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110-13-4 - 2,5-Hexanedione, 97% - Acetonylacetone - B25686 - Alfa Aesar

B25686 2,5-Hexanedione, 97%

Codice CAS
110-13-4
Sinonimi
Acetonylacetone

Dimensioni Prezzo ($) Quantità Disponibilità
25g 26,20
100g 51,40
500g 156,00
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2,5-Hexanedione, 97%

MDL
MFCD00008792
EINECS
203-738-3

Proprietà chimiche

Formula
C6H10O2
Peso formula
114.15
Punto di fusione
-6°
Punto di ebollizione
192-193°
Punto di infiammabilità
78°(172°F)
Densità
0.976
Indice di rifrazione
1.4250
Solubilità
Miscible with alcohol, water and diethyl ether.

Applicazioni

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.

Note

Incompatible with strong oxidizing agents, strong bases, metals and strong reducing agents.

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H227-H302-H332-H315-H319-H361-H335-H373

Combustible liquid. Harmful if swallowed. Harmful if inhaled. Causes skin irritation. Causes serious eye irritation. Suspected of damaging fertility or the unborn child. May cause respiratory irritation. May cause damage to organs through prolonged or repeated exposure.

Dichiarazioni precauzionali: P210u-P260-P201-P280-P305+P351+P338-P304+P340-P301+P312a-P405-P403+P233-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF SWALLOWED: Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Merck
14,71
Beilstein
506525
Codice tariffe armonizzato
2914.19
TSCA
Yes
RTECS
MO3150000

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