2-phenyl-4H-chromene

Base Information

• Chemical Name: 2-phenyl-4H-chromene
• CAS No.: 494-13-3
• Molecular Formula: C15H12O
• Molecular Weight: 208.26
• DSSTox Substance ID: DTXSID301312831
• Nikkaji Number: J53.110C
• Mol file: 494-13-3.mol

Synonyms:2-phenyl-4H-chromene;flaven;494-13-3;2-phenyl-4H-chromen;2-phenyl-4h-1-benzopyran;SCHEMBL667761;4H-1-Benzopyran, 2-phenyl-;OJXOWGJHAMWLIZ-UHFFFAOYSA-N;DTXSID301312831

Chemical Property of 2-phenyl-4H-chromene

Chemical Property:

• PSA: 9.23000
• LogP: 3.66260
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 208.088815002
• Heavy Atom Count: 16
• Complexity: 263

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C=C(OC2=CC=CC=C21)C3=CC=CC=C3

Technology Process of 2-phenyl-4H-chromene

There total 18 articles about 2-phenyl-4H-chromene 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: 80.0%

FLAVONE (525-82-6,66585-04-4) → 2-phenyl-4H-chromene (494-13-3) + 2-phenyl-4H-chromen-4-ol (1481-98-7)

Guidance literature:

With MoO₂Cl₂(H₂O)₂; phenylsilane; In tetrahydrofuran; for 16h; Reflux; Schlenk technique; Green chemistry;

DOI:10.1002/cctc.201500560

Reference yield: 76.0%

(E)-2-(1-hydroxy-3-phenylallyl)phenol → 2-phenyl-4H-chromene (494-13-3)

Guidance literature:

With C₂₄H₃₉OPRu⁽¹⁺⁾*BF₄^(1-); In 1,2-dichloro-ethane; at 125 ℃; for 6h; regioselective reaction; Schlenk technique;

DOI:10.1021/acs.organomet.9b00629

Reference yield: 65.0%

flavylium tetrafluoroborate → 2-phenyl-4H-chromene (494-13-3)

Guidance literature:

With tri-n-butyl-tin hydride; In dichloromethane; at -40 ℃; for 0.0333333h;

DOI:10.1002/1099-0690(200112)2001:23<4451::aid-ejoc4451>3.0.co;2-f

upstream raw materials:

FLAVONE

2-phenylchromenylium perchlorate

cis-3-bromoflavan

diethyl ether

Downstream raw materials:

2-(2-phenyl-4H-chromen-4-yl) octanal

(R)-3,4-dihydro-2-phenyl-2H-1-benzopyran

(S)-3,4-dihydro-2-phenyl-2H-1-benzopyran

2,3-cis-3-bromo-2-methoxyflavan

Refernces

• 1、 Fernandes, Tiago A.,Fernandes, Ana C.. "Dioxomolybdenum Complexes as Excellent Catalysts for the Deoxygenation of Aryl Ketones to Aryl Alkenes". . p. 3503 - 3507. Retrieved 2015/11/10.
• 2、 Valla, Carine,Baeza, Alejandro,Menges, Frederik,Pfaltz, Andreas. "Enantioselective synthesis of chromanes by iridium-catalyzed asymmetric hydrogenation of 4H-chromenes". body text. p. 3167 - 3171. Retrieved 2009/06/17.