27331-34-6

Basic information

• Product Name: 1-P-TOLYL-NAPHTHALENE
• Synonyms: 1-P-TOLYL-NAPHTHALENE;Naphthalene, 1-p-tolyl- (7CI,8CI)
• CAS NO: 27331-34-6
• Molecular Formula: C₁₇H₁₄
• Molecular Weight: 218.29306
• Mol File: 27331-34-6.mol
• Article Data: 129

Chemical Properties

• Melting Point: 52-54℃
• Boiling Point: 349.2°C at 760 mmHg
• Flash Point: 156.9°C
• Appearance: /
• Density: 1.064g/cm³
• Vapor Pressure: 9.64E-05mmHg at 25°C
• Refractive Index: 1.635
• CAS DataBase Reference: 1-P-TOLYL-NAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-P-TOLYL-NAPHTHALENE(27331-34-6)
• EPA Substance Registry System: 1-P-TOLYL-NAPHTHALENE(27331-34-6)

Safety Data

• Hazardous Substances Data: 27331-34-6(Hazardous Substances Data)

Usage

Chemical Structure

A naphthalene ring with a methyl group substituted at the 1-position

Physical Properties

Colorless solid with a pleasant odor, highly flammable

Uses

Raw material in the production of dyes, synthesis of various organic compounds, fragrance ingredient in cosmetic and personal care products

Safety Precautions

May be harmful if swallowed, inhaled, or absorbed through the skin, can cause irritation to the skin, eyes, and respiratory system, proper safety measures and protective equipment should be used when handling.

InChI:InChI=1/C17H14/c1-13-9-11-15(12-10-13)17-8-4-6-14-5-2-3-7-16(14)17/h2-12H,1H3

Upstream product

• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 6936-14-7 1,2-dihydro-4-(4-methylphenyl)naphthalene 
• 66-77-3 1-naphthaldehyde 
• 108-88-3 toluene 
• 101552-29-8 1-methyl-4-(1-phenylbuta-1,3-dienyl)benzene 
• 624-31-7 4-tolyl iodide 
• 90-14-2 1-Iodonaphthalene 
• 90-11-9 1-Bromonaphthalene 
• 5720-05-8 4-methylphenylboronic acid 
• 99747-74-7 1-naphthyl triflate 
• 5142-75-6 tri(p-tolyl)bismuth 
• 122-78-1 phenylacetaldehyde 
• 766-97-2 4-n-methylphenylacetylene 

Downstream Products

• 1018992-47-6 4-(1-naphthyl)benzyl bromide 
• 106359-69-7 4-(naphthalen-1-yl)benzoic acid 
• 69505-33-5 2,4-Dichloro-1-p-tolyl-naphthalene 
• 69505-32-4 2,3-Dichloro-1-p-tolyl-naphthalene 
• 85-55-2 2-(4-toluoyl)benzoic acid 

Relevant articles and documents

Hydrophilic CNC-pincer palladium complexes: A source for highly efficient, recyclable homogeneous catalysts in Suzuki-Miyaura cross-coupling

The Suzuki biaryl coupling of a range of electronically dissimilar arylboronic acids and aryl bromides is performed in neat water with excellent to quantitative yields by means of a new CNC-pincer palladium catalyst that is soluble in water due to its para-carboxy group. Extremely high turn-over numbers and frequencies combined with a remarkable robustness allow an effective catalyst reuse in sustainable conditions.

Suzuki-Miyaura Cross-Coupling Reaction with Potassium Aryltrifluoroborate in Pure Water Using Recyclable Nanoparticle Catalyst

This paper describes the Suzuki Miyaura cross-coupling reaction of aryl bromides with potassium aryltrifluoroborates in water catalyzed by linear polystyrene-stabilized PdO nanoparticles (PSPdONPs). The reaction of aryl bromides having electron-withdrawing groups or electron-donating groups took place smoothly to give the corresponding coupling product in high yields. The catalyst recycles five times without significant loss of catalytic activity although a little bit increase in size of PdNPs was observed after the reaction.

Nickel/β-CD-catalyzed Suzuki–Miyaura cross-coupling of aryl boronic acids with aryl halides in water

In this study, a convenient nickel-catalyzed protocol has been introduced for the Suzuki–Miyaura coupling reaction. A simple mixture of Ni(II) and unfunctionalized β-cyclodextrin (β-CD) was used to cross-coupling of aryl halides with aryl boronic acids for the synthesis of biaryls in water. β-CD is a water-soluble seminatural cyclic oligosaccharide, environmentally friendly biomaterial, inexpensive, and commercially available ligand. This ligand with low solubility in usual organic solvents has been used for the synthesis of biaryls in good to excellent yields. The cross-coupling results in the presence of Ni(II)/β-CD catalytic system showed that the coupling reaction carried out with appropriate yields for both electron-rich and electron-deficient aryl halides. The coupling reaction completed in water as a green solvent. The catalyst was also recycled for four runs with a small decrease in its catalytic activity. The presented new method allows an easier and more cost-efficient synthesis of biaryls from the reaction of arylboronic acids with various aryl halides in water.