3-(4-Methylphenyl)prop-2-ynoic acid

Base Information

• Chemical Name: 3-(4-Methylphenyl)prop-2-ynoic acid
• CAS No.: 2227-58-9
• Molecular Formula: C10H8O2
• Molecular Weight: 160.172
• European Community (EC) Number: 862-244-1
• NSC Number: 89331
• DSSTox Substance ID: DTXSID00293410
• Nikkaji Number: J1.237.315E
• Wikidata: Q82032123
• Mol file: 2227-58-9.mol

Synonyms:2227-58-9;3-(4-methylphenyl)prop-2-ynoic acid;3-(p-tolyl)propiolic acid;p-Tolyl-propynoic acid;MFCD11934439;NSC89331;3-(p-tolyl)propiolicacid;3-(p-Tolyl)-propiolic acid;4-Methylbenzenepropiolic acid;SCHEMBL670335;DTXSID00293410;3-(4-methylphenyl)propynoic acid;CAA22758;NSC 89331;NSC-89331;AKOS012949870;CS-W018356;AS-82036;D77831;EN300-743586

Chemical Property of 3-(4-Methylphenyl)prop-2-ynoic acid

Chemical Property:

• Vapor Pressure: 0.000242mmHg at 25°C
• Boiling Point: 311.4°Cat760mmHg
• Flash Point: 156.4°C
• Density: 1.2g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 160.052429494
• Heavy Atom Count: 12
• Complexity: 223

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C#CC(=O)O

Technology Process of 3-(4-Methylphenyl)prop-2-ynoic acid

There total 30 articles about 3-(4-Methylphenyl)prop-2-ynoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

carbon dioxide (124-38-9,18923-20-1) + 4-n-methylphenylacetylene (766-97-2) → 3-(4-methylphenyl)prop-2-ynoic acid (2227-58-9)

Guidance literature:

With (4,7-diphenyl-1,10-phenanthroline)bis[tris(p-fluorophenyl)phosphine]copper(I) nitrate; caesium carbonate; In N,N-dimethyl-formamide; at 35 ℃; for 12h; under 3750.38 Torr;

DOI:10.1002/adsc.201000564

Reference yield: 90.0%

carbon dioxide (124-38-9,18923-20-1) + 4-ethynylphenol (2200-91-1) → 3-(4-methylphenyl)prop-2-ynoic acid (2227-58-9)

Guidance literature:

With [CuI(1,1′-bis(di-tert-butylphosphino)ferrocene)]; caesium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 24h; under 760.051 Torr; Inert atmosphere;

DOI:10.1039/c5dt03794h

Reference yield: 85.0%

ethyl 3-(4-methylphenyl)prop-2-ynoate (52188-06-4) → 3-(4-methylphenyl)prop-2-ynoic acid (2227-58-9)

Guidance literature:

With water; sodium hydroxide; In ethanol; for 2.5h; Inert atmosphere;

DOI:10.1002/anie.201610665

upstream raw materials:

methyl 3-oxo-3-(p-tolyl)-2-(triphenylphosphoranylidene)propanoate

carbon dioxide

phenyl(p-tolylethynyl)selane

trans-β-Chlor-p-methylzimtsaeure-methylester

Downstream raw materials:

methyl 3-(4-methylphenyl)prop-2-ynoate

ethyl 3-(4-methylphenyl)prop-2-ynoate

1-(4-methylphenyl)-7-methyl-2,3-naphthalenedicarboxylic anhydride

3-(4-methylphenyl)-2-propynenitrile