5,8-Dimethoxy-2,2-dimethylchroman

Base Information

• Chemical Name: 5,8-Dimethoxy-2,2-dimethylchroman
• CAS No.: 92156-56-4
• Molecular Formula: C₁₃H₁₈O₃
• Molecular Weight: 222.284
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID30571056
• Wikidata: Q82458643
• Mol file: 92156-56-4.mol

Synonyms:5,8-Dimethoxy-2,2-dimethylchroman;92156-56-4;5,8-dimethoxy-2,2-dimethyl-3,4-dihydrochromene;DTXSID30571056;5,8-dimethoxy-2,2-dimethylchromane;5,8-Dimethoxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran

Chemical Property of 5,8-Dimethoxy-2,2-dimethylchroman

Chemical Property:

• PSA: 27.69000
• LogP: 2.80740
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 222.125594432
• Heavy Atom Count: 16
• Complexity: 239

Purity/Quality:

5,8-Dimethoxy-2,2-dimethylchroman 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC2=C(C=CC(=C2O1)OC)OC)C

Technology Process of 5,8-Dimethoxy-2,2-dimethylchroman

There total 7 articles about 5,8-Dimethoxy-2,2-dimethylchroman 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: 91.0%

2,2-dimethyl-5,8-dimethoxy-2H-1-benzopyrane (113949-29-4) → 5,8-dimethoxy-2,2-dimethylchroman (92156-56-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; under 982.6 Torr;

DOI:10.1139/v95-174

Reference yield:

2,5-dimethoxyphenol (18113-18-3) → 5,8-dimethoxy-2,2-dimethylchroman (92156-56-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 82 percent / conc. HCl

2: 1.) n-BuLi / 1.) THF, hexane, RT, 2 h, 2.) THF, RT, overnight

3: HCl / CHCl₃ / 2 h / Ambient temperature

4: 85 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

5: 84 percent / conc, HCl / CHCl₃ / Ambient temperature

6: 91 percent / H₂ / 10percent Pd/C / ethyl acetate / 982.6 Torr

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; hydrogen; palladium on activated charcoal; In tetrahydrofuran; chloroform; ethyl acetate;

DOI:10.1139/v95-174

Reference yield:

2,5-Dimethoxy-1-(tetrahydro-2H-pyran-2-yloxy)-benzol (109765-65-3) → 5,8-dimethoxy-2,2-dimethylchroman (92156-56-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1.) THF, hexane, RT, 2 h, 2.) THF, RT, overnight

2: HCl / CHCl₃ / 2 h / Ambient temperature

3: 85 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

4: 84 percent / conc, HCl / CHCl₃ / Ambient temperature

5: 91 percent / H₂ / 10percent Pd/C / ethyl acetate / 982.6 Torr

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; hydrogen; palladium on activated charcoal; In tetrahydrofuran; chloroform; ethyl acetate;

DOI:10.1139/v95-174

upstream raw materials:

2,2-dimethyl-5,8-dimethoxy-2H-1-benzopyrane

2,5-dimethoxyphenol

2,5-Dimethoxy-1-(tetrahydro-2H-pyran-2-yloxy)-benzol

5,8-dimethoxy-2,2-dimethyl-4-chromanone