

General description

We are committed to bringing you greener alternative products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product is biorenewable and thus aligns with ″Safer Solvents and Auxiliaries″ and ″Use of Renewable Feedstocks″. Click here for more information.
Levoglucosenone undergoes Michael-addition reaction with diethyl malonate, ethyl cyanoacetate, 2-nitropropane and 2-methylcyclohexanone in the presence of various catalysts to afford 4-substituted levoglucosenone derivatives having the D-erythro configuration.

Application

Levoglucosenone may be used in the synthesis of the following:

• Various deoxy, keto and branched-chain sugars
• 4-thio and 4-substituted sugar derivatives
• Natural stereoisomer of serricornin

Other Notes

Levoglucosenone: A Chiral Platform Molecule Produced from Biomass

Sicherheitshinweise

• pictograms: GHS07
• signalword: Warning
• hcodes: H302,H319
• pcodes: P264 - P270 - P280 - P301 + P312 - P305 + P351 + P338 - P337 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2
• Lagerklasse: 10 - Combustible liquids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable