2-Vinylnaphthalene

2-Vinylnaphthalene Basic information
Product Name:2-Vinylnaphthalene
Synonyms:(2-Naphthyl)ethylene;b-Vinylnaphthalene;2-VINYLNAPHTHALENE , STABILIZED WITH CA 0.4% 4-T-BUTYLCATECHOL;2-Vinylnaphthalene, 97%, stab. with ca 0.4% 4-tert-butylcatechol;2-Vinylnaphthalene, 97%, stabilized;2-Vinylnaphthalene, 98%, stabilized;2-Vinylnaphthalene, 97%, stab. with ca 0.4% 4-t-butylcatechol;2-Vinylnaphthalene 95%
CAS:827-54-3
MF:C12H10
MW:154.21
EINECS:212-573-6
Product Categories:Naphthalene series;NLO MonomersPolymer Science;Non-Linear Optical (NLO) Materials;Photonic and Optical Materials;Styrene and Functionalized Styrene MonomersPolymer Science;Monomers;Polymer Science;Vinyl Halides, Amines, Amides, and Other Vinyl Monomers
Mol File:827-54-3.mol
2-Vinylnaphthalene Structure
2-Vinylnaphthalene Chemical Properties
Melting point 64-68 °C (lit.)
Boiling point 135 °C (18 mmHg)
density 1.1092 (estimate)
refractive index 1.4840 (estimate)
Fp >230 °F
storage temp. 2-8°C
form Powder
color White to slightly beige or yellow
Water Solubility INSOLUBLE
BRN 2038190
InChIKeyKXYAVSFOJVUIHT-UHFFFAOYSA-N
CAS DataBase Reference827-54-3(CAS DataBase Reference)
NIST Chemistry ReferenceNaphthalene, 2-ethenyl-(827-54-3)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 20/22-36/38-68/20/21/22-20/21/22
Safety Statements 26-36-36/37
WGK Germany 3
Hazard Note Keep Cold
HS Code 29029090
MSDS Information
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2-Vinylnaphthalene English
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2-Vinylnaphthalene Usage And Synthesis
Chemical PropertiesTan powder
Uses2-Vinylnaphthalene is employed in the synthesis of various copolymers such as Poly (sodium styrenesulfonate-co-2-vinyl-napthalene) copolymer and Poly (2-vinylnapthalene-alt-maleic acid)-graft-polystyrene. The latter finds applications as a photoactive polymer micelle and stabilizer for polystyrene latexes.
ApplicationUsed in plastic scintillators, neutron detectors and other demanding device applications. Poly(2-vinyl naphthalene) is synthesized by free radical or anionic living polymerization 2-vinylnaphthalene.
DefinitionChEBI: 2-vinylnaphthalene is a vinylnaphthalene carrying a vinyl group at position 2.
Synthesis Reference(s)Tetrahedron Letters, 24, p. 2723, 1983 DOI: 10.1016/S0040-4039(00)88005-3
General Description2-Vinylnaphthalene (2VNP) can be prepared by the alkylation of naphthalene to I-and 2 ethylnapthalenes followed by dehydrogenation, or by oxidation followed by dehydration. 2VNP is the monomer for poly-(2-vinylnapthalene).
Purification MethodsThe flammable solid can be fractionally distilled under reduced pressure using a spinning-band column; dry it with CaH2 and again distil it under vacuum. It crystallises from aqueous MeOH, EtOH (m 66o) or pet ether (m 66-66.5o). Store it in sealed ampoules in a freezer. The picrate has m 91-92o (from EtOH). [Beilstein 5 III 1775, 5 IV 1833.] It is an irritant.
2-Vinylnaphthalene Preparation Products And Raw materials
Preparation Products2-NAPHTHALEN-2-YL-ETHYLAMINE
1-(1-NAPHTHYL)-3-(2-NAPHTHYL)PROP-2-EN-1-ONE 3-(2-NAPHTHYL)-1-PHENYLPROP-2-EN-1-ONE 3-[3-(2-NAPHTHYL)ACRYLOYL]-4H-CHROMEN-4-ONE 1-[2-(BENZYLOXY)PHENYL]-3-(9-PHENANTHRYL)PROP-2-EN-1-ONE BASE NEUTRALS MIXTURE ISOVIOLANTHRENE 1-METHYL-4-[2-(2-NAPHTHYL)ETHENYL]PYRIDINIUM IODIDE 1,3,3-TRIMETHYLINDOLINO-BETA-NAPHTHOPYRYLOSPIRAN 3,4-DIHYDROBENZ[A]ANTHRACEN-1(2H)-ONE 4-(4-CHLORO-BENZYLOXY)-PHENYLAMINE 1-(2-NAPHTHYL)HEPT-1-EN-3-ONE 1-vinylpyrene AURORA KA-8097 2-(2-CHLORO-2-NITROVINYL)NAPHTHALENE 1,3-DI(2-NAPHTHYL)PROP-2-EN-1-ONE CALPHOSTIN C ALKALI GREEN 1-[2-(BENZYLOXY)PHENYL]-3-(2-NAPHTHYL)PROP-2-EN-1-ONE

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