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A11437 Dimethyl acetylenedicarboxylate, 98%

CAS Number
Acetylenedicarboxylic acid dimethyl ester
Butynedioic acid dimethyl ester

Stock No. Size Price ($) Quantity Availability
A11437-14 25g 72.80
A11437-22 100g 244.00
A11437-36 500g 994.00
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Dimethyl acetylenedicarboxylate, 98%


Chemical Properties

Formula Weight
Melting point
Boiling Point
Flash Point
Refractive Index
Storage & Sensitivity
Light Sensitive. Ambient temperatures.
It is insoluble in water but soluble in ethanol, ethyl ether, CCl4, miscible with organic solvents.


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.


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.

Literature References

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 Hazard and Precautionary Statements

Hazard Statements: H227-H302+H312+H332-H314

Combustible liquid. Harmful if swallowed. Harmful in contact with skin. Harmful if inhaled. Causes severe skin burns and eye damage.

Precautionary Statements: P210-P260-P264b-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. 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 INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

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