5,6,7,8-Tetrahydro-2-naphthol

Base Information

• Chemical Name: 5,6,7,8-Tetrahydro-2-naphthol
• CAS No.: 1125-78-6
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• Hs Code.: 29071900
• European Community (EC) Number: 214-410-4
• NSC Number: 65604
• UNII: TMR02I7N8S
• DSSTox Substance ID: DTXSID50870851
• Nikkaji Number: J7.268K
• Wikidata: Q27116077
• Metabolomics Workbench ID: 54980
• Mol file: 1125-78-6.mol

Synonyms:5,6,7,8-tetrahydro-2-naphthol;5,6,7,8-tetrahydronaphth-2-ol;5678-TH-2N

Chemical Property of 5,6,7,8-Tetrahydro-2-naphthol

Chemical Property:

• Appearance/Colour: beige crystalline mass
• Melting Point: 59-61 °C(lit.)
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 275.5 °C at 760 mmHg
• PKA: 10.48(at 25℃)
• Flash Point: 131.8 °C
• PSA: 20.23000
• Density: 1.1 g/cm³
• LogP: 2.27100
• Storage Temp.: Room temperature.
• Solubility.: 1.5g/l
• Water Solubility.: 1.5g/L(20 oC)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

5,6,7,8-Tetrahydro-2-naphthol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=C(C1)C=CC(=C2)O
• Uses: 5,6,7,8-Tetrahydro-2-naphthol was used as a model compound in the study of photochemical transformation of 17β-estradiol (natural estrogenic steroid) and 17α-ethinylestradiol (synthetic oral contraceptive).

Technology Process of 5,6,7,8-Tetrahydro-2-naphthol

There total 87 articles about 5,6,7,8-Tetrahydro-2-naphthol 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: 98.0%

6-(benzyloxy)-1,2,3,4-tetrahydronaphthalene → 5,6,7,8-Tetrahydro-2-naphthol (1125-78-6)

Guidance literature:

With potassium tert-butylate; diphenylphosphane; In N,N-dimethyl-formamide; at 80 ℃; for 12h; Sealed tube;

DOI:10.1039/d1ob01286j

Reference yield: 97.0%

6-methoxy-1,2,3,4-tetrahydronaphthalene (1730-48-9) → 5,6,7,8-Tetrahydro-2-naphthol (1125-78-6)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at 67 ℃; for 48h;

DOI:10.1016/S0040-4039(00)78482-6

Reference yield: 90.0%

2-(5,6,7,8-tetrahydronaphthalen-2-yloxy)acetonitrile → 5,6,7,8-Tetrahydro-2-naphthol (1125-78-6)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol;

DOI:10.1016/S0040-4039(00)60401-X

upstream raw materials:

2,4,6-trimethyl-pyridine

(+/-)-1ξ.3ξ-dibromo-2-oxo-(4arH.8atH)-decalin

quinoline

2-hydroxy-5,6,7,8-tetrahydro-naphthalene-1,3-dicarboxylic acid

Downstream raw materials:

naphthalene

β-naphthol

1-(3-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)ethanone

2,3-dihydroxy-5,6,7,8-tetrahydronaphthalene

Refernces

• 1、 Dauben,McKusick,Mueller. "-". . p. 4179,4181. Retrieved 1948.
• 2、 Adkins,Krsek. "-". . p. 412. Retrieved 1948.
• 3、 Arnold,Evans. "-". . p. 556. Retrieved 1940.
• 4、 Vaughan et al.. "". . p. 1665,1669. Retrieved 1965.
• 5、 Shah,Tilak,Venkataraman. "-". . p. 142,146. Retrieved 1948.
• 6、 Makowski, Philippe,Demir Cakan, Rezan,Antonietti, Markus,Goettmann, Frederic,Titirici, Maria-Magdalena. "Selective partial hydrogenation of hydroxy aromatic derivatives with palladium nanoparticles supported on hydrophilic carbon". . p. 999 - 1001. Retrieved 2008.
• 7、 Wang, Yuhan,Chang, Zhiqian,Hu, Yan,Lin, Xiao,Dou, Xiaowei. "Mild and Selective Rhodium-Catalyzed Transfer Hydrogenation of Functionalized Arenes". supporting information. p. 1910 - 1914. Retrieved 2021/03/08.
• 8、 He, Yuan,Tang, Jinghua,Luo, Meiming,Zeng, Xiaoming. "Regioselective and Chemoselective Reduction of Naphthols Using Hydrosilane in Methanol: Synthesis of the 5,6,7,8-Tetrahydronaphthol Core". supporting information. p. 4159 - 4163. Retrieved 2018/07/29.