Decahydronaphthalene

Base Information

• Chemical Name: Decahydronaphthalene
• CAS No.: 91-17-8
• Deprecated CAS: 38113-45-0
• Molecular Formula: C10H18
• Molecular Weight: 138.253
• Hs Code.: 29021990
• European Community (EC) Number: 202-046-9,207-771-4,207-770-9
• ICSC Number: 1548
• NSC Number: 406139,77453,77452
• UN Number: 1147
• UNII: 88451Q4XYF
• DSSTox Substance ID: DTXSID1024912,DTXSID00873337,DTXSID90883405
• Nikkaji Number: J4.335D,J43.371C,J43.372A
• Wikipedia: Decalin
• Wikidata: Q415454,Q27118002,Q27118000
• Metabolomics Workbench ID: 56037
• ChEMBL ID: CHEMBL1491920
• Mol file: 91-17-8.mol

Synonyms:decahydronaphthalene;decalin;decalin, (cis)-isomer;decalin, (trans)-isomer;naphthalane

Chemical Property of Decahydronaphthalene

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 42 mm Hg ( 92 °C)
• Melting Point: -125 °C(lit.)
• Refractive Index: n20/D 1.474(lit.)
• Boiling Point: 190.9 °C at 760 mmHg
• Flash Point: 57.2 °C
• PSA: 0.00000
• Density: 0.872 g/cm³
• LogP: 3.36680
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: 0.006g/l (experimental)
• Water Solubility.: 6 mg/L at 20 ºC
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 138.140850574
• Heavy Atom Count: 10
• Complexity: 80.6
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Decahydronaphthalene, mixture of cis + trans ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: C,N,Xi
• Statements: 20-34-51/53-36/37/38-65
• Safety Statements: 26-36/37/39-45-60-24/25-23-62-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Naphthalenes
• Canonical SMILES: C1CCC2CCCCC2C1
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the skin and eyes. The vapour is irritating to the respiratory tract. The substance may cause effects on the central nervous system. If this liquid is swallowed, aspiration into the lungs may result in chemical pneumonitis.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis.
• Description: Decahydronaphthalene also referred to as Decalin is an organic compound that dissolves rubber, resins, waxes, fats, and oils. It is a colorless, aromatic hydrocarbon which is used as an alternative to turpentine, as a cleaning fluid and as a stain remover. Decahydronaphthalene was also used as a varnish remover for oil-based paintings in the past.
• Physical properties: Clear, colorless, flammable liquid with a mild methanol or hydrocarbon-like odor
• Uses: Solvent for naphthalene, waxes, fats, oils, resins, rubbers; motor fuel and lubricants; cleaning machinery; substitute for turpentine; shoe-creams; stain remover. Solvent for naphthalene, fats, resins, oils; alternate for turpentine in lacquers, shoe polishes, and waxes; component in motor fuels and lubricants Decahydronaphthalene is widely used as an industrial solvent for resins and fuel additives. It is a substitute for turpentine in lacquers, shoe polishes and waxes.

Technology Process of Decahydronaphthalene

There total 93 articles about Decahydronaphthalene 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: 100.0%

naphthalene (91-20-3,71998-51-1,72931-45-4) → decalin (91-17-8)

Guidance literature:

With Ti₈O₈⁽¹⁴⁺⁾*6C₈H₄O₄^(2-)*4O^(2-)*3.3Li⁽¹⁺⁾*0.7Co⁽²⁺⁾*0.7C₄H₈O*0.7H^(1-); hydrogen; In neat (no solvent); at 120 ℃; for 18h; under 37503.8 Torr;

DOI:10.1021/jacs.7b11241

Reference yield: 90.0%

naphthalene (91-20-3,71998-51-1,72931-45-4) → tetralin (119-64-2) + decalin (91-17-8)

Guidance literature:

With isopropyl alcohol; nickel; for 18h; Product distribution; Heating; various aromatic compounds and reaction times;

DOI:10.1021/jo00203a025

Reference yield: 87.0%

2-Methoxynaphthalene (93-04-9) → decalin (91-17-8)

Guidance literature:

With bis(acetylacetonate)nickel(II); cetyltrimethylammonim bromide; lithium tri-t-butoxyaluminum hydride; sodium t-butanolate; tricyclohexylphosphine; In toluene; at 70 ℃; for 5h; Micellar solution;

DOI:10.1039/c2cc34454h

upstream raw materials:

naphthalene

tetralin

α-naphthol

phenanthrene

Downstream raw materials:

1,2-diphenyl-1,2-ethanediol

DL-1,2-diphenylethane-1,2-diol

2,5-bis-(phenyl)-1,3,4-oxadiazole

benzoic acid anhydride

Refernces

• 1、 Bottazzi, Gerardo Simón Balangero,Martínez, María Laura,Costa, Marcos Bruno Gómez,Anunziata, Oscar Alfredo,Beltramone, Andrea Raquel. "Inhibition of the hydrogenation of tetralin by nitrogen and sulfur compounds over Ir/SBA-16". . p. 30 - 38. Retrieved 2011.
• 2、 Serdyukov,Kniazeva,Sizova,Zubavichus,Dorovatovskii,Maximov. "A new precursor for synthesis of nickel-tungsten sulfide aromatic hydrogenation catalyst". . . Retrieved 2021/01/18.
• 3、 Lu, Ningyue,Zhao, Jiaxin,Dong, Qi,Zhao, Yanpeng,Fan, Binbin. "Supported noble metal catalyst with a core-shell structure for enhancing hydrogenation performance". . . Retrieved 2021/04/12.