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

Photoredox Catalyzed Sulfonylation of Multisubstituted Allenes with Ru(bpy)3Cl2 or Rhodamine B

A highly regio- and stereoselective sulfonylation of allenes was developed that provided direct access to α, β-substituted unsaturated sulfone. By means of visible-light photoredox catalysis, the free radicals produced by p-toluenesulfonic acid reacted with multisubstituted allenes to obtain Markovnikov-type vinyl sulfones with Ru(bpy)3Cl2 or Rhodamine B as photocatalyst. The yield of this reaction could reach up to 91%. A series of unsaturated sulfones would be used for further transformation to some valuable compounds.

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.

Electrochemistry enabled selective vicinal fluorosulfenylation and fluorosulfoxidation of alkenes

Both sulfur and fluorine play important roles in organic synthesis, the life science, and materials science. The direct incorporation of these elements into organic scaffolds with precise control of the oxidation states of sulfur moieties is of great significance. Herein, we report the highly selective electrochemical vicinal fluorosulfenylation and fluorosulfoxidation reactions of alkenes, which were enabled by the unique ability of electrochemistry to dial in the potentials on demand. Preliminary mechanistic investigations revealed that the fluorosulfenylation reaction proceeded through a radical-polar crossover mechanism involving a key episulfonium ion intermediate. Subsequent electrochemical oxidation of fluorosulfides to fluorosulfoxides were readily achieved under a higher applied potential with the adventitious H2O in the reaction mixture.