81860
Propiolic acid
technical, ≥95% (T)
Synonym(s):
Acetylenecarboxylic acid, Propynoic acid
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About This Item
Linear Formula:
HC≡CCOOH
CAS Number:
Molecular Weight:
70.05
EC Number:
207-437-8
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
878176
MDL number:
grade
technical
assay
≥95% (T)
refractive index
n20/D 1.431
bp
102 °C/200 mmHg (lit.)
mp
16-18 °C (lit.)
density
1.135 g/mL at 20 °C, 1.138 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
OC(=O)C#C
InChI
1S/C3H2O2/c1-2-3(4)5/h1H,(H,4,5)
InChI key
UORVCLMRJXCDCP-UHFFFAOYSA-N
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
136.4 °F - closed cup
flash_point_c
58 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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Regiodivergent ligand-controlled rhodium-catalyzed [(2+2)+2] carbocyclization reactions with alkyl substituted methyl propiolates.
P Andrew Evans et al.
Angewandte Chemie (International ed. in English), 49(33), 5746-5749 (2010-07-16)
Sándor Kun et al.
Carbohydrate research, 346(12), 1427-1438 (2011-04-08)
5-(O-Perbenzoylated-β-D-glucopyranosyl)tetrazole was obtained from O-perbenzoylated-β-D-glucopyranosyl cyanide by Bu(3)SnN(3) or Me(3)SiN(3)-Bu(2)SnO. This tetrazole was transformed into 5-ethynyl- as well as 5-chloromethyl-2-(O-perbenzoylated-β-D-glucopyranosyl)-1,3,4-oxadiazoles by acylation with propiolic acid-DCC or chloroacetyl chloride, respectively. The chloromethyl oxadiazole gave the corresponding azidomethyl derivative on treatment with
Jihye Park et al.
The Journal of organic chemistry, 76(7), 2214-2219 (2011-03-05)
One-pot synthesis of symmetric 1,4-disubstituted 1,3-diynes from iodoarenes and propiolic acid via Sonogashira reaction followed by Pd-catalyzed decarboxylative homocoupling is developed in high yields. Also, this system allows the one-pot synthesis of unsymmetric 1,4-disubstituted 1,3-diynes by cross-coupling of two different