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

Base Information

• Chemical Name: 3-(2-Methylphenyl)prop-2-ynoic acid
• CAS No.: 7515-27-7
• Molecular Formula: C₁₀H₈O₂
• Molecular Weight: 160.172
• DSSTox Substance ID: DTXSID101293756
• Nikkaji Number: J2.395.508C
• Mol file: 7515-27-7.mol

Synonyms:3-(2-methylphenyl)prop-2-ynoic acid;7515-27-7;o-Tolyl-propynoic acid;tol-2-ylpropiolic acid;SCHEMBL670980;VRKGBSGNFQZBLU-UHFFFAOYSA-N;DTXSID101293756;3-(2-methylphenyl)prop-2-ynoicacid;MFCD14707283;3-(2-Methylphenyl)-2-propynoic acid;AKOS012950212;EN300-743562

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

Chemical Property:

• 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: 231

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=CC=C1C#CC(=O)O

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

There total 16 articles about 3-(2-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: 87.0%

carbon dioxide (124-38-9,18923-20-1) + 1-ethynyl-2-methylbenzene (766-47-2) → 3-(2-methylphenyl)prop-2-ynoic acid (7515-27-7)

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: 87.0%

→ 3-(2-methylphenyl)prop-2-ynoic acid (7515-27-7)

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;

Reference yield: 82.0%

2-methylphenyl bromide (95-46-5) + Propiolic acid (471-25-0) → 3-(2-methylphenyl)prop-2-ynoic acid (7515-27-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 35 ℃; for 24h;

DOI:10.1002/ejoc.201201606

upstream raw materials:

(2RS,3SR)-2,3-dibromo-3-o-tolyl-propionic acid

5-(1,2-Dibromo-2-o-tolyl-ethyl)-3-methyl-4-nitro-isoxazole

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

1-ethynyl-2-methylbenzene

Downstream raw materials:

5-methyl-1-o-tolyl-naphthalene-2,3-dicarboxylic acid-anhydride

1-(2-chloro-phenyl)-5-methyl-naphthalene-2,3-dicarboxylic acid-anhydride

o-tolylpropynoic acid prop-2-ynyl ester

2-(2-(2-methylphenyl)ethynyl)biphenyl