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471-25-0 - Propiolic acid, 98+% - Acetylenecarboxylic acid - Propargylic acid - A13245 - Alfa Aesar

A13245 Propiolic acid, 98+%

CAS Number
471-25-0
Synonyms
Acetylenecarboxylic acid
Propargylic acid

Size Price ($) Quantity Availability
5g 28.08
25g 82.62
100g 233.69
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Propiolic acid, 98+%

MDL
MFCD00004360
EINECS
207-437-8

Chemical Properties

Formula
HC≡CCO2H
Formula Weight
70.05
Melting point
18°
Boiling Point
102°/200mm
Flash Point
58°(136°F)
Density
1.136
Refractive Index
1.4330
Solubility
Miscible with water, ether, ethanol and chloroform.

Applications

Propiolic acid is a reagent used in the preparation of transition metal complexes, haloalkyl propiolates and halopropenoates.

Notes

Store in cool place. Incompatible with bases, oxidizing agents and reducing agents.

Literature References

Alkylation of the dilithio-derivative leads to higher 2-alkynoic acids. Reaction with epoxides, partial reduction (Lindlar) of the triple bond and cyclization has been used in the synthesis of unsaturated lactones: Tetrahedron Lett., 2615 (1974); J. Org. Chem., 40, 1610 (1975).

Sun, M.; Sargus, B. A.; Carey, S. J.; Kukolich, S. G. Measurements of deuterium quadrupole coupling in propiolic acid and fluorobenzenes using pulsed-beam Fourier transform microwave spectrometers. J. Chem. Phys 2015, 142 (15), 154306.

Jia, H.; Feng, H.; Sun, Z. Decarboxylative dipropargylation of primary amines with propiolic acids and formaldehyde via metal-free coupling. Tetrahedron 2015, 71 (18), 2724-2728.

GHS Hazard and Precautionary Statements

Hazard Statements: H301-H310-H314-H318-H226

Toxic if swallowed. Fatal in contact with skin. Causes severe skin burns and eye damage. Causes serious eye damage. Flammable liquid and vapour.

Precautionary Statements: P210-P260-P301+P310-P303+P361+P353-P305+P351+P338-P361-P301+P330+P331-P302+P350-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. 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. Rinse mouth. Do NOT induce vomiting. IF ON SKIN: Gently wash with plenty of soap and water. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,7824
Beilstein
878176
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2916.19
TSCA
Yes
RTECS
UD9300000

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