3-[4-(Trifluoromethyl)phenyl]prop-2-enoic acid

Base Information

• Chemical Name: 3-[4-(Trifluoromethyl)phenyl]prop-2-enoic acid
• CAS No.: 2062-26-2
• Molecular Formula: C₁₀H₇F₃O₂
• Molecular Weight: 216.16
• DSSTox Substance ID: DTXSID901248274
• Mol file: 2062-26-2.mol

Synonyms:4-Trifluoromethylcinnamic acid;3-(4-trifluoromethyl-phenyl)-acrylic acid;3-[4-(trifluoromethyl)phenyl]prop-2-enoic acid;MFCD00002696;Enamine_005929;4-trifluoromethyl-cinnamic acid;4-(trifluoromethyl)-cinnamic acid;DTXSID901248274;AKOS016042104;PS-6825;3-(4-trifluoromethylphenyl)acrylic acid;SY003752;3-[4-(trifluoromethyl)phenyl]acrylic acid;FT-0637391;T2499

Chemical Property of 3-[4-(Trifluoromethyl)phenyl]prop-2-enoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Melting Point: 231-233 °C(lit.)
• Boiling Point: 276.9 °C at 760 mmHg
• PKA: 4.21±0.10(Predicted)
• Flash Point: 121.3 °C
• PSA: 37.30000
• Density: 1.363 g/cm³
• LogP: 2.80320
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 216.03981395
• Heavy Atom Count: 15
• Complexity: 250

Purity/Quality:

98.0%Min ^*data from raw suppliers

(E)-3-(4-(trifluoromethyl)phenyl)acrylicacid 99.77% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC(=O)O)C(F)(F)F

Technology Process of 3-[4-(Trifluoromethyl)phenyl]prop-2-enoic acid

There total 28 articles about 3-[4-(Trifluoromethyl)phenyl]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: 100.0%

4-Trifluoromethylbenzaldehyde (455-19-6) + malonic acid (141-82-2) → 4-(trifluoromethyl)cinnamic acid (16642-92-5,87212-84-8,2062-26-2)

Guidance literature:

With pyridine; aniline; In toluene; for 18h; Reflux;

DOI:10.1016/j.bmc.2017.05.011

Reference yield: 99.0%

ethyl (E)-4-trifluoromethylcinnamate (101466-85-7,128408-03-7) → 3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid (2062-26-2,87212-84-8,16642-92-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 25 ℃; for 24h;

DOI:10.1016/j.bmc.2021.116299

Reference yield: 99.0%

(2E)-3-(4-trifluoromethylphenyl)prop-2-enal (95123-61-8) → 3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid (2062-26-2,87212-84-8,16642-92-5)

Guidance literature:

With C₄H₁₁FeMo₆NO₂₄^(3-)*3C₁₆H₃₆N⁽¹⁺⁾; water; oxygen; sodium carbonate; at 50 ℃; for 8h; under 760.051 Torr; Green chemistry;

DOI:10.1002/anie.201612225

upstream raw materials:

4-Trifluoromethylbenzaldehyde

malonic acid

carbon dioxide

5,5-dimethyl-2-[2-(4-trifluoromethylphenyl)ethen-1-yl]-1,3,2-dioxaborinane

Downstream raw materials:

methyl (2E)-3-(4-(trifluoromethyl)phenyl)prop-2-enoate

(E)-1-((R)-2-Pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-3-(4-trifluoromethyl-phenyl)-propenone

NNC 0038-0000-1202

(E)-N-(4-amino-2-benzoylphenyl)-3-(4-trifluoromethylphenyl)acrylic acid amide

Refernces

• 1、 Pan, Chunxiang,Yang, Chunhui,Li, Kangkui,Zhang, Keyang,Zhu, Yuanbin,Wu, Shiyuan,Zhou, Yongyun,Fan, Baomin. "Photo-Promoted Decarboxylative Alkylation of α, β-Unsaturated Carboxylic Acids with ICH2CN for the Synthesis of β, γ-Unsaturated Nitriles". supporting information. p. 7188 - 7193. Retrieved 2021/10/01.
• 2、 Gong, Zhaotang,Liu, Guoyun,Mu, Wenwen,Wang, Ziqing,Yang, Jie. "Meta-substituted piperlongumine derivatives attenuate inflammation in both RAW264.7 macrophages and a mouse model of colitis". . . Retrieved 2021/11/16.