827-54-3

Basic information

• Product Name: 2-Vinylnaphthalene
• Synonyms: Naphthalene,2-vinyl- (8CI);(2-Naphthyl)ethylene;(Naphthalen-2-yl)ethene;2-Ethenylnaphthalene
• CAS NO: 827-54-3
• Molecular Formula: C₁₂H₁₀
• Molecular Weight: 154.2078
• EINECS: 212-573-6
• Mol File: 827-54-3.mol
• Article Data: 137

Chemical Properties

• Melting Point: 63-67℃
• Boiling Point: 270.9 °C at 760 mmHg
• Flash Point: 115.5 °C
• Appearance: Tan powder
• Density: 1.031 g/cm³
• Water Solubility: INSOLUBLE
• CAS DataBase Reference: 2-Vinylnaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Vinylnaphthalene(827-54-3)
• EPA Substance Registry System: 2-Vinylnaphthalene(827-54-3)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: R20/22:; R36/38:
• Safety Statements: S26:; S36:
• Hazardous Substances Data: 827-54-3(Hazardous Substances Data)

Usage

General Description

2-Vinylnaphthalene, also known as 2-vinyl-1-naphthalene, is a chemical compound with the formula C12H10. It is a colorless liquid with a sweet, floral odor and is used in the production of plastics and resins. 2-Vinylnaphthalene is a vinylated naphthalene, meaning it has a vinyl group attached to the naphthalene ring. It is used as a precursor in the synthesis of various polymers and as a monomer for the production of vinyl naphthalene resins. It is also used as an intermediate in the manufacturing of pharmaceuticals and fragrances. However, 2-Vinylnaphthalene is also a potential irritant and can cause skin and eye irritation upon contact, as well as harmful effects if inhaled.

InChI:InChI=1/C12H10/c1-2-10-7-8-11-5-3-4-6-12(11)9-10/h2-9H,1H2

Upstream product

• 939-27-5 2-ethylnaphthalene 
• 1485-07-0 naphthalen-2-ethanol 
• 32298-46-7 2,2'-(ethane-1,1-diyl)dinaphthalene 
• 22364-54-1 naphthalen-2-yl(trimethylsilyl)methanone 
• 58464-06-5 2-(1-chloroethyl)naphthalene 
• 917-64-6 methyl magnesium iodide 
• 77853-39-5 2-(naphthalen-2-yl)-1,3-dithiolane 
• 826-74-4 1-vinylnaphthalene 
• 86457-71-8 2-(naphthalen-2-yl)oxirane 
• 74-85-1 ethene 
• 450-58-8 2-naphthyldiazonium tetrafluoroborate 
• 3857-83-8 2-naphthyl triflate 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 917-57-7 vinyllithium 

Downstream Products

• 5399-06-4 2-naphthylthioacetic acid morpholylamide 
• 109699-80-1 benz-1,4-phenanthrenequinone 
• 65253-81-8 6-Phenyl-5,6-dihydro-benzophenanthren 
• 55024-84-5 naphth[1,2-a]anthracene-9,14-dione 
• 55024-85-6 5-(1,4-Dioxo-1,4-dihydro-naphthalen-2-yl)-naphtho[1,2-a]anthracene-9,14-dione 
• 143879-48-5 2-<2-(2-naphthyl)vinyl>acetanilide 
• 939-27-5 2-ethylnaphthalene 
• 136415-67-3 3-(naphthalen-2-yl)propanal 
• 159759-69-0 (R)-2-(naphthalen-2-yl)propanal 
• 110773-63-2 (S)-(+)-2-(2-naphthyl)propanal 
• 124176-93-8 1-[(3S,5R)-3-(4-Chloro-phenyl)-2-methyl-5-naphthalen-2-yl-isoxazolidin-3-ylmethyl]-1H-[1,2,4]triazole 
• 124176-92-7 1-[(3S,5S)-3-(4-Chloro-phenyl)-2-methyl-5-naphthalen-2-yl-isoxazolidin-3-ylmethyl]-1H-[1,2,4]triazole 
• 7228-47-9 2-(2-naphthyl)ethanol 
• 1485-07-0 naphthalen-2-ethanol 

Relevant articles and documents

Functionalized styrene synthesis via palladium-catalyzed C[sbnd]C cleavage of aryl ketones

We report herein the synthesis of functionalized styrenes via palladium-catalyzed Suzuki–Miyaura cross-coupling reaction between aryl ketone derivatives and potassium vinyltrifluoroborate. The employment of pyridine-oxazoline ligand was the key to the cleavage of unstrained C[sbnd]C bond. A variety of functional groups and biologically important moleculars were well tolerated. The orthogonal Suzuki–Miyaura coupling demonstrated the synthetic practicability.

Palladium-Catalyzed Benzylic Silylation of Diarylmethyl Carbonates with Silylboranes under Base-Free Conditions

A palladium-catalyzed benzylic silylation of diarylmethyl carbonates with silylboranes has been developed. The reaction proceeds smoothly even under external base-free conditions, and the corresponding benzylic silanes are formed in good to high yields. The obtained benzyl silane derivatives can work as the benzylic nucleophiles by the action of a suitable fluoride source and react with some carbon electrophiles to deliver the corresponding benzylic C?C cross-coupled products. Additionally, while still preliminary, the allylic silylation of the isoelectronic allylic carbonates is also achieved.

Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Vinyl Acetate in Dimethyl Isosorbide as a Sustainable Solvent

A nickel-catalyzed reductive cross-coupling has been achieved using (hetero)aryl bromides and vinyl acetate as the coupling partners. This mild, applicable method provides a reliable access to a variety of vinyl arenes, heteroarenes, and benzoheterocycles, which should expand the chemical space of precursors to fine chemicals and polymers. Importantly, a sustainable solvent, dimethyl isosorbide, is used, making this protocol more attractive from the point of view of green chemistry.