COUMARIN 6

Base Information

• Chemical Name: COUMARIN 6
• CAS No.: 88241-65-0
• Molecular Formula: C₁₅H₁₂O₂
• Molecular Weight: 224.259
• Mol file: 88241-65-0.mol

Synonyms:(E)-4-Phenylcinnamic acid;trans-3-(4-Phenylphenyl)-2-propenoic acid;trans-4-Phenylcinnamic acid;

Chemical Property of COUMARIN 6

Chemical Property:

• Melting Point: 224-228 °C
• Boiling Point: 412.912 °C at 760 mmHg
• Flash Point: 308.021 °C
• PSA: 74.58000
• Density: 1.178 g/cm³
• LogP: 4.91590
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMF: soluble

Purity/Quality:

99% ^*data from raw suppliers

(E)-3-([1,1'-Biphenyl]-4-yl)acrylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of COUMARIN 6

There total 27 articles about COUMARIN 6 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:

4,5-Dimethyl-2-<4-diphenyl>-1,2,3,6-tetrahydro-benzoesaeure

3-biphenyl-4-yl-N-[3-(2,3-dimethyl-3H-imidazol-4-yl)phenyl] acrylamide

2-{[(2E)-3-(1,1'-biphenyl-4-yl)prop-2-enoyl]amino}-4-hydroxybenzoic acid methyl ester

biphenyl-4-yl-propynoic acid

Refernces

• 1、 Zhao, Bin,Xu, Bo. "Visible-light promoted oxidative cyclization of cinnamic acid derivatives using xanthone as the photocatalyst". supporting information. p. 568 - 573. Retrieved 2021/02/06.
• 2、 Wang, Meng-Meng,Lu, Sheng-Mei,Paridala, Kumaraswamy,Li, Can. "Water-initiated hydrocarboxylation of terminal alkynes with CO2and hydrosilane". supporting information. p. 1230 - 1233. Retrieved 2021/02/09.