Search Thermo Fisher Scientific
Element Search
Structure Search
Thermo Scientific Chemicals
2,5-Hexanedione, 97%, Thermo Scientific Chemicals
Have Questions?
Change view
Catalog number B25686.36
also known as B25686-36
Price (USD)/ Each
195.65
Online exclusive
217.00 Save 21.35 (10%)
-
Quantity:
500 g
Price (USD)/ Each
195.65
Online exclusive
217.00 Save 21.35 (10%)
2,5-Hexanedione, 97%, Thermo Scientific Chemicals
Catalog numberB25686.36
Price (USD)/ Each
195.65
Online exclusive
217.00 Save 21.35 (10%)
-
Chemical Identifiers
CAS110-13-4
IUPAC Namehexane-2,5-dione
Molecular FormulaC6H10O2
InChI KeyOJVAMHKKJGICOG-UHFFFAOYSA-N
SMILESCC(=O)CCC(C)=O
View more
Specifications
Specification Sheet
Specification SheetAppearance (Color)Clear colorless to yellow to orange to brown
FormLiquid
Assay (GC)≥96.0%
Identification (FTIR)Conforms
Refractive Index1.4230-1.4280 @ 20?C
2,5-Hexanedione is used as a reagent in the preparation of trans-2,5-dimethylpyrrolidine. It is also used in the synthesis of 2,5-dimethylpyrroles. Further, it plays an important role as a reagent used for the protection of amino groups in amino sugars and nucleosides. In addition to this, it is used in the preparation of five-membered heterocycles like indane-type and benzannulated systems. It is also employed as a precursor in Diels-alder cycloaddition reactions.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
2,5-Hexanedione is used as a reagent in the preparation of trans-2,5-dimethylpyrrolidine. It is also used in the synthesis of 2,5-dimethylpyrroles. Further, it plays an important role as a reagent used for the protection of amino groups in amino sugars and nucleosides. In addition to this, it is used in the preparation of five-membered heterocycles like indane-type and benzannulated systems. It is also employed as a precursor in Diels-alder cycloaddition reactions.
Solubility
Miscible with alcohol, water and diethyl ether.
Notes
Incompatible with strong oxidizing agents, strong bases, metals and strong reducing agents.
2,5-Hexanedione is used as a reagent in the preparation of trans-2,5-dimethylpyrrolidine. It is also used in the synthesis of 2,5-dimethylpyrroles. Further, it plays an important role as a reagent used for the protection of amino groups in amino sugars and nucleosides. In addition to this, it is used in the preparation of five-membered heterocycles like indane-type and benzannulated systems. It is also employed as a precursor in Diels-alder cycloaddition reactions.
Solubility
Miscible with alcohol, water and diethyl ether.
Notes
Incompatible with strong oxidizing agents, strong bases, metals and strong reducing agents.
WARNING: Reproductive Harm - www.P65Warnings.ca.gov
RUO – Research Use Only
General References:
- Primary amines can be protected by conversion to 2,5-dimethylpyrroles, from which they can be released by reaction with hydroxylamine hydrochloride: J. Chem. Soc., Perkin 1, 2801 (1984). The method has been found useful for protecting amino sugars in oligosaccharide synthesis: J. Org. Chem., 63, 4570 (1998), and also in the protection of an arylamine during Cu(I) promoted methoxylation of a ring bromo or iodo substituent; Synthesis, 1599 (1998).
- Sacia, E. R.; Deaner, M. H.; Louie, Y. L.; Bell, A. T. Synthesis of biomass-derived methylcyclopentane as a gasoline additivevia aldol condensation/hydrodeoxygenation of 2,5-hexanedione. Green Chem. 2015, 17 (4), 2393-2397.
- Chambon, F.; Rataboul, F.; Pinel, C.; Cabiac, A.; Guillon, E.; Essayem, N. Conversion of cellulose to 2,5-hexanedione using tungstated zirconia in hydrogen atmosphere. Appl. Catal., A 2015, 504, 664-671.