1125-78-6

Basic information

• Product Name: 5,6,7,8-Tetrahydro-2-naphthol
• Synonyms: tetrahydro-beta-naphthol;TETRAHYDRO-2-NAPHTHOL;SALOR-INT L497681-1EA;2-Naphthol, 5,6,7,8-tetrahydro-;5,6,7,8-Tetrahydro-2-hydroxynaphthalene;5,6,7,8-tetrahydro-2-naphtho;5,6,7,8-Tetrahydro-beta-naphthol;6-Tetralinol
• CAS NO: 1125-78-6
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.2
• EINECS: 214-410-4
• Product Categories: LIRANAFTATE;Organic Building Blocks;Oxygen Compounds;Phenols
• Mol File: 1125-78-6.mol
• Article Data: 41

Chemical Properties

• Melting Point: 59-61 °C(lit.)
• Boiling Point: 275-276 °C(lit.)
• Flash Point: >230 °F
• Appearance: Beige/Crystalling Mass
• Density: 1.0552
• Refractive Index: 1.5000 (estimate)
• Storage Temp.: Room temperature.
• Solubility: 1.5g/l
• PKA: 10.48(at 25℃)
• Water Solubility: 1.5g/L(20 oC)
• BRN: 1101302
• CAS DataBase Reference: 5,6,7,8-Tetrahydro-2-naphthol(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6,7,8-Tetrahydro-2-naphthol(1125-78-6)
• EPA Substance Registry System: 5,6,7,8-Tetrahydro-2-naphthol(1125-78-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: QL5300000
• Hazardous Substances Data: 1125-78-6(Hazardous Substances Data)

Usage

Chemical Properties

beige crystalline mass

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).

Definition

ChEBI: A member of the class tetralins that is 1,2,3,4-tetrahydronaphthalene which is substituted at position 6 by a hydroxy group.

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 5002, 1980 DOI: 10.1021/jo01312a044

InChI:InChI=1/C10H12O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h5-7,11H,1-4H2

Upstream product

• 108-75-8 2,4,6-trimethyl-pyridine 
• 76158-40-2 (+/-)-1ξ.3ξ-dibromo-2-oxo-(4arH.8atH)-decalin 
• 91-22-5 quinoline 
• 100519-38-8 2-hydroxy-5,6,7,8-tetrahydro-naphthalene-1,3-dicarboxylic acid 
• 119-64-2 tetralin 
• 1196-55-0 4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one 
• 93-12-9 5,6,7,8-tetrahydro-naphthalene-2-sulfonic acid 
• 89228-44-4 5,6,7,8-tetrahydronaphthalen-2-yl acetate 
• 2217-43-8 6-amino-1,2,3,4-tetrahydronaphthalene 
• 67-64-1 acetone 
• 1193-63-1 Cyclohexanone-2-carbaldehyde 
• 135-19-3 β-naphthol 
• 670-80-4 4-cyclohexen-1-ylmorpholine 
• 2372-98-7 3-fluoro-3-buten-2-one 

Downstream Products

• 856087-70-2 4-nitro-benzoic acid-(5,6,7,8-tetrahydro-[2]naphthyl ester) 
• 63991-84-4 3-(5,6,7,8-tetrahydro-[2]naphthyloxy)-propane-1,2-diol 
• 40420-05-1 1-(3-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)ethanone 
• 529-35-1 5,6,7,8-Tetrahydronaphthalen-1-ol 
• 825-51-4 2-Hydroxy-decalin 
• 91-20-3 naphthalene 
• 135-19-3 β-naphthol 
• 493-01-6 cis-decalin 
• 493-02-7 trans-Decalin 
• 691892-19-0 (4ar,8ac)-decahydro-naphthalen-2ξ-ol 
• 825-51-4 (2R*,4aS*,8aR*)-decahydro-2-naphthol 
• 22009-38-7 7-hydroxy-1-tetralone 

Relevant articles and documents

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Reduction of 1,1'-binaphthyls to octahydro-1,1'-binaphthyl derivatives with Raney Ni-Al alloy in aqueous solution

Reduction of BINOL, BINAM and NOBIN with Raney Ni-Al alloy in dilute NaOH aqueous solution results in the formation of H8-BINOL, H8-BINAM and H8-NOBIN in 60-86% isolated yields with 97.5-99% enantiomeric excesses. (C) 2000 Elsevier Science Ltd.

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Partial ring hydrogenation of naphthols over supported metal catalysts in supercritical carbon dioxide solvent

Selective ring hydrogenation of naphthols to tetrahydronaphthols and tetralones proceeded at 323 K over a charcoal supported rhodium catalyst in supercritical carbon dioxide. Copyright

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HYDROGENATION AND HYDROGENOLYSIS. XVII. THE SELECTIVITIES OF PLATINUM GROUP METALS IN CATALYTIC HYDROGENATION OF 2-NAPHTHOL AND TETRAHYDRO-2-NAPHTHOLS.

Catalytic hydrogenation of 2-naphthol (NL) with the six platinum metals has been studied in t-BuOH at 80 degree C and 4-5 MPa H//2 pressure. Selectivities for formation of 1,2,3,4- and 5,6,7,8-tetrahydro-2-naphthols (ac- and ar-TLs) have been determined by application of a kinetic equation. ar-TL was formed more predominantly than ac-TL over all the metals. The hydrogenation of ac- and ar-TLs has also been studied under the same conditions for comparison. The hydrogenation of NL and ar-TL was accompanied by extensive hydrogenolysis to give decalins over Os, Ir, and Pt, whereas the hydrogenolysis occurred only slightly over Ru, Rh, and Pd. In general the hydrogenolysis occurred to much lesser extents with ac-TL. The amounts of 2-decalone formed in hydrogenation of ar-TL have been determined by application of the kinetic equation.

A mild and practical method for deprotection of aryl methyl/benzyl/allyl ethers with HPPh2andtBuOK

A general method for the demethylation, debenzylation, and deallylation of aryl ethers using HPPh2andtBuOK is reported. The reaction features mild and metal-free reaction conditions, broad substrate scope, good functional group compatibility, and high chemical selectivity towards aryl ethers over aliphatic structures. Notably, this approach is competent to selectively deprotect the allyl or benzyl group, making it a general and practical method in organic synthesis.

Tuning the Reactivity of Peroxo Anhydrides for Aromatic C-H Bond Oxidation

Phenol moieties are key structural motifs in many areas of chemical research from polymers to pharmaceuticals. Herein, we report on the design and use of a structurally demanding cyclic peroxide (spiro[bicyclo[2.2.1]heptane-2,4′-[1,2]dioxolane]-3′,5′-dione, P4) for the direct hydroxylation of aromatic substrates. The new peroxide benefits from high thermal stability and can be synthesized from readily available starting materials. The aromatic C-H oxidation using P4 exhibits generally good yields (up to 96%) and appreciable regioselectivities.