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2-Vinylnaphthalene

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2-Vinylnaphthalene Basic information

Product Name:
2-Vinylnaphthalene
Synonyms:
  • 2-Vinylnaphthalene, stabilized, 98%
  • (2-Naphthyl)ethylene
  • b-Vinylnaphthalene
  • Naphthalene, 2-ethenyl-
  • 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
CAS:
827-54-3
MF:
C12H10
MW:
154.21
EINECS:
212-573-6
Product Categories:
  • Naphthalene series
  • NLO MonomersPolymer Science
  • Styrene and Functionalized Styrene MonomersPolymer Science
  • Monomers
  • Non-Linear Optical (NLO) Materials
  • Photonic and Optical Materials
  • Polymer Science
  • Vinyl Halides, Amines, Amides, and Other Vinyl Monomers
Mol File:
827-54-3.mol
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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)
Flash point:
>230 °F
storage temp. 
2-8°C
form 
Powder
color 
White to slightly beige or yellow
Water Solubility 
INSOLUBLE
BRN 
2038190
InChIKey
KXYAVSFOJVUIHT-UHFFFAOYSA-N
CAS DataBase Reference
827-54-3(CAS DataBase Reference)
NIST Chemistry Reference
Naphthalene, 2-ethenyl-(827-54-3)
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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

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2-Vinylnaphthalene Usage And Synthesis

Chemical Properties

Tan powder

Uses

2-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.

Application

Used 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.

Definition

ChEBI: 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 Description

2-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 Methods

The 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.

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