21564-92-1

Basic information

• Product Name: 2,3-Dimethyltetralin
• Synonyms: 2,3-Dimethyltetralin
• CAS NO: 21564-92-1
• Molecular Formula: C₁₂H₁₆
• Molecular Weight: 160.26
• Mol File: 21564-92-1.mol

Chemical Properties

• Melting Point: -2.5°C
• Boiling Point: 246.18°C (estimate)
• Flash Point: 87.9°C
• Appearance: /
• Density: 0.9400
• Vapor Pressure: 0.0893mmHg at 25°C
• Refractive Index: 1.5230
• CAS DataBase Reference: 2,3-Dimethyltetralin(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dimethyltetralin(21564-92-1)
• EPA Substance Registry System: 2,3-Dimethyltetralin(21564-92-1)

Safety Data

• Hazardous Substances Data: 21564-92-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H16/c1-9-7-11-5-3-4-6-12(11)8-10(9)2/h3-6,9-10H,7-8H2,1-2H3

Upstream product

• 581-40-8 2,3-dimethylnaphthalene 
• 2197-57-1 2,3-dimethyl[1,4]naphthoquinone 
• 17827-43-9 1,4-dihydroxy-3-methyl-[2]naphthaldehyde 
• 38262-43-0 2,3-Dimethylnaphthohydrochinon 
• 34599-63-8 2,3-dimethyl-4-phenylbutanoic acid 
• 859196-82-0 2,3-dimethyl-4-phenylbutanoyl chloride 
• 13122-66-2 (2R*,3S*)-2,3-dimethyl-4-oxo-4-phenylbutanoic acid 
• 7475-92-5 2,3-dimethylsuccinic anhydride 
• 71-43-2 benzene 
• 481-85-6 2-methyl-1,4-naphthohydroquinone 
• 34599-61-6 2,3-dimethyl-1-keto-1,2,3,4-tetrahydronaphthalene 
• 75-26-3 isopropyl bromide 

Downstream Products

• 100-42-5 styrene 
• 91-20-3 naphthalene 
• 694-87-1 benzocyclobutene 
• 90-12-0 1-Methylnaphthalene 
• 95-13-6 1-indene 
• 91-57-6 2-Methylnaphthalene 
• 88-99-3 benzene-1,2-dicarboxylic acid 

Relevant articles and documents

Promoted catalysts for hydrogenation of bicyclic aromatic hydrocarbons obtained in situ from molybdenum and tungsten carbonyls

Promoted Мo and W catalysts have been prepared in situ via thermal decomposition of precursors, oil-soluble salts Mo(CO)6, W(CO)6, С°C16H30O4, and NiC16H30O4. TiO2, Al2O3, and ZrO(NO3)2 · 6H2O have been used as the acidic additives. Also, Mo and W unsupported sulfide catalysts have been prepared in the presence of elemental sulfur as the sulfiding agent. The catalysts have been characterized by transmission electron microscopy and X-ray photoelectron spectroscopy. The activity of the catalysts prepared in situ has been evaluated in the hydrogenation reaction of bicyclic aromatic hydrocarbons by the example of model mixtures of 10% solutions of naphthalenes (unsubstituted naphthalene, 1- and 2-methylnaphthalenes, and 1,5- and 2,3-dimethylnaphthalenes) in n-hexadecane. The effect of the precursor/acidic oxide ratio on the activity of the formed catalyst has been found. Hydrogenation of bicyclic aromatic hydrocarbons has been conducted at a hydrogen pressure of 2 and 5 MPa and a temperature of 380 and 400°C for 2 h. Hydrogenation of the unsubstituted aromatic ring has been preferable due to the absence of steric hindrances. The degree of conversion of n-hexadecane under the reaction conditions has been 1.5–7.5% depending on the reaction temperature. It has been found that the activity of the sulfided catalyst in the conversion of 1- and 2-methylnaphthalenes is inferior to the activity of the unsulfided analogue, while partial replacement of TiO2 by Al2O3 results in a decrease in the conversion of the substrates as opposed to the unsulfided catalysts, in which the use of nanocrystalline Al2O3 promotes an increase in the conversion.

Reduction of Polycyclic Arenes by BH-Boranes, II Borane Catalyzed Hydrogenation of Naphthalenes to Tetralins

Tetrapropyldiborane(6) (TPDB) and triethylborane (TEB) catalyze the regioselective and partial hydrogenation of naphthalene (N) and a number of substituted naphthalenes at 170 deg C to 200 deg C and hydrogen pressures of 25-100 bar.Tetralin (T) is formed quantitatively.Naphthalene derivatives are mainly hydrogenated in the least substituted ring.In the case of alkyl substituents, Lewis acid catalyzed migration and, to a lesser extent C-C bond rupture, lower the yield of the main tetralin derivative.Chlorinated naphthalenes and at the O-atom derivatized naphthols undergo also partial loss of the chloro or oxygen functional groups.The i nitially added borane acts only as a precatalyst and its slowly converted to catalytically active polyboranes of as yet unknown structures.Keywords: Hydroboranes/ Hydrogenation/ Naphthalenes/ Tetralins

Conformational Analysis of 1- and 3-Isopropylindoles. A 1H NMR and Molecular Mechanics Study

The conformations of the isopropyl groups in a series of 1- and 3-isopropylindoles have been studied by 1H NMR and molecular mechanics technique.The isopropyl group is shown to assume both syn and an anti conformation, and the equilibrium between these is shown to depend on the steric size of the substituent in position 2.The syn form is relatively more favoured in the 3- than in the 1-isopropylindoles, which can be explained by differences in the lengths of the ring bonds to N-1 and C-3.The energy barriers to syn-anti exchange are 45-46 kJ mol-1 in the 1-iPr compounds when R2=Me or CO2Me.This barrier is lower in the 3-iPr analogues and could only be measured when R1=iPr, R2=Me (35 kJ mol-1).In the 1-iPr compounds a 3-Me group exerts no observable buttressing effect on a 2-Me group, unlike the situation in 1-iso-propylnaphthalenes, where introduction of a 3-Me group leads to an apparent diminution of the steric effect of the 2-Me group ("negative buttressing").In 1-isopropyl-2-methylindole a 3-Br also exerts a negative buttressing effect.