2-Stilbenecarboxylic acid, (Z)-

Base Information

• Chemical Name: 2-Stilbenecarboxylic acid, (Z)-
• CAS No.: 66374-10-5
• Molecular Formula: C15H12O2
• Molecular Weight: 224.259
• NSC Number: 10208
• UNII: DN5IRI896J
• Nikkaji Number: J344.172E
• Wikidata: Q27276492
• Mol file: 66374-10-5.mol

Synonyms:66374-10-5;(Z)-2-Styrylbenzoic acid;DN5IRI896J;cis-2-Stilbenecarboxylic acid;2-Stilbenecarboxylic acid, cis-;2-Stilbenecarboxylic acid, (Z)-;NSC-10208;Benzoic acid, 2-((1Z)-2-phenylethenyl)-;Benzoic acid, 2-(2-phenylethenyl)-, (Z)-;NSC10208;UNII-DN5IRI896J;(Z)-2-stilbenecarboxylic acid;SCHEMBL13554389;(Z)-Stilbene-2-carboxylic acid;NSC 10208;Q27276492

Chemical Property of 2-Stilbenecarboxylic acid, (Z)-

Chemical Property:

• Vapor Pressure: 5.06E-07mmHg at 25°C
• Refractive Index: 1.687
• Boiling Point: 397.2 °C at 760 mmHg
• Flash Point: 182.6 °C
• Density: 1.211 g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 224.083729621
• Heavy Atom Count: 17
• Complexity: 277

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC2=CC=CC=C2C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)/C=C\C2=CC=CC=C2C(=O)O

Technology Process of 2-Stilbenecarboxylic acid, (Z)-

There total 35 articles about 2-Stilbenecarboxylic acid, (Z)- 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%

Methyl 2-styrylbenzoate (63104-88-1) → o-styrylbenzoic acid (60901-21-5,5079-90-3,66374-10-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 70 ℃; for 12h;

DOI:10.1002/adsc.201700369

Reference yield: 99.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + ortho-carboxybenzenediazonium tetrafluoroborate (14783-89-2) → o-styrylbenzoic acid (60901-21-5,5079-90-3,66374-10-5)

Guidance literature:

With palladium diacetate; In ethanol; at 80 ℃; for 0.166667h; Air atmosphere;

DOI:10.1016/j.tetlet.2011.09.014

Reference yield: 96.0%

Methyl (E)-2-(2-phenylethenyl)benzoate (81428-81-1) → (Z)-2-(2-phenylethenyl)benzoic acid (66374-10-5)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 1.5h; Reflux;

DOI:10.1021/jacs.6b02840

upstream raw materials:

(Z)-1-bromo-2-(2-phenylethenyl)benzene

(E)-2-styrylbenzoic acid

Methyl (E)-2-(2-phenylethenyl)benzoate

(E)-8-benzylidenebicyclo[4.2.0]octa-1,3,5-trien-7-one

Downstream raw materials:

3-phenyl-isochroman-1-one

o-phenethylbenzoic acid

(+/-)-erythro-α,α'-dibromo-bibenzyl-2-carboxylic acid

erythro (3RS,8SR)-3-isobenzofuran-1(3H)-one

Refernces

• 1、 -. "COMPOUNDS FOR MODULATING DDAH AND ADMA LEVELS, AS WELL AS METHODS OF USING THEREOF TO TREAT DISEASE". Page/Page column 131; 132. . Retrieved 2019/11/19.
• 2、 Hemric, Brett N.,Shen, Kun,Wang, Qiu. "Copper-Catalyzed Amino Lactonization and Amino Oxygenation of Alkenes Using O-Benzoylhydroxylamines". supporting information. p. 5813 - 5816. Retrieved 2016/06/09.