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436887

Sigma-Aldrich

4-Vinylbenzyl chloride

90%

Synonym(s):

4-(Chloromethyl)styrene

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About This Item

Linear Formula:
H2C=CHC6H4CH2Cl
CAS Number:
Molecular Weight:
152.62
Beilstein:
2204384
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

90%

form

liquid

contains

500 ppm tert-butylcatechol as inhibitor

refractive index

n20/D 1.572 (lit.)

viscosity

1,830 cP(25 °C)(lit.)

bp

229 °C (lit.)

density

1.083 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

ClCc1ccc(C=C)cc1

InChI

1S/C9H9Cl/c1-2-8-3-5-9(7-10)6-4-8/h2-6H,1,7H2

InChI key

ZRZHXNCATOYMJH-UHFFFAOYSA-N

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General description

4-Vinylbenzyl chloride (VBC) is commonly used as a monomer that belongs to the class of aryl chlorides and contains both a vinyl group (CH2=CH-) and a benzyl chloride group (C6H4CH2Cl) in its structure. It is used as a reactive building block in various polymerization reactions to synthesize different types of polymers with excellent thermal stability, chemical resistance and good film-forming properties. It is commonly utilized in the production of resins, coatings, adhesives, and ion-exchange resins. It offers versatility in polymer synthesis, allowing for the introduction of desired functionalities into polymers.

It is also:
  • A component of ion exchange resins, photo-resist polymers, cross-linkable fibers, coupling agents and electroconducting polymers.
  • Starter for various copolymer preparations.
  • Dual functional monomer. Readily derivatized by chloride displacement.

Application

4-Vinylbenzyl chloride can be used as a monomer to synthesize:
  • The hypercross-linked polymer for supercapacitor applications. Incorporation of 4-vinyl benzyl chloride contributes to the formation of a porous structure and specific surface area which facilitate efficient electrolyte ion diffusion and provide ample sites for charge storage, leading to enhanced electrochemical performance.
  • The polymeric thin films by the matrix-assisted pulsed laser evaporation (MAPLE) technique. The resulting polymeric thin films can exhibit non-linear optical effects such as optical second harmonic generation, electro-optic modulation, or optical frequency conversion. These properties make them suitable for various applications in non-linear optic devices.

Pictograms

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

219.2 °F - closed cup

Flash Point(C)

104 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Chemistry of Materials, 16, 2648-2655 (2004)
Chemistry of Materials, 16, 2282-2286 (2004)
Polymer Preprints (American Chemical Society, Division of Polymer Chemistry), 43, 140-141 (2002)
Liwei Qian et al.
Analytica chimica acta, 884, 97-105 (2015-06-16)
Structural stability of the template is one of the most important considerations during the preparation of protein imprinting technology. To address this limitation, we propose a novel and versatile strategy of utilizing macromolecularly functional monomers to imprint biomacromolecules. Results from
Juanjuan Feng et al.
Analytical and bioanalytical chemistry, 407(23), 7025-7035 (2015-07-30)
Ionic liquids (ILs) have been efficiently used as a "designer sorbent" in sample preparation. A novel 1-(3-aminopropyl)-3-(4-vinylbenzyl)imidazolium 4-styrenesulfonate IL monomer was synthesized and copolymerized with 1,6-di(3-vinylimidazolium) hexane bishexafluorophosphate IL as cross-linking agent to prepare a cross-linked polymeric ionic liquids (PILs)

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