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29943-42-8 - Tetrahydro-4H-pyran-4-one, 98% - A19010 - Alfa Aesar

A19010 Tetrahydro-4H-pyran-4-one, 98%

Codice CAS
29943-42-8
Sinonimi

Dimensioni Prezzo ($) Quantità Disponibilità
1g 39,10
5g 127,00
25g 518,00
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Tetrahydro-4H-pyran-4-one, 98%

MDL
MFCD00006581
EINECS
249-967-2

Proprietà chimiche

Formula
C5H8O2
Peso formula
100.12
Punto di ebollizione
165-167°
Punto di infiammabilità
62°(144°F)
Densità
1.084
Indice di rifrazione
1.4530
Solubilità
Very soluble in water.

Applicazioni

It is employed in the preparation of 4-methoxytetrahydropyran-4-yl protecting group, synthesis of symmetric tetra substituted methanes. The methyl enol ether is a useful protecting agent for alcohols, e.g. in nucleotide synthesis, with the advantage over 3,4-Dihydro-2H-pyran. It is also employed in a study of the enantioselective alpha-aminoxylation of ketones with nitrosobenzene and L-proline in an ionic liquid. It undergoes condensation reactions in the preparation of dipeptides and spiroimidazolones. It is also employed in wittig reactions for the synthesis of Penicillins and in a ring of vitamin D3

Note

Store away from strong bases and oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

Letteratura

Colin B. Reese.; R. Saffhill.; J. E. Sulston. Symmetrical alternative to the tetrahydropyranyl protecting group.J. Am. Chem. Soc.,1967,89(13), 3366-3368.

George R. Newkome.; Sadao Arai.; V. K. Gupta.; Rodger W. Griffin. Chemistry of micelles series. 4. A convenient synthesis of tetrakis(2-bromoethyl)methane.J. Org. Chem.,1987,52(24), 5480-5482.

The methyl enol ether is a useful protecting agent for alcohols, e.g. in nucleotide synthesis, with the advantage over 3,4-Dihydro-2H-pyran, L02731, that no new asymmetric center is introduced on reaction with a chiral alcohol: J. Am. Chem. Soc., 89, 3366 (1967); Tetrahedron, 26, 1023, 1031 (1970).

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H227

Combustible liquid.

Dichiarazioni precauzionali: P260u-P201-P280a-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310a-P405-P501a

Obtain special instructions before use. Wear protective gloves and eye/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
106463
Codice tariffe armonizzato
2932.99
TSCA
No

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