826-74-4

Basic information

• Product Name: 1-VINYLNAPHTHALENE
• Synonyms: naphthalene,1-ethenyl-;α-vinylnaphthalene;ALPHA-VINYLNAPHTHALENE;1-VINYLNAPHTHALENE;1-ETHENYLNAPHTHALENE;1-Vinylnaphthalene (stabilized with TBC);(Naphthalen-1-yl)ethene;1-(1-Naphtyl)ethene
• CAS NO: 826-74-4
• Molecular Formula: C₁₂H₁₀
• Molecular Weight: 154.21
• EINECS: 212-560-5
• Product Categories: Aromatics Compounds;Aromatics;Mutagenesis Research Chemicals;Monomers;NLO MonomersPolymer Science;Non-Linear Optical (NLO) Materials;Photonic and Optical Materials;Vinyl Halides, Amines, Amides, and Other Vinyl Monomers;Naphthalene series
• Mol File: 826-74-4.mol
• Article Data: 110

Chemical Properties

• Melting Point: 322 °C
• Boiling Point: 135-138 °C(lit.)
• Flash Point: 101 °C
• Appearance: liquid
• Density: 1.04 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.653(lit.)
• Storage Temp.: Refrigerator
• Solubility: Soluble in ethyl acetate, hexane and methanol.
• Sensitive: Moisture Sensitive
• Stability: Stable. Incompatible with strong oxidizing agents. Combustible.
• CAS DataBase Reference: 1-VINYLNAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-VINYLNAPHTHALENE(826-74-4)
• EPA Substance Registry System: 1-VINYLNAPHTHALENE(826-74-4)

Safety Data

• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-51/53-22
• Safety Statements: 26-36-61
• RIDADR: UN 3082 9 / PGIII
• WGK Germany: 2
• Hazardous Substances Data: 826-74-4(Hazardous Substances Data)

Usage

Chemical Properties

Colourless to Pale Green Liquid

Uses

Different sources of media describe the Uses of 826-74-4 differently. You can refer to the following data:
1. A precursor of polynuclear aromatic hydrocarbons in tobacco smoke.
2. 1-Vinylnaphthalene is used as a precursor of polynuclear aromatic hydrocarbons in tobacco smoke. It is also used as pharmaceutical intermediate.
3. 1-Vinylnaphthalene may be used in the synthesis of 1-naphthyl-1,2-ethanediol, which can further be utilized as a metal hydrogenated catalyst. It may also be used as a substrate material to produce azidocyanation based products.

Synthesis Reference(s)

Tetrahedron, 52, p. 915, 1996 DOI: 10.1016/0040-4020(95)00950-7

Purification Methods

Commercial material can contain up to 2% of poly-1-vinylnaphthalene. Fractionally distil it under reduced pressure using a spinning-band column, dry it with CaH2 and again distil it under vacuum. Store it in sealed ampoules in a freezer. It has max (cyclohexane) at 210 and 320nm. The picrate has m 105-106o. [Beilstein 5 H 585, 5 III 1773, 5 IV 1833.] It is an irritant.

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

Upstream product

• 56-23-5 tetrachloromethane 
• 128-08-5 N-Bromosuccinimide 
• 1127-76-0 1-ethylnapthelene 
• 773-99-9 2-naphthaleneethanol 
• 68480-12-6 2-(1,2,3,4-tetrahydronaphthalen-1-yl)ethanol 
• 57605-95-5 1-(1-naphthyl)ethanol 
• 60-29-7 diethyl ether 
• 75-07-0 acetaldehyde 
• 703-55-9 1-naphthylmagnesiumbromide 
• 151-50-8 potassium cyanide 
• 139277-82-0 4-(1-Naphthyl)-3-thiapentane-1-thiol 
• 593-60-2 Vinyl bromide 
• 13922-41-3 1-Naphthylboronic acid 
• 42409-05-2 vinyl nonafluorobutane-1-sulfonate 

Downstream Products

• 63084-72-0 (+/-)-(3ar,3bξ,11ac)-3a,3b,11,11a-tetrahydro-phenanthro[1,2-c]furan-1,3-dione 
• 68323-01-3 Methyl-(2-naphthalen-1-yl-ethyl)-diphenyl-silane 
• 116218-05-4 1-(1’-chloro-2’-phenylethyl)naphthalene 
• 36288-25-2 1-(4-methylphenyl)-2-(naphth-1-yl)ethene 
• 3960-21-2 1,2-di(naphthyl)ethene 
• 90-13-1 1-Chloronaphthalene 
• 81075-98-1 (1S,2R)-2-((S)-Benzyl-phenyl-phosphinoyl)-1,2,3,4-tetrahydro-phenanthrene-1-carboxylic acid methyl ester 
• 81075-99-2 (1R,2S)-2-((S)-Benzyl-phenyl-phosphinoyl)-1,2,3,4-tetrahydro-phenanthrene-1-carboxylic acid methyl ester 
• 43017-75-0 1-naphthylacetaldehyde 
• 62222-40-6 2-Naphthalen-1-yl-oxirane 
• 86457-72-9 (-)-1-vinylnaphthalene oxide 
• 91-20-3 naphthalene 
• 827-54-3 2-naphthylethylene 
• 83-32-9 acenaphthene 

Relevant articles and documents

Tertiary arsine ligands for the Stille coupling reaction

The Stille coupling reaction is one of the most important coupling reactions. It is well known that the triphenylarsine ligand can accelerate the reaction rate of Stille coupling. However, other arsine ligands have never been investigated for the Stille c

Nickel-Catalyzed Ligand-Free Hiyama Coupling of Aryl Bromides and Vinyltrimethoxysilane

We herein disclose the first Ni-catalyzed Hiyama coupling of aryl halides with vinylsilanes. This protocol uses cheap, nontoxic, and stable vinyltrimethoxysilane as the vinyl donor, proceeds under mild and ligand-free conditions, furnishing a diverse variety of styrene derivatives in high yields with excellent functional group compatibility.

Method for preparing olefin compound under alkaline condition

The invention relates to a method for preparing an olefin compound under an alkaline condition. The method comprises the following steps: adding a solvent and an alkali catalyst into long-chain alcohol serving as a raw material, introducing sulfuryl fluoride gas, stirring for reaction, and separating and purifying to obtain the olefin compound. The olefin compound has a structural formula shown in the description; and in the formula, R is phenyl, substituted phenyl, heterocyclic aryl, fused ring aryl, substituted fused ring aryl or alkyl. An alkali-promoted alcohol-to-olefin conversion method developed by the invention is mild in reaction condition, simple and convenient to operate and low in instrument and equipment requirements, the long-chain alcohol is used as a reaction raw material, the price is low, the source is wide, and the yield of the prepared olefin compound is high; and the method effectively avoids the influence of acidic conditions on part of groups (acetal, ketal, epoxy and the like), is efficient in reaction and wide in substrate application range, can tolerate most of functional groups, and provides a new path for synthesis of complex olefins.