cis-Decahydronaphthalene

• CAS: 493-01-6
• Catalog Number: ACM493016
• Category: Alkanes
• Molecular Weight: 138.25
• Molecular Formula: C₁₀H₁₈
• Hazard Statements: H301-H312 + H332-H314
• RIDADR: NONH for all modes of transport
• Symbol: GHS05

Case Study

Catalytic Hydrocracking of 1-Methylnaphthalene/Decahydronaphthalene Mixtures over Different Catalysts

Ishihara, Atsushi, et al. Fuel processing technology, 2013, 116, 222-227.

A series of zeolite-alumina composite supported NiMo catalysts were prepared and their hydrocracking performance on decahydronaphthalene (decalin) solutions containing 10 wt.% 1-methylnaphthalene (1-MN) and 0.1 wt.% dibenzothiophene was studied. Almost all the catalysts converted 1-MN to 2-MN.
Catalyst Preparation
NiMo catalysts supported by zeolite-alumina composites were created using different zeolite types (β, Y, USY, ZSM-5). Each catalyst contained 25% microporous zeolite, 60% mesoporous alumina, and 15% binder (alumina).
Key Findings
· The influence of zeolite content on the hydrocracking of a decalin solution of 1-MN was examined. The hydrogenation activity of 1-MN to methyltetralin (MT) followed the order NiMo/Beta(940)60A > NiMo/Beta(940)35A > NiMo/Beta(940)10A, suggesting that hydrogenation activity is more closely associated with NiMo dispersion than with the quantity of acid sites.
· The yields of lighter products decreased in the sequence NiMo/Beta(940)35A > NiMo/Beta(940)10A > NiMo/Beta(940)60A. Even though hydrocracking activity shows a relationship with acid site concentrations, the highest hydrocracking product yields were produced by NiMo/Beta(940)35A, demonstrating the importance of both acid site numbers and NiMo species dispersion in hydrocracking efficiency.

Catalytic Ring-Opening of cis-Decahydronaphthalene via Bifunctional Catalysts

Rabl, Sandra, et al. Applied Catalysis A: General, 2011, 400(1-2), 131-141.

The selective ring-opening of decahydronaphthalene is a viable route to its conversion into alkylated monocyclic cycloalkanes, which can be used to increase the cetane numbers (CNs) for use as fuels. In this work, the ring-opening reaction of cis-decahydronaphthalene (cis-decalin) over bifunctional Ir/- and Pt/La-X zeolite catalysts was investigated. The hydroconversion of cis-decalin in the presence of bifunctional catalysts was carried out at temperatures ranging from 200 to 255 °C and a hydrogen pressure of 5.2 MPa in a high-pressure flow unit.
Key Findings
· On both catalysts, the quickest reaction is the stereoisomerization to trans-decalin. Following this, the cis/trans equilibrium mixture undergoes several reactions, including skeletal isomerization, ring opening to C10 one-ring naphthenes, production of open-chain decanes, and an undesired hydrocracking that yields hydrocarbons with fewer than 10 carbon atoms.
· Skeletal isomerization appears to adhere to established carbocation chemistry principles, where spiro[4.5]decane is initially formed through a (non-branching) type A isomerization, followed by (branching) type B isomerizations. Careful identification of open-chain decanes (OCDs) in the chromatographic results indicated that both catalysts produced these compounds with a maximum yield of approximately 12%.
· A detailed quantitative analysis of the C9- hydrocarbons at higher conversions demonstrated M-shaped distribution curves, with prominent peaks at C4 and C6 for both Ir/La-X and Pt/La-X zeolite. Notably, iso-butane and methylcyclopentane were the predominant hydrocracked products. It was concluded that the pairing reaction starting from C10 naphthenes with a single ring is the primary pathway to C9- hydrocarbons on the catalysts examined in this research.

Custom Q&A

What is the molecular formula of cis-Decahydronaphthalene?

The molecular formula of cis-Decahydronaphthalene is C10H18.

What are some synonyms for cis-Decahydronaphthalene?

Some synonyms for cis-Decahydronaphthalene include Decalin, trans-Decahydronaphthalene, and 91-17-8.

What is the molecular weight of cis-Decahydronaphthalene?

The molecular weight of cis-Decahydronaphthalene is 138.25 g/mol.

What is the IUPAC name of cis-Decahydronaphthalene?

The IUPAC name of cis-Decahydronaphthalene is 1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene.

What is the InChIKey of cis-Decahydronaphthalene?

The InChIKey of cis-Decahydronaphthalene is NNBZCPXTIHJBJL-UHFFFAOYSA-N.

Is cis-Decahydronaphthalene soluble in water?

No, cis-Decahydronaphthalene is insoluble in water.

What is the CAS number of cis-Decahydronaphthalene?

The CAS number of cis-Decahydronaphthalene is 91-17-8.

What is the melting point of cis-Decahydronaphthalene?

The reference does not provide information on the melting point of cis-Decahydronaphthalene.

How does cis-Decahydronaphthalene appear physically?

cis-Decahydronaphthalene appears as a clear colorless liquid with an aromatic odor.

What is the role of Decalin, the synonym of cis-Decahydronaphthalene?

Decalin, which is a synonym for cis-Decahydronaphthalene, has a role as a solvent.