6-methyl-3,4-dihydro-2H-1-benzopyran

Base Information

• Chemical Name: 6-methyl-3,4-dihydro-2H-1-benzopyran
• CAS No.: 3722-74-5
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.205
• European Community (EC) Number: 837-666-4
• Nikkaji Number: J79.846K
• Mol file: 3722-74-5.mol

Synonyms:6-methyl-3,4-dihydro-2H-1-benzopyran;3722-74-5;6-methylchroman;SCHEMBL172501;6-methyl-3,4-dihydro-2H-chromene;AKOS033199373;CS-0252444;EN300-60319;Z939648534

Chemical Property of 6-methyl-3,4-dihydro-2H-1-benzopyran

Chemical Property:

• Vapor Pressure: 0.08mmHg at 25°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)OCCC2

Technology Process of 6-methyl-3,4-dihydro-2H-1-benzopyran

There total 24 articles about 6-methyl-3,4-dihydro-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: 71.0%

2-Brom-1-(3-brompropoxy)-4-methylbenzol (66246-12-6) → 3,4-Dihydro-6-methyl-2H-1-benzopyran (3722-74-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -100 ℃; for 0.5h;

DOI:10.1021/jo00320a032

Reference yield: 30.0%

3-(4-methylphenoxy)propan-1-ol (52449-00-0) → 3,4-Dihydro-6-methyl-2H-1-benzopyran (3722-74-5)

Guidance literature:

With PPA; phosphorus pentachloride; for 0.5h;

Reference yield:

3-(p-methylphenyl)prop-1-yl hydroperoxide → 7-methyl chroman (3722-73-4) + 3,4-Dihydro-6-methyl-2H-1-benzopyran (3722-74-5) + 3-(4-methylphenyl)propanol (5406-39-3) + 3-(4-methylphenyl)propionaldehyde (5406-12-2)

Guidance literature:

With copper diacetate; iron(II) sulfate; In water; acetonitrile; for 2h; Product distribution; Ambient temperature; other p-substituted-aryl-1-propyl hydroperoxides; effect of pH;

upstream raw materials:

3,4-dihydro-2H-1-benzopyran-6-carbaldehyde

acetic acid-(2-allyl-4-methyl-phenyl ester)

3-(2-hydroxy-5-methylphenyl)propan-1-ol

(3-chloro-propyl)-p-tolyl ether

Refernces

• 1、 Goosen, Andre,McCleland, Cedric W.,Rinaldi, Fabrizio C.. "Cyclisation of 3-(p-Methylphenyl)propan-1-ol via its Alkoxyl Radical and Aryl Radical Cation Intermediates. A Comparison of Regioselectivities". . p. 279 - 281. Retrieved 2007/10/02.
• 2、 Bradsher, Charles K.,Reames, David C.. "Oxygen Heterocycles by the Parham Cyclialkylation". . p. 1384 - 1388. Retrieved 2007/10/02.