613-59-2

Basic information

• Product Name: 2-BENZYLNAPHTHALENE
• Synonyms: 2-(Phenylmethyl)naphthalene;Naphthalene, 2-benzyl-;naphthalene,2-(phenylmethyl)-;2-BENZYLNAPHTHALENE;2-Naphtylphenylmethane
• CAS NO: 613-59-2
• Molecular Formula: C₁₇H₁₄
• Molecular Weight: 218.29
• Mol File: 613-59-2.mol
• Article Data: 74

Chemical Properties

• Melting Point: 58°C
• Boiling Point: 293.99°C (rough estimate)
• Flash Point: 163.8°C
• Appearance: /
• Density: 1.1760
• Vapor Pressure: 9.15E-05mmHg at 25°C
• Refractive Index: 1.5566 (estimate)
• CAS DataBase Reference: 2-BENZYLNAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BENZYLNAPHTHALENE(613-59-2)
• EPA Substance Registry System: 2-BENZYLNAPHTHALENE(613-59-2)

Safety Data

• Hazardous Substances Data: 613-59-2(Hazardous Substances Data)

Usage

General Description

2-BENZYLNAPHTHALENE is an organic compound with the molecular formula C22H16. It is a polycyclic aromatic hydrocarbon (PAH), commonly used as a building block in the synthesis of various organic compounds and as a fragrance ingredient in the production of perfumes and cosmetics. This chemical is a white solid at room temperature and is insoluble in water, but it can dissolve in most organic solvents. 2-BENZYLNAPHTHALENE is known for its aromatic properties and is commonly used in the manufacturing of candles and other scented products. However, it is important to handle this compound with caution as it is considered toxic and has the potential to cause skin and eye irritation.

InChI:InChI=1/C17H14/c1-2-6-14(7-3-1)12-15-10-11-16-8-4-5-9-17(16)13-15/h1-11,13H,12H2

Upstream product

• 644-13-3 C₆H₅COC₁₀H₇ 
• 2657-20-7 phenyl(5,6,7,8-tetrahydronaphthalen-2-yl)methanone 
• 91-20-3 naphthalene 
• 100-44-7 benzyl chloride 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 100-51-6 benzyl alcohol 
• 6261-31-0 2-benzylidene-1-tetralol 
• 27019-11-0 3-benzyl-1,2-dihydronaphthalene 
• 129113-13-9 2E-benzylidene-1,2,3,4-tetrahydronaphthalene 
• 100-39-0 benzyl bromide 
• 7637-07-2 boron trifluoride 
• 7446-70-0 aluminium trichloride 
• 7664-93-9 sulfuric acid 
• 7705-08-0 iron(III) chloride 

Downstream Products

• 859197-14-1 (6-benzyl-[2]naphthyl)-phenyl ketone 
• 859197-29-8 1-(6-benzyl-[2]naphthyl)-ethanone 
• 644-13-3 C₆H₅COC₁₀H₇ 
• 33440-68-5 2-benzyl-1,4-naphthoquinone 
• 1020537-23-8 naphthalen-2-yl(phenyl)methyl acetate 
• 35060-38-9 (R)-naphthalen-2-yl(phenyl)methanol 
• 65-85-0 benzoic acid 
• 205-12-9 benzo[c]fluorene 
• 123239-63-4 2-benzyl-[1]naphthoic acid 

Relevant articles and documents

Arylketones as Aryl Donors in Palladium-Catalyzed Suzuki-Miyaura Couplings

Herein, we report the arylation, alkylation, and alkenylation of aryl ketones via a palladium-catalyzed Suzuki-Miyaura cross-coupling reaction. The use of the pyridine-oxazoline ligand is the key to the cleavage of the unstrained C-C bond. The late-stage arylation of aryl ketones derived from drugs and natural products demonstrated the synthetic utility of this protocol.

Palladium-Catalyzed Cross-Coupling of Superbase-Generated C(sp3) Nucleophiles

A range of methods has been investigated recently for the arylation of weakly acidic C(sp3)-H bonds, primarily exploiting directed metalation with a transition metal catalyst or radical formation via hydrogen atom transfer. In this work, a classical base-mediated approach is taken, exploiting the ability of organometallic superbases to metalate very weakly acidic (pKa> 40) C-H bonds. Conditions are developed with eithern-BuLi/diamine orn-BuLi/KOtBu superbases to enable metalation to occur with high selectivity. Organolithium nucleophiles can be directly used in cross-coupling, or organozincs can be formed to enable reactions with functional group-dense organohalides.

Selective Conversion of Benzylic Phosphates into Diarylmethanes Through Al(OTf)3-Catalyzed Friedel–Crafts-Type Benzylation

Al(OTf)3 was identified as a high-performance catalyst for Friedel–Crafts-type benzylation using benzylic phosphates as electrophiles. The reaction proceeded even with 0.2 mol-% of the catalyst. A series of diarylmethanes (21 examples) was obtained in moderate to high yield. The catalyst showed unique chemoselectivity, preferentially converting the benzylic phosphate motif, even with a benzylic acetate group existed in the same molecule.