Cas no 94250-82-5 (8,8-dimethyl-5,6,7,8-tetrahydronaphthalen-2-ol)

8,8-dimethyl-5,6,7,8-tetrahydronaphthalen-2-ol structure
94250-82-5 structure
Product Name:8,8-dimethyl-5,6,7,8-tetrahydronaphthalen-2-ol
CAS No:94250-82-5
MF:C12H16O
MW:176.254843711853
MDL:MFCD24714171
CID:2817802
PubChem ID:11206092
Update Time:2024-03-03

8,8-dimethyl-5,6,7,8-tetrahydronaphthalen-2-ol Chemical and Physical Properties

Names and Identifiers

    • 2-Naphthalenol, 5,6,7,8-tetrahydro-8,8-dimethyl-
    • 1-dimethyl-7-hydroxytetralin
    • 8,8-Dimethyl-5,6,7,8-tetrahydro2-naphthol
    • 8,8-dimethyl-5,6,7,8-tetrahydronaphthalen-2-ol
    • 5,6,7,8-Tetrahydro-8,8-dimethyl-2-naphthalenol (ACI)
    • 8,8-Dimethyl-5,6,7,8-tetrahydro-2-naphthalenol
    • MDL: MFCD24714171
    • Inchi: 1S/C12H16O/c1-12(2)7-3-4-9-5-6-10(13)8-11(9)12/h5-6,8,13H,3-4,7H2,1-2H3
    • InChI Key: ZXDFAXFEHLLRJQ-UHFFFAOYSA-N
    • SMILES: OC1C=C2C(CCCC2=CC=1)(C)C

Computed Properties

  • Exact Mass: 176.120115130 g/mol
  • Monoisotopic Mass: 176.120115130 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 186
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.8
  • Topological Polar Surface Area: 20.2
  • Molecular Weight: 176.25

8,8-dimethyl-5,6,7,8-tetrahydronaphthalen-2-ol Pricemore >>

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8,8-dimethyl-5,6,7,8-tetrahydronaphthalen-2-ol Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Potassium hydroxide Solvents: Methanol ,  Water
Reference
Annulation of α-formyl α,β-unsaturated ketones by a Michael addition-cyclization sequence. A versatile synthesis of alicyclic six-membered rings
Meyer, Walter L.; Brannon, Michael J.; Burgos, Celmira da G.; Goodwin, Thomas E.; Howard, Ralph W., Journal of Organic Chemistry, 1985, 50(4), 438-47

Production Method 2

Reaction Conditions
Reference
Conformational analysis of the rhodopsin chromophore using 6-s-cis-fixed bicyclic retinal analogs
Wada, Akimori; Ito, Masayoshi, Bitamin, 1997, 71(9), 407-414

Production Method 3

Reaction Conditions
1.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  15 min, -78 °C; 30 min, rt
1.2 Reagents: Water ;  rt
Reference
Chiral Anion Phase-Transfer Catalysis Applied to the Direct Enantioselective Fluorinative Dearomatization of Phenols
Phipps, Robert J.; Toste, F. Dean, Journal of the American Chemical Society, 2013, 135(4), 1268-1271

Production Method 4

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 5

Reaction Conditions
1.1 Reagents: Hydrogen bromide Solvents: Acetic acid
Reference
Alkylation of phenol with a homoallylic halide
Har, Harold; Corbi, James L.; Wagne, Charles R.; W, Ching-Yong, Journal of the American Chemical Society, 1963, 85(20), 3269-73

Production Method 6

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-5,6,7,8-tetrahydronaphthalen-2-ol Raw materials

8,8-dimethyl-5,6,7,8-tetrahydronaphthalen-2-ol Preparation Products

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