Cas no 107054-64-8 (8,8-Dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalene-2-one)

8,8-Dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalene-2-one structure
107054-64-8 structure
Product Name:8,8-Dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalene-2-one
CAS No:107054-64-8
MF:C12H18O
MW:178.270723819733
CID:2872409
Update Time:2023-08-10

8,8-Dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalene-2-one Chemical and Physical Properties

Names and Identifiers

    • 8,8-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalene-2-one
    • 2(1H)-Naphthalenone, 3,4,5,6,7,8-hexahydro-8,8-dimethyl-
    • 3,4,5,6,7,8-Hexahydro-8,8-dimethylnaphthalene-2(1H)-one
    • 8,8-Dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalene-2-one
    • Inchi: 1S/C12H18O/c1-12(2)7-3-4-9-5-6-10(13)8-11(9)12/h3-8H2,1-2H3
    • InChI Key: GQAIIAKEMJZLEA-UHFFFAOYSA-N
    • SMILES: O=C1CCC2CCCC(C)(C)C=2C1

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 271
  • XLogP3: 2.1
  • Topological Polar Surface Area: 17.1

8,8-Dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalene-2-one Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Lithium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ;  2 h, -70 °C
1.2 Reagents: Ammonium chloride Solvents: Water
1.3 Reagents: Azobisisobutyronitrile ,  Tributylstannane Solvents: Toluene ;  10 min, reflux
Reference
An improved synthesis of benzocycloalkanone derivatives
Wada, Akimori; Sawada, Kyoko; Ono, Naomi; Ito, Masayoshi, Chemical & Pharmaceutical Bulletin, 2004, 52(1), 132-135

Production Method 2

Reaction Conditions
1.1 Reagents: Potassium tert-butoxide Solvents: o-Xylene
1.2 Reagents: Ammonium chloride Solvents: Water
1.3 Reagents: Magnesium chloride Solvents: Dimethyl sulfoxide
Reference
Retinoids and related compounds. Part 26. Synthesis of (11Z)-8,18-propano- and methano-retinals and conformational study of the rhodopsin chromophore
Wada, Akimori; Tsutsumi, Masako; Inatomi, Yuka; Imai, Hiroo; Shichida, Yoshinori; et al, Journal of the Chemical Society, 2001, (19), 2430-2439

8,8-Dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalene-2-one Raw materials

8,8-Dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalene-2-one Preparation Products

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