2-Benzyl-2-methyl-2H-1,3-benzodioxole

Base Information

• Chemical Name: 2-Benzyl-2-methyl-2H-1,3-benzodioxole
• CAS No.: 105732-47-6
• Molecular Formula: C15H14O2
• Molecular Weight: 226.275
• DSSTox Substance ID: DTXSID70543717
• Wikidata: Q82420663
• Mol file: 105732-47-6.mol

Synonyms:105732-47-6;2-Benzyl-2-methyl-2H-1,3-benzodioxole;DTXSID70543717

Chemical Property of 2-Benzyl-2-methyl-2H-1,3-benzodioxole

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 244

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC2=CC=CC=C2O1)CC3=CC=CC=C3

Technology Process of 2-Benzyl-2-methyl-2H-1,3-benzodioxole

There total 3 articles about 2-Benzyl-2-methyl-2H-1,3-benzodioxole 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:

1-phenyl-acetone (103-79-7,136675-26-8) → 2-methyl-2-benzyl-1,3-benzodioxole (105732-47-6)

Guidance literature:

Multi-step reaction with 2 steps

1: p-toluenesulfonic acid / methanol / Heating

2: 2.) p-toluenesulfonic acid / 1.) benzene, reflux, 2.) benzene, reflux

With toluene-4-sulfonic acid; toluene-4-sulfonic acid; In methanol;

DOI:10.1055/s-1986-31492

Reference yield:

phenylacetone dimethylketal (26163-01-9) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 2-methyl-2-benzyl-1,3-benzodioxole (105732-47-6)

Guidance literature:

toluene-4-sulfonic acid; Yield given. Multistep reaction; 1.) benzene, reflux, 2.) benzene, reflux;

DOI:10.1055/s-1986-31492

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) + 2,4-dimethylpentan-3-one (565-80-0) → 2-methyl-2-benzyl-1,3-benzodioxole (105732-47-6)

Guidance literature:

toluene-4-sulfonic acid; for 24h; Heating; the formed water azeotropically removed;

upstream raw materials:

phenylacetone dimethylketal

benzene-1,2-diol

2,4-dimethylpentan-3-one

1-phenyl-acetone

Downstream raw materials:

2-methyl-2-benzyl-5-acetyl-1,3-benzodioxole

dimethyl phthalate

2-iodo-3-phenylpropene

1-phenyl-2,2-diiodopropane

Refernces

• 1、 Napolitano, Elio,Fiaschi, Rita,Mastrorilli, Ettore. "Halogenative Deoxygenation of Ketones; Vinyl Bromides and/or gem-Dibromides by Cleavage of 1,3-Benzodioxoles (Ketone Phenylene Acetals) with Boron Tribromide". . p. 122 - 125. Retrieved 2007/10/02.