Chroman-3,8-diol

Base Information

• Chemical Name: Chroman-3,8-diol
• CAS No.: 81486-17-1
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.177
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID20536634
• Nikkaji Number: J243.004E
• Mol file: 81486-17-1.mol

Synonyms:Chroman-3,8-diol;81486-17-1;3,4-DIHYDRO-2H-CHROMENE-3,8-DIOL;chromane-3,8-diol;2H-1-Benzopyran-3,8-diol,3,4-dihydro-;SCHEMBL10501188;DTXSID20536634;UANJXJQTNXYKEN-UHFFFAOYSA-N;AKOS006316271;3,4-dihydro-2H-1-benzopyran-3,8-diol;3,4-Dihydro-3,8-dihydroxy-2H-1-benzopyran;G70550;A840144

Chemical Property of Chroman-3,8-diol

Chemical Property:

• PSA: 49.69000
• LogP: 0.68800
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

99%min ^*data from raw suppliers

Chroman-3,8-diol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(COC2=C1C=CC=C2O)O

Technology Process of Chroman-3,8-diol

There total 5 articles about Chroman-3,8-diol 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: 88.9%

3,4-dihydro-3-hydroxy-8-methoxy-2H-1-benzopyran (91520-01-3) → 3,4-dihydro-3,8-dihydroxy-2H-1-benzopyran (81486-17-1)

Guidance literature:

With hydrogen bromide; at 90 ℃; for 9h;

DOI:10.1248/cpb.35.632

Reference yield:

2-Allyl-6-methoxyphenyl acetate (2173-78-6) → 3,4-dihydro-3,8-dihydroxy-2H-1-benzopyran (81486-17-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 88.7 percent / 40 percent (w/v) peracetic acid, AcOK / CH₂Cl₂ / 48 h / Ambient temperature

2: 90.4 percent / 20 percent (w/v) HCl / diethyl ether / 12 h / Ambient temperature

3: 1.53 g / K₂CO₃ / dimethylformamide / 2 h / Ambient temperature

4: 52.1 percent / 1 N NaOH / methanol / 1 h / Ambient temperature

5: 88.9 percent / 47 percent HBr / 9 h / 90 °C

With hydrogenchloride; peracetic acid; sodium hydroxide; hydrogen bromide; potassium acetate; potassium carbonate; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.35.632

Reference yield:

8-methoxy-3,4-dihydro-2H-1-benzopyran-3-yl acetate (91520-04-6) → 3,4-dihydro-3,8-dihydroxy-2H-1-benzopyran (81486-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 52.1 percent / 1 N NaOH / methanol / 1 h / Ambient temperature

2: 88.9 percent / 47 percent HBr / 9 h / 90 °C

With sodium hydroxide; hydrogen bromide; In methanol;

DOI:10.1248/cpb.35.632

upstream raw materials:

3,4-dihydro-3-hydroxy-8-methoxy-2H-1-benzopyran

2-Allyl-6-methoxyphenyl acetate

8-methoxy-3,4-dihydro-2H-1-benzopyran-3-yl acetate

2-(2,3-Epoxypropyl)-6-methoxyphenyl acetate

Downstream raw materials:

3,4-dihydro-8-hydroxy-3-nitroxy-2H-1-benzopyran

1-Benzylamino-3-(3-nitrooxy-chroman-8-yloxy)-propan-2-ol

nipradilol

Carbonic acid ethyl ester 3-hydroxy-chroman-8-yl ester

Refernces