Acetylenedicarboxylic acid

Acetylenedicarboxylic acid Basic information
Product Name:Acetylenedicarboxylic acid
Synonyms:ACETYLENEDICARBOXYLIC ACID FREE ACID;BUTYNEDIOIC ACID ACETYLENE DICARBOXYLIC ACID 99%;Acetylenedicarboxylic acid,98%;Acetylen-dicarbonsαure;But-2-ynedioic acid;2-Butynedioate;NSC-1903;NSC-631597
CAS:142-45-0
MF:C4H2O4
MW:114.06
EINECS:205-536-0
Product Categories:Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Acetylenic Carboxylic Acids & Their Derivatives;Pharmaceutical Intermediates;Acetylenes
Mol File:142-45-0.mol
Acetylenedicarboxylic acid Structure
Acetylenedicarboxylic acid Chemical Properties
Melting point 180-187 °C (dec.) (lit.)
Boiling point 133.5°C (rough estimate)
density 1.1794 (rough estimate)
refractive index 1.5260 (estimate)
Fp 131 °C
storage temp. 2-8°C
solubility Methanol (Slightly), Water
pkapK1: 1.75; pK2: 4.40 (25°C)
form Crystalline Powder or Crystals
color White or cream to beige
Water Solubility soluble
BRN 878357
InChIKeyYTIVTFGABIZHHX-UHFFFAOYSA-N
CAS DataBase Reference142-45-0(CAS DataBase Reference)
NIST Chemistry Reference2-Butynedioic acid(142-45-0)
EPA Substance Registry System2-Butynedioic acid (142-45-0)
Safety Information
Hazard Codes T,Xi
Risk Statements 25-36/37/38
Safety Statements 26-45-37/39
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
TSCA Yes
HazardClass 6.1
PackingGroup II
HS Code 29171990
MSDS Information
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Acetylenedicarboxylic acid English
SigmaAldrich English
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Acetylenedicarboxylic acid Usage And Synthesis
Chemical Propertiescream coloured to beige crystalline powder or
UsesAcetylenedicarboxylic 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.
DefinitionChEBI: An acetylenic compound that is acetylene in which the hydrogens are replaced by carboxy groups.
Purification MethodsThe 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.]
Dimethyl acetylenedicarboxylate Diethyl acetylenedicarboxylic acid,ACETYLENEDICARBOXYLIC ACID DIETHYL ESTER Acetylenedicarboxylic acid di-tert-butyl ester,Acetylenedicarboxylic acid ditert-butyl ester Acetylenedicarboxylic acid Hyaluronic acid Acetylenedicarboxylic acid dipropyl ester Ethyl 2-(Chlorosulfonyl)acetate Ascoric Acid BIS(TRI-N-BUTYLTIN)ACETYLENEDICARBOXYLATE ACETYLENEDICARBOXYLIC ACID MONOPOTASSIU&,ACETYLENEDICARBOXYLIC ACID, MONOPOTASSIU M SALT, 98+%,ACETYLENEDICARBOXYLIC ACID MONOPOTASSIUM SALT ACETYLENE DICARBOXYLIC ACID, [2,3-14C] Stearic acid Folic acid PENTAACETYL-5-THIOGLUCOSE BIS(TRIMETHYLSILYL)ACETYLENEDICARBOXYLATE DIMETHYL ACETYLENEDICARBOXYLATE-13C4 Malonic acid Citric acid

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