ALPHA-PHENYL-CIS-CINNAMIC ACID

Base Information

• Chemical Name: ALPHA-PHENYL-CIS-CINNAMIC ACID
• CAS No.: 91-47-4
• Molecular Formula: C15H12 O2
• Molecular Weight: 224.259
• European Community (EC) Number: 257-676-7
• NSC Number: 16645
• UNII: 4773342A48
• DSSTox Substance ID: DTXSID30238354
• Nikkaji Number: J134.388B
• Wikidata: Q27259022
• ChEMBL ID: CHEMBL1742001
• Mol file: 91-47-4.mol

Synonyms:Acrylicacid, 2,3-diphenyl-, (Z)- (8CI); Acrylic acid, 2,3-diphenyl-, cis- (5CI);Benzeneacetic acid, a-(phenylmethylene)-, (Z)-; (Z)-2,3-Diphenylpropenoic acid; (Z)-a-Phenylcinnamic acid; NSC 16645;cis-2,3-Diphenylacrylic acid; cis-2,3-Diphenylpropenoic acid; cis-a-Carboxystilbene; cis-a-Phenylcinnamic acid

Chemical Property of ALPHA-PHENYL-CIS-CINNAMIC ACID

Chemical Property:

• Melting Point: 174°
• Boiling Point: 336.6±11.0 °C(Predicted)
• PKA: 6.1 in 60% ethanol
• PSA: 37.30000
• Density: 1.198±0.06 g/cm3(Predicted)
• LogP: 3.31180
• 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: 281

Purity/Quality:

98%min ^*data from raw suppliers

(Z)-2,3-diphenylacrylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of ALPHA-PHENYL-CIS-CINNAMIC ACID

There total 52 articles about ALPHA-PHENYL-CIS-CINNAMIC 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%

carbon monoxide (201230-82-2) + diphenyl acetylene (501-65-5) → 2,3-diphenylacrylic acid (91-47-4,91-48-5,3368-16-9)

Guidance literature:

With water; palladium diacetate; 4,5-bis(diphenylphosphanyl)-9,9-dimethyl-9H-xanthene-2,7-disulfonic acid; at 100 ℃; for 24h; under 2250.23 Torr; Temperature; Pressure; regioselective reaction;

DOI:10.1039/d1cy00699a

Reference yield: 97.0%

formic acid (64-18-6) + diphenyl acetylene (501-65-5) → 2,3-diphenylacrylic acid (91-47-4,91-48-5,3368-16-9)

Guidance literature:

With palladium diacetate; acetic anhydride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 80 ℃; for 12h; regioselective reaction; Glovebox; Autoclave; Inert atmosphere;

DOI:10.1002/anie.201501054

Reference yield: 89.0%

N-(imidazo[1,2-a]pyridin-8-yl)-2,3-diphenylacrylamide → 2,3-diphenylacrylic acid (91-47-4,91-48-5,3368-16-9)

Guidance literature:

With lithium hydroxide monohydrate; In ethanol; water; at 100 ℃; for 24h;

DOI:10.1039/d0ob02134b

upstream raw materials:

(E)-2,3-diphenylpropenoic acid

Z-α-bromostilbene

(Z)-methyl benzylidenephenylacetic carboxylate

α-Phenyl-o-aminozimtsaeure

Downstream raw materials:

(Z)-2,3-diphenylprop-2-en-1-ol

(E)-2,3-diphenylpropenoic acid

2,3c-diphenyl-acrylic acid-chloride

2,3c-diphenyl-acrylic acid amide