2-Butenoic acid, 3-(4-methylphenyl)-

Base Information

• Chemical Name: 2-Butenoic acid, 3-(4-methylphenyl)-
• CAS No.: 14271-34-2
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• DSSTox Substance ID: DTXSID80372818
• Mol file: 14271-34-2.mol

Synonyms:2-Butenoic acid, 3-(4-methylphenyl)-;14271-34-2;DTXSID80372818

Chemical Property of 2-Butenoic acid, 3-(4-methylphenyl)-

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

99.90% ^*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)C

Technology Process of 2-Butenoic acid, 3-(4-methylphenyl)-

There total 6 articles about 2-Butenoic acid, 3-(4-methylphenyl)- 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: 42.0%

2-butenoic acid (3724-65-0) + 4-methylphenyl(mesityl)iodonium trifluoromethanesulfonate → β-methyl 4-methylphenylacrylic acid (14271-34-2)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; silver(I) triflimide; Trimethylacetic acid; In cyclohexane; at 100 ℃; for 12h; Schlenk technique; Molecular sieve; Inert atmosphere;

DOI:10.1021/jacs.5b06758

Reference yield:

ethyl 3-(4-methylphenyl)-2-butenoate (94853-53-9,115819-11-9,6305-61-9) → β-methyl 4-methylphenylacrylic acid (14271-34-2)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/jo01286a047

Reference yield:

para-methylacetophenone (122-00-9) → β-methyl 4-methylphenylacrylic acid (14271-34-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: water; potassium hydroxide / 100 °C / Inert atmosphere

With water; sodium hydride; potassium hydroxide; In tetrahydrofuran; mineral oil;

DOI:10.1002/adsc.201100178

upstream raw materials:

para-methylacetophenone

ethyl iodoacetae

ethyl 3-(4-methylphenyl)-2-butenoate

2-butenoic acid

Downstream raw materials:

1-methyl-4-isopropenylbenzene

3-(4-methylphenyl)butanoic acid

1-phenyl-3-(p-tolyl)but-2-en-1-one

3-hydroxy-3-p-tolyl-butyric acid