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762-42-5 - Dimethyl acetylenedicarboxylate, 98% - Acetylenedicarboxylic acid dimethyl ester - Butynedioic acid dimethyl ester - A11437 - Alfa Aesar

A11437 Dimethyl acetylenedicarboxylate, 98%

Numéro de CAS
762-42-5
Synonymes
Acetylenedicarboxylic acid dimethyl ester
Butynedioic acid dimethyl ester

Conditionnement Prix ($) Quantité Disponibilité
25g 70,20
100g 232,00
500g 964,00
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Dimethyl acetylenedicarboxylate, 98%

MDL
MFCD00008456
EINECS
212-098-4

Propriétés chimiques

Formule
C6H6O4
Poids moleculaire
142.11
Point de fusion
-18°
Point d'ébullition
95-98°/19mm
Point d'éclair
86°(186°F)
Densité
1.156
Indice de réfraction
1.4480
Sensibilité
Light Sensitive
Solubilité
It is insoluble in water but soluble in ethanol, ethyl ether, CCl4, miscible with organic solvents.

Applications

It acts as an inhibitor of oxidative phosphorylation. It is also used in Pharmaceutical and electronic industry. It is used in organic synthesis. It also acts as an intermediate in chemical research. It is also used in Diels-Alder Reaction.

Notes

Stable under normal conditions. Incompatabile to strong oxidizing agents, strong acids, strong bases, Strong reducing agents. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

Références bibliographiques

Peter M. Blonsky.; D. F.Shriver.; Paul Austin.;  H. R. Allcock. Polyphosphazene solid electrolytes. J. Am. Chem. Soc.1984106, (22), 6854-6855.

Barry M. Trost.; Gerald J. Tanoury. An unusual mechanism of a palladium-catalyzed intramolecular carbametalation. A novel palladium-catalyzed rearrangement. J. Am. Chem. Soc.1988110, (5), 1636-1638.

Dienophile in Diels-Alder and related reactions. For addition to a bis-allene, followed by dimerization to a paracyclophane, see: Org. Synth. Coll., 7, 485 (1990).

For use in the masking of double bonds for subsequent release by cycloreversion, see: J. Org. Chem., 44, 962 (1979). Review of cycloreversion reactions in organic synthesis: Synthesis, 121 (1985).

Used in synthesis of a wide variety of heterocyclic systems including benzo[b]thiophenes from thiophenols: Acta Chem. Scand., 27, 595 (1973), and chromones from phenols: Austral. J. Chem., 48, 677 (1995):

Stabilized anions derived from cyclic ß-keto phosphonates undergo ring expansion, via a tandem Michael-Aldol-fragmentation mechanism, to give phosphonates with an additional two carbons in the ring, thus providing a route to highly functionalized medium ring compounds: J. Org. Chem., 60, 3084 (1995):

Reacts with activated carbonyl compounds, such as ɑ-keto esters or ɑ-keto nitriles, in the presence of triphenylphosphine, to give highly functionalized -butyrolactones: J. Org. Chem., 61, 4516 (1996). For a further example with reaction scheme, see 2,2,2-Trifluoroacetophenone, A11403.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H227-H302-H314-H318

Combustible liquid. Harmful if swallowed. Causes severe skin burns and eye damage. Causes serious eye damage.

Mentions de prudence: P210u-P260u-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dusts or mists. 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. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
607063
Classe de danger
8
Groupe d'emballage
II
Code tarifaire harmonisé
2917.19
TSCA
Yes
RTECS
ES0175000

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