2-Propenoic acid, 3-phenyl-, 2-naphthalenyl ester

Base Information

• Chemical Name: 2-Propenoic acid, 3-phenyl-, 2-naphthalenyl ester
• CAS No.: 76339-56-5
• Molecular Formula: C19H14O2
• Molecular Weight: 274.319
• DSSTox Substance ID: DTXSID00354858
• Mol file: 76339-56-5.mol

Synonyms:2-naphthyl cinnamate;2-Propenoic acid, 3-phenyl-, 2-naphthalenyl ester;76339-56-5;beta-naphthyl cinnamate;ChemDiv3_000355;CBDivE_002855;DTXSID00354858;YVJIMMJEXFMGRK-UHFFFAOYSA-N

Chemical Property of 2-Propenoic acid, 3-phenyl-, 2-naphthalenyl ester

Chemical Property:

• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 274.099379685
• Heavy Atom Count: 21
• Complexity: 368

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)OC2=CC3=CC=CC=C3C=C2

Technology Process of 2-Propenoic acid, 3-phenyl-, 2-naphthalenyl ester

There total 2 articles about 2-Propenoic acid, 3-phenyl-, 2-naphthalenyl ester 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%

cinnamoyl chloride (102-92-1,17082-09-6) + β-naphthol (135-19-3) → 2-naphthylcinnamate (76339-56-5)

Guidance literature:

In chlorobenzene; at 20 ℃; for 1h;

DOI:10.1055/s-2008-1042921

Reference yield: 84.0%

cinnamoyl bromide (10500-28-4) + β-naphthol (135-19-3) → 2-naphthylcinnamate (76339-56-5)

Guidance literature:

copper; copper dichloride; for 0.025h; Irradiation;

DOI:10.1080/00397919808004511

Reference yield: 88.0%

2-naphthylcinnamate (76339-56-5) → NSC 17364 (5448-11-3)

Guidance literature:

With potassium tert-butylate; 1,3-bis(mesityl)imidazolium chloride; In toluene; at 130 ℃; for 24h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/ejoc.201600838

upstream raw materials:

cinnamoyl chloride

β-naphthol

cinnamoyl bromide

Downstream raw materials:

(E)-2-styrylnaphthalene

3-phenyl-2,3-dihydro-1H-benzo[f]chromen-1-one

2'-difluoroboroxy-5',6'-benzochalcone

3-phenyl-1-(2'-hydroxynaphthyl)-2-propen-1-one

Refernces

• 1、 Zadmard,Aghapoor,Bolourtchian,Saidi. "Solid composite copper-copper chloride assisted alkylation of naphthols promoted by microwave irradiation". . p. 4495 - 4499. Retrieved 2007/10/03.