trans-4-Phenylcinnamic acid

Base Information

• Chemical Name: trans-4-Phenylcinnamic acid
• CAS No.: 13026-23-8
• Molecular Formula: C₁₅H₁₂O₂
• Molecular Weight: 224.259
• Hs Code.: 2916399090
• European Community (EC) Number: 235-888-0
• DSSTox Substance ID: DTXSID601240695
• Mol file: 13026-23-8.mol

Synonyms:p-Phenylcinnamic acid;trans-4-phenylcinnamic acid;EINECS 235-888-0;DMJDEZUEYXVYNO-FLIBITNWSA-N;DTXSID601240695;88241-67-2;3-([1,1''-Biphenyl]-4-yl)acrylic acid;2-Propenoic acid, 3-[1,1'-biphenyl]-4-yl-;(2Z)-3-[1,1'-Biphenyl]-4-yl-2-propenoic acid #;2-Propenoic acid, 3-[1,1'-biphenyl]-4-yl-, (Z)-

Chemical Property of trans-4-Phenylcinnamic acid

Chemical Property:

• Vapor Pressure: 1.47E-07mmHg at 25°C
• Melting Point: 224-225 °C
• Refractive Index: 1.636
• Boiling Point: 412.9 °C at 760 mmHg
• PKA: 4.46±0.10(Predicted)
• Flash Point: 308 °C
• PSA: 37.30000
• Density: 1.178 g/cm³
• LogP: 3.45140
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 224.083729621
• Heavy Atom Count: 17
• Complexity: 269

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-PhenylcinnamicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,Xn
• Statements: 22-51/53
• Safety Statements: 22-24/25-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C=CC(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)/C=C\C(=O)O
• Uses: 4-Phenylcinnamic acid is used as pharmaceutical intermediates and for chemical research.

Technology Process of trans-4-Phenylcinnamic acid

There total 27 articles about trans-4-Phenylcinnamic 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%

acetic acid (64-19-7,77671-22-8) + 4-Phenylbenzaldehyde (3218-36-8) → (2E)-3-(1,1'-biphenyl-4-yl)acrylic acid (13026-23-8,88241-67-2,88241-65-0)

Guidance literature:

acetic acid; 4-Phenylbenzaldehyde; With titanium tetrachloride; In dichloromethane; at 25 ℃; for 0.333333h; Inert atmosphere;

With triethylamine; In dichloromethane; at 25 ℃; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.04.098

Reference yield: 88.0%

malonic acid (141-82-2) + 4-Phenylbenzaldehyde (3218-36-8) → (2E)-3-(1,1'-biphenyl-4-yl)acrylic acid (13026-23-8,88241-67-2,88241-65-0)

Guidance literature:

With piperidine; pyridine;

DOI:10.1016/j.ejmech.2018.02.054

Reference yield: 84.0%

methyl (E)-3-([1′,1′′-biphenyl]-4′-yl)acrylate (20883-99-2,22837-75-8) → (2E)-3-(1,1'-biphenyl-4-yl)acrylic acid (13026-23-8,88241-67-2,88241-65-0)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; methanol; for 3h; Reflux;

upstream raw materials:

malonic acid

4-Phenylbenzaldehyde

biphenyl

ethyl 3-([1,1′-biphenyl]-4-yl)acrylate

Downstream raw materials:

4-(1-phenylvinyl)-1,1′-biphenyl

(S)-3-([1,1'-biphenyl]-4-yl)-2-aminopropanoic acid

([1,1’-biphenyl]-4-yl)alanine

7-phenyl-2H-chromen-2-one

Refernces

• 1、 Zhang, Han,Yu, Peilin,Lin, Hongwei,Jin, Zefang,Zhao, Siqi,Zhang, Yi,Xu, Qingxia,Jin, Hongwei,Liu, Zhenming,Yang, Wei,Zhang, Liangren. "The Discovery of Novel ACA Derivatives as Specific TRPM2 Inhibitors that Reduce Ischemic Injury Both in Vitro and in Vivo". . p. 3976 - 3996. Retrieved 2021/05/04.
• 2、 -. "Method for preparing alpha, beta-unsaturated carboxylic acid compound". Paragraph 0103-0104; 0479-0494. . Retrieved 2021/05/05.