494-12-2

Basic information

• Product Name: 3,4-dihydro-2-phenyl-2H-1-benzopyran
• Synonyms: 3,4-dihydro-2-phenyl-2H-1-benzopyran;2-phenyl-3,4-dihydro-2H-chromene
• CAS NO: 494-12-2
• Molecular Formula: C₁₅H₁₄O
• Molecular Weight: 210.27106
• EINECS: 207-786-6
• Mol File: 494-12-2.mol
• Article Data: 32

Chemical Properties

• Melting Point: 46.3°C
• Boiling Point: 332°C (estimate)
• Flash Point: 157.2°C
• Appearance: /
• Density: 1.0232 (rough estimate)
• Vapor Pressure: 0.000155mmHg at 25°C
• Refractive Index: 1.5361 (estimate)
• CAS DataBase Reference: 3,4-dihydro-2-phenyl-2H-1-benzopyran(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-dihydro-2-phenyl-2H-1-benzopyran(494-12-2)
• EPA Substance Registry System: 3,4-dihydro-2-phenyl-2H-1-benzopyran(494-12-2)

Safety Data

• Hazardous Substances Data: 494-12-2(Hazardous Substances Data)

Usage

General Description

3,4-Dihydro-2-phenyl-2H-1-benzopyran, also known as DPN, is a synthetic chemical compound derived from the benzopyran family. It is commonly used in laboratory research to study its potential pharmacological effects, particularly in relation to its activity as a selective agonist for estrogen receptors. DPN has been shown to have a high affinity for the estrogen receptor beta (ERβ), and has been used in various experiments to elucidate the specific functions and signaling pathways associated with this receptor. Additionally, DPN has been investigated for its potential therapeutic applications, including its role in the prevention and treatment of various diseases such as osteoporosis, cardiovascular disease, and cancer. Its unique structure and pharmacological properties make it a valuable tool for studying estrogen receptor biology and potential drug development.

InChI:InChI=1/C15H14O/c1-2-6-12(7-3-1)15-11-10-13-8-4-5-9-14(13)16-15/h1-9,15H,10-11H2

Upstream product

• 100-42-5 styrene 
• 90-01-7 salicylic alcohol 
• 4526-41-4 o-(methylthiomethyl)-phenol 
• 88214-92-0 2-methoxyflavan 
• 24114-57-6 3-(2-hydroxyphenyl)-1-phenyl-1-propene 
• 10035-10-6 hydrogen bromide 
• 64-19-7 acetic acid 
• 538342-16-4 3-methoxycarbonyl-4H-1,2-benzoxazine 
• 6161-96-2 2-acetoxymethylphenol 
• 1153673-76-7 2-methoxymethyloxybenzyl acetate 
• 644-78-0 2-hydroxychalcone 
• 533-58-4 2-Iodophenol 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 98-85-1 1-Phenylethanol 

Downstream Products

• 1481-90-9 2-(3-phenylpropyl)phenol 
• 260-94-6 acridine 
• 779-84-0 N-phenylsalicylaldimine 
• 3526-45-2 2-((phenylamino)methyl)phenol 
• 38997-00-1 2-(2-aminobenzyl)phenol 
• 525-82-6 FLAVONE 
• 73303-04-5 Acetic acid 2-(2-acetylamino-benzyl)-phenyl ester 

Relevant articles and documents

Montmorillonite-mediated hetero-Diels-Alder reaction of alkenes and o-quinomethanes generated in situ by dehydration of o-hydroxybenzyl alcohols

The intermolecular hetero-Diels-Alder reaction of in situ-generated o-quinomethanes and unactivated alkenes has been accomplished through a wet montmorillonite catalyst in a LiClO4-MeNO2 solution to give good yields of varied chromane skeletons.

One pot tandem dual CC and CO bond reductions in the β-alkylation of secondary alcohols with primary alcohols by ruthenium complexes of amido and picolyl functionalized N-heterocyclic carbenes

Two different classes of ruthenium complexes, namely, [1-mesityl-3-(2,6-Me2-phenylacetamido)-imidazol-2-ylidene]Ru(p-cymene)Cl (1c) and {[1-(pyridin-2-ylmethyl)-3-(2,6-Me2-phenyl)-imidazol-2-ylidene]Ru(p-cymene)Cl}Cl (2c), successfully catalyzed the one-pot tandem alcohol-alcohol coupling reactions of a variety of secondary and primary alcohols, in moderate to good yields of ca. 63-89%. The mechanistic investigation performed on two representative catalytic substrates, 1-phenylethanol and benzyl alcohol using the neutral ruthenium (1c) complex showed that the catalysis proceeded via a partially reduced CC hydrogenated carbonyl species, [PhCOCH2CH2Ph] (3′), to the fully reduced CO and CC hydrogenated secondary alcohol, [PhCH(OH)CH2CH2Ph] (3). Furthermore, the time dependent study showed that the major product of the catalysis modulated between (3′) and (3) during the catalysis run performed over an extended period of 120 hours. Finally, the practical utility of the alcohol-alcohol coupling reaction was demonstrated by preparing five different flavan derivatives (13-17) related to various bioactive flavonoid natural products, in a one-pot tandem fashion.

One-Pot Synthesis of O-Heterocycles or Aryl Ketones Using an InCl3/Et3SiH System by Switching the Solvent

An efficient one-pot synthesis of O-heterocycles or aryl ketones has been achieved using Et3SiH in the presence of InCl3 via a sequential ionic hydrogenation reaction by switching the solvent. This methodology can be used to construct C-O bonds and to prepare conjugate reduction products, including chromans, tetrahydrofurans, tetrahydropyrans, dihydroisobenzofurans, dihydrochalcones, and 1,4-diones in a facile manner. In addition, a novel plausible mechanism involving a conjugate reduction and a tandem reductive cyclization was verified by experimental investigations.