3-Hydroxy-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione

Base Information

Chemical Name:3-Hydroxy-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione
CAS No.:110271-41-5
Molecular Formula:C₁₃H₁₀O₄
Molecular Weight:230.22
Hs Code.:2932999099
DSSTox Substance ID:DTXSID00911566
Nikkaji Number:J1.070.347F
Wikidata:Q82881710
ChEMBL ID:CHEMBL300106
Mol file:110271-41-5.mol

Synonyms:Chiu Chieh Mu;psychorubrin

Suppliers and Price of 3-Hydroxy-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Chemicals and raw materials
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Total 2 raw suppliers

Chemical Property of 3-Hydroxy-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione

Chemical Property:

Vapor Pressure:1.33E-09mmHg at 25°C
Melting Point:153 °C
Boiling Point:469.1°Cat760mmHg
PKA:11.97±0.20(Predicted)
Flash Point:188.4°C
PSA：63.60000
Density:1.45g/cm³
LogP:1.10090
XLogP3:0.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:0
Exact Mass:230.05790880
Heavy Atom Count:17
Complexity:410

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1C(OCC2=C1C(=O)C3=CC=CC=C3C2=O)O

Technology Process of 3-Hydroxy-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione

There total 20 articles about 3-Hydroxy-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione 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%

: 221122-93-6
3,4-dihydro-5,10-dimethoxy-1H-naphtho<2,3-c>pyran-3-ol

: 110271-41-5
psychorubrin

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile; at 20 ℃; for 0.5h;
DOI:10.1016/j.tetlet.2004.03.008

Reference yield:

: 221122-92-5
2-allyl-3-hydroxymethyl-1,4-dimethoxynaphthalene

: 110271-41-5
psychorubrin

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / KOtBu / tetrahydrofuran / 3 h / 20 °C

2: 96 percent / Na₂CO₃; [IrCl(cod)]2 / toluene / 12 h / 100 °C

3: 86 percent / Grubbs' catalyst / toluene / 24 h / 20 - 100 °C

4: 75 percent / p-TsOH / acetonitrile; H₂O / 3 h / 100 °C

5: 91 percent / cerium(IV) ammonium nitrate / acetonitrile; H₂O / 0.5 h / 20 °C

With Grubbs catalyst first generation; bis(1,5-cyclooctadiene)diiridium(I) dichloride; ammonium cerium(IV) nitrate; potassium tert-butylate; sodium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; water; toluene; acetonitrile;
DOI:10.1016/j.tetlet.2004.03.008

Reference yield:

: 2065-37-4
2-bromo-1,4-naphthoquinone

: 110271-41-5
psychorubrin

Guidance literature:: Multi-step reaction with 6 steps

1: 71 percent / (NH₄)2S₂O₈, AgNO₃ / acetonitrile; H₂O / 7 h / 60 - 70 °C

2: 1.) SnCl₂, aq. HCl, 2.) aq. KOH / 1.) 95 percent ethanol, 50 deg C, 30 min, 2.) 65 deg C, 3 h

3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 10 min, then -78 deg C to room temp., 2 h

4: 96 percent / LiAlH₄ / diethyl ether / 16 h / Ambient temperature

5: 19 percent / OsO₄, NaIO₄ / H₂O; dioxane / 72 h / Ambient temperature

6: cerium(IV) ammonium nitrate / acetonitrile; H₂O / 0.5 h / 0 - 20 °C

With hydrogenchloride; potassium hydroxide; ammonium peroxydisulfate; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; ammonium cerium(IV) nitrate; silver nitrate; tin(ll) chloride; In 1,4-dioxane; diethyl ether; water; acetonitrile;
DOI:10.1021/jo9811975