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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%

CAS-Nummer
762-42-5
Synonyme
Acetylenedicarboxylic acid dimethyl ester
Butynedioic acid dimethyl ester

Größe Preis ($) Menge Verfügbarkeit
25g 67,05
100g 189,60
500g 756,00
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Dimethyl acetylenedicarboxylate, 98%

MDL
MFCD00008456
EINECS
212-098-4

Chemische Eigenschaften

Formel
C6H6O4
Molmasse
142.11
Schmelzpunkt
-18°
Siedepunkt
95-98°/19mm
Flammpunkt
86°(186°F)
Dichte
1.156
Brechungsindex
1.4480
Sensitivität
Light Sensitive
Löslichkeit
It is insoluble in water but soluble in ethanol, ethyl ether, CCl4, miscible with organic solvents.

Anwendungen

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.

Bemerkungen

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.

Literaturverweise

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.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H314-H318-H302-H227

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

Sicherheitshinweise: P210-P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/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. Immediately call a POISON CENTER or doctor/physician. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Beilstein
607063
Gefahrenklasse
8
Verpackungsgruppe
II
Harmonized Tariff Code
2917.19
TSCA
Yes
RTECS
ES0175000

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