3-(2,5-Dimethylphenyl)prop-2-enoic acid

Base Information

• Chemical Name: 3-(2,5-Dimethylphenyl)prop-2-enoic acid
• CAS No.: 95883-10-6
• Molecular Formula: C11H12 O2
• Molecular Weight: 176.21
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID20694940
• Mol file: 95883-10-6.mol

Synonyms:2-Propenoic acid, 3-(2,5-dimethylphenyl)-;3-(2,5-dimethylphenyl)prop-2-enoic acid;DTXSID20694940;FAIBVLSPNAHVSQ-UHFFFAOYSA-N;AKOS009156417;FT-0610465

Chemical Property of 3-(2,5-Dimethylphenyl)prop-2-enoic acid

Chemical Property:

• Vapor Pressure: 0.000324mmHg at 25°C
• Melting Point: 129-131°C
• Refractive Index: 1.592
• Boiling Point: 307°Cat760mmHg
• Flash Point: 212.2°C
• PSA: 37.30000
• Density: 1.118g/cm³
• LogP: 2.40120
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water.
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 208

Purity/Quality:

98%Min ^*data from raw suppliers

3-(2,5-Dimethylphenyl)-2-propenoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)C)C=CC(=O)O
• Uses: 2,5-Dimethylcinnamic acid, is used for organic synthesize intermediate

Technology Process of 3-(2,5-Dimethylphenyl)prop-2-enoic acid

There total 5 articles about 3-(2,5-Dimethylphenyl)prop-2-enoic 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: 92.0%

3-(2',5'-dimethylphenyl)-(E)-propenoic acid methyl ester (199393-24-3) → 3-(2,5-dimethylphenyl)propenoic acid (95883-10-6)

Guidance literature:

With sodium hydroxide; In methanol; water; for 7h; Heating;

DOI:10.1246/bcsj.57.3488

Reference yield:

para-xylene (106-42-3) + Propiolic acid (471-25-0) → (2Z)-3-(2,5-dimethylphenyl)propenoic acid + 3-(2,5-dimethylphenyl)propenoic acid (95883-10-6)

Guidance literature:

With iron(III) chloride; silver trifluoromethanesulfonate; trifluoroacetic acid; In dichloromethane; for 15h; optical yield given as %de; Reflux;

DOI:10.1016/j.tetlet.2009.11.130

Reference yield:

para-xylene (106-42-3) → 3-(2,5-dimethylphenyl)propenoic acid (95883-10-6)

Guidance literature:

Multi-step reaction with 2 steps

1: (CH₃CO₂)2Pd / acetic acid / 7 h / Heating

2: 92 percent / NaOH / methanol; H₂O / 7 h / Heating

With palladium diacetate; sodium hydroxide; In methanol; water; acetic acid;

DOI:10.1246/bcsj.57.3488

upstream raw materials:

malonic acid

2,5-dimethylbenzaldehyde

3-(2',5'-dimethylphenyl)-(E)-propenoic acid methyl ester

para-xylene

Downstream raw materials:

(E)-8-(2, 5-Dimethylstyryl)-1,3-diethyl-7-methylxanthine

(E)-8-(2,5-Dimethylstyryl)-1,3-diethylxanthine

Refernces

• 1、 Hashimoto, Takuya,Izumi, Takayuki,Kutubi, Md. Shahajahan,Kitamura, Tsugio. "Iron(III)-catalyzed hydroarylation of propiolic acid with activated arenes". scheme or table. p. 761 - 763. Retrieved 2010/04/05.