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

Description

2-BENZYLNAPHTHALENE, with the molecular formula C22H16, is a polycyclic aromatic hydrocarbon (PAH) that serves as a versatile building block in the synthesis of various organic compounds. This white solid at room temperature is known for its aromatic properties and is insoluble in water, but soluble in most organic solvents. It is commonly used in the production of perfumes, cosmetics, and scented products such as candles.

Uses

Used in Organic Synthesis:
2-BENZYLNAPHTHALENE is used as a building block for the synthesis of various organic compounds due to its polycyclic aromatic structure and reactivity.
Used in Fragrance Industry:
2-BENZYLNAPHTHALENE is used as a fragrance ingredient in the production of perfumes and cosmetics, adding to their aromatic profiles.
Used in Candle Manufacturing:
2-BENZYLNAPHTHALENE is used in the manufacturing of candles and other scented products to provide a pleasant aroma.
However, it is crucial to handle 2-BENZYLNAPHTHALENE with care, as it is considered toxic and can 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

• 2657-20-7 phenyl(5,6,7,8-tetrahydronaphthalen-2-yl)methanone 
• 91-20-3 naphthalene 
• 7637-07-2 boron trifluoride 
• 100-51-6 benzyl alcohol 
• 27019-09-6 2-benzyl-1,2,3,4-tetrahydro-naphthalene 
• 3857-83-8 2-naphthyl triflate 
• 100-44-7 benzyl chloride 
• 35060-38-9 (2-naphthyl)phenylmethanol 
• 497949-70-9 benzyl N-phenyl-sulfamoylcarbamate 
• 939-26-4 2-bromomethylnaphthyl bromide 
• 98-80-6 phenylboronic acid 
• 103-83-3 N,N'-dimethylbenzylamine 
• 260783-80-0 N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate 
• 32316-92-0 naphthalene-2-boronic acid 

Downstream Products

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

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.

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.

Alumina grafted SBA-15 sustainable bifunctional catalysts for direct cross-coupling of benzylic alcohols to diarylmethanes

AlSBA-15 catalysts possessing Br?nsted acid and Lewis acid-base bifunctionalities catalyze the direct arylation of benzyl alcohols to diarylmethanes with an 85% product yield through C-O bond activation. 2 and 4wt%AlSBA-15 catalysts have been synthesised by adopting a simple and efficient post-synthetic metal implantation route. The synthesised catalysts were characterized using XRD, N2 adsorption and desorption, 27Al MAS NMR, XPS, HR-TEM, NH3 and CO2-temperature-programmed desorption (TPD) and pyridine-transmission-FTIR spectroscopy techniques to confirm the existence of Br?nsted acid and Lewis acid-base bifunctionalities. Through various control experiments, it is verified that Br?nsted acid sites activate the benzyl alcohol and Lewis base sites interact with phenylboronic acid concurrently to accomplish the coupling reaction. In the recyclability study, 4wt%AlSBA-15 preserves its activity and stability up to 5 cycles. The 4wt%AlSBA-15 catalyst unlike homogeneous catalysts does not require additives, long reaction time and expensive metals.