8H-Cyclopent[a]acenaphthylen-8-one, 6b,7-dihydro-6b-hydroxy-1,6,7,9-tetramethyl-

Base Information

• Chemical Name: 8H-Cyclopent[a]acenaphthylen-8-one, 6b,7-dihydro-6b-hydroxy-1,6,7,9-tetramethyl-
• CAS No.: 146885-82-7
• Molecular Formula: C19H18O2
• Molecular Weight: 278.351
• NSC Number: 694697
• DSSTox Substance ID: DTXSID301137780
• Nikkaji Number: J1.802.366K
• ChEMBL ID: CHEMBL1998540
• Mol file: 146885-82-7.mol

Synonyms:146885-82-7;8H-Cyclopent[a]acenaphthylen-8-one, 6b,7-dihydro-6b-hydroxy-1,6,7,9-tetramethyl-;NSC694697;9a-hydroxy-1,6,7,9-tetramethyl-9H-cyclopenta[a]acenaphthylen-8-one;6b-Hydroxy-1,6,7,9-tetramethyl-6b,7-dihydro-8H-cyclopenta[a]acenaphthylen-8-one;6b,7-Dihydro-6b-hydroxy-1,6,7,9-tetramethyl-8H-cyclopent[a]acenaphthylen-8-one;8h-cyclopent[a]acenaphthylen-8-one,6b,7-dihydro-6b-hydroxy-1,6,7,9-tetramethyl-;CHEMBL1998540;DTXSID301137780;MFCD26743831;NSC-694697;NCI60_033911;F18400;6b-hydroxy-1,6,7,9-tetramethyl-6bH,7H,8H-cyclopenta[a]acenaphthylen-8-one;1,6,7,9-Tetramethyl-6b-hydroxy-6b,7-dihydro-8H-cyclopenta[a]acenaphthylene-8-one

Chemical Property of 8H-Cyclopent[a]acenaphthylen-8-one, 6b,7-dihydro-6b-hydroxy-1,6,7,9-tetramethyl-

Chemical Property:

• PSA: 37.30000
• LogP: 3.65010
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 278.130679813
• Heavy Atom Count: 21
• Complexity: 534

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(=O)C(=C2C1(C3=C(C=CC4=C3C2=C(C=C4)C)C)O)C

Technology Process of 8H-Cyclopent[a]acenaphthylen-8-one, 6b,7-dihydro-6b-hydroxy-1,6,7,9-tetramethyl-

There total 14 articles about 8H-Cyclopent[a]acenaphthylen-8-one, 6b,7-dihydro-6b-hydroxy-1,6,7,9-tetramethyl- 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: 85.0%

3,8-dimethylacenaphthylene-1,2-dione (146885-81-6) + pentan-3-one (96-22-0) → 6,7-dihydro-6-hydroxy-7,9-dimethyl-8H-cyclopenta[a]acenaphthylene-8-one (146885-82-7)

Guidance literature:

With potassium hydroxide; In methanol; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4039(00)60565-8

Reference yield:

2,7-dimethylnaphthalene (582-16-1) → 6,7-dihydro-6-hydroxy-7,9-dimethyl-8H-cyclopenta[a]acenaphthylene-8-one (146885-82-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 62 percent / HCl(g); AcOH

2: 99 percent / acetone

3: 90 percent / aq. H₂SO₄; AcOH

4: 82 percent / SOCl₂; AlCl₃ / CH₂Cl₂

5: 84 percent / SeO₂ / dioxane; H₂O

6: KOH / methanol

With hydrogenchloride; potassium hydroxide; aluminium trichloride; selenium(IV) oxide; thionyl chloride; sulfuric acid; acetic acid; In 1,4-dioxane; methanol; dichloromethane; water; acetone; 1: chloromethylation / 2: Substitution / 3: Hydrolysis / 4: Cyclization / 5: Oxidation / 6: Condensation;

DOI:10.1021/ja991310o

Reference yield:

3,8-dimethyl-1-acenaphthenone (56137-97-4) → 6,7-dihydro-6-hydroxy-7,9-dimethyl-8H-cyclopenta[a]acenaphthylene-8-one (146885-82-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / SeO₂ / dioxane; H₂O

2: KOH / methanol

With potassium hydroxide; selenium(IV) oxide; In 1,4-dioxane; methanol; water; 1: Oxidation / 2: Condensation;

DOI:10.1021/ja991310o

upstream raw materials:

3,8-dimethylacenaphthylene-1,2-dione

pentan-3-one

2,7-dimethylnaphthalene

3,8-dimethyl-1-acenaphthenone

Downstream raw materials:

Coarannulen