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 
• 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 
• 28867-76-7 benzaldehyde benzylidenehydrazone 
• 167561-52-6 <2-Methylcinnamoyl(phenyl)methylene>triphenylphosphorane 
• 7637-07-2 boron trifluoride 
• 7446-70-0 aluminium trichloride 
• 7664-93-9 sulfuric acid 
• 7705-08-0 iron(III) chloride 
• 497949-70-9 benzyl N-phenyl-sulfamoylcarbamate 
• 960-16-7 tributylphenylstannane 
• 202058-60-4 neopentyl 2-naphthtalenesulfonate 

Downstream Products

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

Relevant articles and documents

Desulfurative Ni-Catalyzed Reductive Cross-Coupling of Benzyl Mercaptans/Mercaptoacetates with Aryl Halides

The C-S activation and sulfur removal from native thiols is challenging, which limits their application as feedstock materials in organic synthesis despite their natural abundance. Herein, we introduce a per-/polyfluoroaryl moiety, which serves as a redox-active scaffold, into sp3-hybridized thiols to activate the C-S bond. Using a Ni catalyst with MgBr2 as an additive, the S group can be removed to yield an aliphatic radical that can react with an aryl halide in a reductive cross-coupling.

Nickel-Catalyzed Electrochemical C(sp3)?C(sp2) Cross-Coupling Reactions of Benzyl Trifluoroborate and Organic Halides**

Reported here is the redox neutral electrochemical C(sp2)?C(sp3) cross-coupling reaction of bench-stable aryl halides or β-bromostyrene (electrophiles) and benzylic trifluoroborates (nucleophiles) using nonprecious, bench-stable NiCl2?glyme/polypyridine catalysts in an undivided cell configuration under ambient conditions. The broad reaction scope and good yields of the Ni-catalyzed electrochemical coupling reactions were confirmed by 50 examples of aryl/β-styrenyl chloride/bromide and benzylic trifluoroborates. Potential applications were demonstrated by electrosynthesis and late-stage functionalization of pharmaceuticals and natural amino acid modification, and three reactions were run on gram-scale in a flow-cell electrolyzer. The electrochemical C?C cross-coupling reactions proceed through an unconventional radical transmetalation mechanism. This method is highly productive and expected to find wide-spread applications in organic synthesis.

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.