Acetylenedicarboxylic acid
Synonym(s):2-Butynedioic acid;Acetylenedicarboxylic acid;Butynedioic acid
- CAS NO.：142-45-0
- Empirical Formula: C4H2O4
- Molecular Weight: 114.06
- MDL number: MFCD00004362
- EINECS: 205-536-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-09-11 18:44:42
What is Acetylenedicarboxylic acid?
Chemical properties
cream coloured to beige crystalline powder or
The Uses of Acetylenedicarboxylic acid
Acetylenedicarboxylic acid is employed in the preparation of dimethyl acetylenedicarboxylate and potassium hydrogenacetylenedicarboxylate. It is also used as a laboratory reagent. Further, it is used as a precursor in organic synthesis and also serves as a pharmaceutical intermediate.
Definition
ChEBI: An acetylenic compound that is acetylene in which the hydrogens are replaced by carboxy groups.
Purification Methods
The acid is soluble in Et2O and crystallises from Et2O/pet ether (m 183-183.5o), or H2O as the dihydrate which dehydrates in a desiccator over conc H2SO4 in a vacuum. The dipicrate crystallises from aqueous ether. For the mono K salt see entry in “Metal-organic Compounds”, Chapter 5. [Abbott et al. Org Synth Coll Vol II 10 1943, Huntress et al. Org Synth Coll Vol IV 329 1963, Beilstein 2 H 801, 2 I 317, 2 II 670, 2 III 1991, 2 IV 2290.]
Properties of Acetylenedicarboxylic acid
| Melting point: | 180-187 °C (dec.) (lit.) |
| Boiling point: | 133.5°C (rough estimate) |
| Density | 1.1794 (rough estimate) |
| refractive index | 1.5260 (estimate) |
| Flash point: | 131 °C |
| storage temp. | 2-8°C |
| solubility | Methanol (Slightly), Water |
| pka | pK1: 1.75; pK2: 4.40 (25°C) |
| form | Crystalline Powder or Crystals |
| color | White or cream to beige |
| Water Solubility | soluble |
| BRN | 878357 |
| CAS DataBase Reference | 142-45-0(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Butynedioic acid(142-45-0) |
| EPA Substance Registry System | 2-Butynedioic acid (142-45-0) |
Safety information for Acetylenedicarboxylic acid
| Signal word | Danger |
| Pictogram(s) |
 Skull and Crossbones Acute Toxicity GHS06 |
| GHS Hazard Statements |
H301:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Acetylenedicarboxylic acid
| InChIKey | YTIVTFGABIZHHX-UHFFFAOYSA-N |
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