2,2-Dimethyl-2H-1-benzopyran

Base Information

• Chemical Name: 2,2-Dimethyl-2H-1-benzopyran
• CAS No.: 2513-25-9
• Molecular Formula: C11H12O
• Molecular Weight: 160.216
• Hs Code.: 2901299090
• Mol file: 2513-25-9.mol

Synonyms:2,2-dimethyl-2H-1-benzopyran;2H-1-Benzopyran,2,2-dimethyl;2H-1-Benzopyran, 2,2-dimethyl-;2,2'-dimethylchromene;2,2-dimethyl-2H-chromene;

Chemical Property of 2,2-Dimethyl-2H-1-benzopyran

Chemical Property:

• Vapor Pressure: 0.0964mmHg at 25°C
• Melting Point: 78-90 °C
• Refractive Index: 1.5400 (estimate)
• Boiling Point: 231.1°Cat760mmHg
• Flash Point: 86.6°C
• PSA: 9.23000
• Density: 1.007g/cm³
• LogP: 2.87080

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,2-Dimethyl-2H-1-benzopyran

There total 12 articles about 2,2-Dimethyl-2H-1-benzopyran 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: 70.0%

2-methyl-3-buten-2-ol (115-18-4) + 2-Iodophenol (533-58-4) → 2,2-dimethyl-2H-chromene (2513-25-9) + C11H14O2

Guidance literature:

With potassium carbonate; palladium dichloride; In N,N-dimethyl-formamide; at 140 ℃; for 0.5h; Molecular sieve; Microwave irradiation;

DOI:10.1080/00397911.2015.1056371

Reference yield: 38.0%

2-bromo-2-methylpropanal (13206-46-7) + (2-hydroxybenzyl)triphenylphosphonium bromide (70340-04-4) → 2,2-dimethyl-2H-chromene (2513-25-9) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

With sodium tert-pentoxide; In toluene; 1.) room temp, 10 min; 2.) reflux, 30 min;

DOI:10.1016/0040-4020(80)80192-X

Reference yield:

(E)-2-(3-hydroxy-3-methylbut-1-en-1-yl)phenol (17235-15-3) → 2,2-dimethyl-2H-chromene (2513-25-9) + 4-(2-Hydroxyphenyl)-3-methyl-1,3-butadien (36852-15-0)

Guidance literature:

With [2,2]bipyridinyl; iron(III) chloride; In tetrahydrofuran; at 20 - 80 ℃; for 5h; Overall yield = 54 %; Overall yield = 43 mg; Microwave irradiation; Inert atmosphere;

DOI:10.1002/adsc.201500058

upstream raw materials:

methyl magnesium iodide

coumarin

2-furancarbonyl chloride

3-bromo-2,2-dimethyl-2H-[1]benzopyran

Downstream raw materials:

2,3-dihydro-2,2-dimethyl-4H-1-benzopyran-4-one 2,4-dinitrophenylhydrazone

2,2-dimethylchroman

2-prenylphenol

(6aR,11aS)-9-Methoxy-6,6-dimethyl-6a,11a-dihydro-6H-benzo[4,5]furo[3,2-c]chromen-8-ol

Refernces

6-Substituted benzopyrans as potassium channel activators: Synthesis, vasodilator properties, and multivariate analysis

10.1021/jm981047m

The study focuses on the synthesis and evaluation of 6-substituted benzopyrans as potassium channel activators, which have potential applications in treating hypertension and bronchodilation. The researchers synthesized a series of new benzopyran compounds with varying substitutions at the 6-position and assessed their vasodilator properties in rat aorta and trachea. The structure-activity relationships (SAR) of these compounds were investigated using principal component analysis (PCA) and partial least-squares (PLS) analysis. The study identified key chemical descriptors that influence the biological potency of the benzopyrans, such as electronegativity, integy moment, substituent size, lipophilicity, and minimum energies of interaction. The findings provide insights into the design of more effective benzopyran-based potassium channel activators with optimized pharmacological properties.