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77-76-9 - 2,2-Dimethoxypropane, 98% - Acetone dimethyl acetal - A13810 - Alfa Aesar

A13810 2,2-Dimethoxypropane, 98%

Codice CAS
77-76-9
Sinonimi
Acetone dimethyl acetal

Dimensioni Prezzo ($) Quantità Disponibilità
100ml 18,80
500ml 35,50
2500ml 115,00
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2,2-Dimethoxypropane, 98%

MDL
MFCD00008479
EINECS
201-056-0

Proprietà chimiche

Formula
(CH3O)2C(CH3)2
Peso formula
104.15
Punto di fusione
-47°
Punto di ebollizione
79-81°
Punto di infiammabilità
-11°(12°F)
Densità
0.848
Indice di rifrazione
1.3780
Solubilità
Soluble in benzene, carbon tetrachloride, ethyl ether and n-butane, methanol. Moderately soluble in water.

Applicazioni

2,2-Dimethoxypropane acts as a dehydrating agent. It also serves as an intermediate in the synthesis of vitamin E, vitamin A and various carotenoids such as astaxanthin. It is used as a reagent for the preparation of 1,2-diols, acetonides, isopropylidene derivatives of sugars, nucleosides, methyl esters of amino acids and enol ethers.

Note

Incompatible with oxidizing agents and acids.

Letteratura

Methoxylating agent for preparation of acetals by acid-catalyzed exchange: J. Org. Chem., 25, 521 (1960). Also used as a water-scavenger in the preparation of acetals from higher-boiling alcohols and ketones: Org. Synth. Coll., 5, 292 (1973).

Widely used for the isopropylidenation of diols; see, e.g.: Org. Synth. Coll., 9, 450, 717 (1998). Isopropylidenation of acid-sensitive carbohydrates in the presence of 2,3-Dichloro-5,6-dicyanobenzoquinone, A11879: Acta Chem. Scand., 47, 843 (1993); preparation of acyclic mixed acetals of carbohydrates: Acta Chem. Scand., 48, 80 (1994). For use in the cyclization of N-Boc serine methyl ester to the oxazolidine, see: Org. Synth. Coll., 9, 300 (1998).

Methyl ester hydrochlorides of amino acids can be conveniently prepared with excess reagent in combination with conc. HCl. Water is removed in situ, thus displacing the equilibrium in favor of the ester: J. Org. Chem., 28, 3898 (1963). Methyl esters of non-aromatic acids can also be prepared with the reagent in MeOH with a catalytic amount of HCl or TMS chloride: Tetrahedron Lett., 38, 2685 (1997).

/n

Urosa, A.; Marcos, I. S.; Díez, D.; Padrón, J. M.; Pilar Basabe, P. Synthesis of Luffarin L and 16-epi-Luffarin L Using a Temporary Silicon-Tethered Ring-Closing Metathesis Reaction. J. Org. Chem. 2015, 80 (12), 6447-6455.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H225-H319

Highly flammable liquid and vapour. Causes serious eye irritation.

Dichiarazioni precauzionali: P210-P305+P351+P338

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

Altri riferimenti

Beilstein
635678
Classe di rischio
3
Gruppo di imballaggio
II
Codice tariffe armonizzato
2911.00
TSCA
Yes

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