Compound: Phenylpropiolic acid
SMILES: O=C(O)C#Cc1ccccc1
InChIKey: XNERWVPQCYSMLC-UHFFFAOYSA-N
Synonyms: Phenylpropiolic acid, 637-44-5, 3-Phenylpropiolic acid, 3-phenylprop-2-ynoic acid, Phenylpropynoic acid, 3-Phenyl-2-propynoic acid, 3-Phenylpropynoic acid, 2-Propynoic acid, 3-phenyl-, Propiolic acid, phenyl-, Phenylacetylene monocarboxylic acid, 4KE28XZ9GX, NSC-13669, DTXSID7060918, CHEBI:90355, RefChem:861817, DTXCID2044058, 211-285-8, Phenylacetylenecarboxylic acid, MFCD00004361, Propiolic acid, 3-phenyl-, Phenyl propiolic acid, 3-Phenylpropargylic acid, beta-phenylpropargylic acid, 3-phenyl-propiolic acid, NSC 13669, Phenylacetylenemonocarboxylic acid, Phenylpropargylic Acid, Phenylpropiolate, phenyl-propiolic acid, Phenylpropynoate, Phenylpropioplate, phenyl-propiolate, 3-Phenylpropiolate, 3-Phenylpropynoate, b-phenylpropargylate, JQ8, Phenylpropyolic acid, 3-phenyl-propiolate, EINECS 211-285-8, Phenylpropioplic acid, Phenyl-propynoic acid, beta-phenylpropargylate, 4-Phenylpropynoic acid, 3-Phenyl-2-propynoate, b-Phenylpropargylic acid, phenyl-(8CI)propiolate, 3-phenyl propiolic acid, 3-phenyl-propynoic acid, Phenyl-2-propynoic acid, Phenylacetylenecarboxylate, AI3-17875, 3-Phenyl-2-propynoicacid, PhenylpropiolsA currencyure, 3-phenylprop-2-ynic acid, UNII-4KE28XZ9GX, propynoic acid, 3-phenyl-, Phenylpropiolic acid, 99%, phenyl-(8CI)propiolic acid, 3-phenyl-prop-2-ynoic acid, SCHEMBL68968, .beta.-Phenylpropargylic acid, Phenylacetylene monocarboxylate, 3-Phenyl-2-propynoic acid #, orb1692671, CHEMBL4059878, SCHEMBL18485604, SCHEMBL27699603, ALBB-000973, NSC13669, EBC-14473, SBB044891, STK208480, AKOS000121851, CS-W007319, FP29399, HY-W007319, DS-18242, SY023402, DB-054536, NS00001477, P0610, ST45028995, EN300-28604, P-4190, AD-266/40164861, F046965, Q7181437, Z271128592, InChI=1/C9H6O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,(H,10,11
Theoretical properties:
molecular_formula: C9H6O2
molecular_weight: 146.14 g/mol
exact_mass: 146.036779430 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 1
heavy_atom_count: 11
topological_polar_surface_area: 37.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 136 - 139 °C
Descriptions:
pubchem: Phenylpropiolic acid is an acetylenic compound that is propynoic acid in which the acetylenic hydrogen is replaced by a phenyl group. It is a member of benzenes, an acetylenic compound and an alpha,beta-unsaturated monocarboxylic acid. It is functionally related to a propynoic acid.
chebi: An acetylenic compound that is propynoic acid in which the acetylenic hydrogen is replaced by a phenyl group.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Phenylpropiolic acid, C6H5CCCO2H, formed by the action of alcoholic potash on cinnamic acid dibromide, C6H5CHBrCHBrCO2H, crystallizes in long needles or prisms which melt at 136–137 °C. When heated with water to 120 °C, it yields phenylacetylene (C6H5CCH). Chromic acid oxidizes it to benzoic acid; zinc and acetic acid reduce it to cinnamic acid, C6H5CH=CHCO2H, whilst sodium amalgam reduces it to hydrocinnamic acid, C6H5CH2CH2CO2H. Ortho-nitrophenylpropiolic acid, NO2C6H4CCCO2H, prepared by the action of alcoholic potash on ortho-nitrocinnamic acid dibromide, crystallizes in needles which decompose when heated to 155–156 °C. It is readily converted into indigo.