611-45-0

Basic information

• Product Name: 1-BENZYLNAPHTHALENE
• Synonyms: 1-BENZYLNAPHTHALENE;1-(PHENYLMETHYL)NAPHTHALENE;NAPHTHALENE,1-(PHENYLMETHYL)-;Phenyl(1-naphtyl)methane
• CAS NO: 611-45-0
• Molecular Formula: C₁₇H₁₄
• Molecular Weight: 218.29
• Mol File: 611-45-0.mol
• Article Data: 73

Chemical Properties

• Melting Point: 59.5°C
• Boiling Point: 293.99°C (rough estimate)
• Flash Point: 163.8°C
• Appearance: /
• Density: 1.1660
• Vapor Pressure: 9.15E-05mmHg at 25°C
• Refractive Index: 1.5566 (estimate)
• CAS DataBase Reference: 1-BENZYLNAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZYLNAPHTHALENE(611-45-0)
• EPA Substance Registry System: 1-BENZYLNAPHTHALENE(611-45-0)

Safety Data

• Hazardous Substances Data: 611-45-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 69, p. 1254, 1947 DOI: 10.1021/ja01198a007

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

Upstream product

• 91-20-3 naphthalene 
• 17475-43-3 (n-propylphenyl)methyl alcohol 
• 38632-84-7 benzyl benzenesulfonate 
• 767-90-8 (2-ethylphenyl)methanol 
• 642-29-5 1-benzoylnaphthalene 
• 642-28-4 phenyl(1-naphthyl)methanol 
• 25460-21-3 Hydroxy-phenyl-di-(naphthyl-⁽¹⁾)-methan 
• 100-44-7 benzyl chloride 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 100-51-6 benzyl alcohol 
• 10245-69-9 2-phenyl-2H-naphtho[1,8-bc]thiophene 
• 3137-11-9 1-(4-nitro-benzyl)-naphthalene 
• 90-11-9 1-Bromonaphthalene 
• 62673-31-8 benzyl(bromo)zinc 

Downstream Products

• 642-29-5 1-benzoylnaphthalene 
• 115839-86-6 5-benzyl-1,2,3,4-tetrahydronaphthalene 
• 119-64-2 tetralin 
• 4313-57-9 2,5-dihydrotoluene 
• 38899-49-9 monobenzyl-1,2,3,4-tetrahydronaphthalene 
• 108-88-3 toluene 
• 91-20-3 naphthalene 
• 4389-09-7 1,10-trimethylenephenanthrene 
• 199-94-0 7H-benz[d,e]anthracene 
• 71-43-2 benzene 
• 596098-22-5 (+/-)-chlorodimethyl(1-naphtylphenylmethyl)silane 
• 78199-49-2 1-(α-Acetoxybenzyl)naphthalene 
• 5375-55-3 N-(naphthalen-1-yl(phenyl)methyl)acetamide 
• 912588-52-4 4-methyl-N-(naphthalen-1-yl(phenyl)methyl)benzenesulfonamide 

Relevant articles and documents

Palladium-catalyzed cross-coupling of benzyltitanium(IV) reagents with aryl fluorides

The first palladium-catalyzed cross-coupling between benzyltitanium(IV) reagents with aryl fluorides is reported. A variety of diarylmethanes can be prepared in good to excellent yields by the catalyst system of PdCl2(dppf)2 associated with 1-[2-(di-tert-butylphosphanyl)phenyl]-4-methoxypiperidine. This reaction offered a highly efficient approach to diarylmethanes that are commonly found in life-changing drug molecules. Graphical abstract: [Figure not available: see fulltext.]

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.

Deoxygenative cross-electrophile coupling of benzyl chloroformates with aryl iodides

This work describes Ni-catalyzed cross-electrophile coupling of benzyl chloroformate derivatives with aryl iodides that generates a wide range of diaryl methane products. The mild reaction conditions merit the C-O bond radical fragmentation of benzyl chloroformates via halide abstraction or a single electron reduction by a Ni catalyst. This work offers a new substrate type for cross-electrophile couplings.