91-14-5

Basic information

• Product Name: 1,2-divinylbenzene
• Synonyms: ORTHO-DIVINYLBENZENE;2-Vinylstyrene;1,2-Divinylbenzol
• CAS NO: 91-14-5
• Molecular Formula: C₁₀H₁₀
• Molecular Weight: 130.1864
• EINECS: 202-043-2
• Mol File: 91-14-5.mol
• Article Data: 18

Chemical Properties

• Melting Point: 30.2 °C
• Boiling Point: 175.9°C (rough estimate)
• Flash Point: 71.873 °C
• Appearance: /
• Density: 0.9325
• Vapor Pressure: 0.327mmHg at 25°C
• Refractive Index: 1.5767
• CAS DataBase Reference: 1,2-divinylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-divinylbenzene(91-14-5)
• EPA Substance Registry System: 1,2-divinylbenzene(91-14-5)

Safety Data

• Hazardous Substances Data: 91-14-5(Hazardous Substances Data)

Usage

Description

1,2-divinylbenzene is a colorless liquid chemical compound with the molecular formula C10H10, characterized by a floral odor. It is primarily utilized as a monomer in the synthesis of specialty polymers and resins, and also serves as a cross-linking agent in the production of ion exchange resins and a reagent in organic synthesis. Due to its flammable nature and potential to cause skin and eye irritation, it is classified as a hazardous substance, necessitating regulated production and use to mitigate environmental and health risks.

Uses

Used in Specialty Polymer and Resin Production:
1,2-divinylbenzene is used as a monomer for the synthesis of specialty polymers and resins, contributing to the development of materials with unique properties tailored for specific applications.
Used in Ion Exchange Resin Synthesis:
As a cross-linking agent, 1,2-divinylbenzene is employed in the production of ion exchange resins, which are crucial in various industrial processes, including water treatment, food processing, and pharmaceutical manufacturing.
Used in Organic Synthesis:
1,2-divinylbenzene serves as a reagent in organic synthesis, enabling the creation of a wide range of chemical compounds for diverse applications across different industries.

InChI:InChI=1/C10H10/c1-3-9-7-5-6-8-10(9)4-2/h3-8H,1-2H2

Upstream product

• 91-22-5 quinoline 
• 58083-44-6 1,2-bis(bromoethyl)benzene 
• 17378-99-3 2,2’-(1,2-phenylene)diethanol 
• 19493-09-5 Methylenetriphenylphosphorane 
• 643-79-8 o-phthalic dicarboxaldehyde 
• 50-00-0 formaldehyd 
• 1519-46-6 o-xylylene(bistriphenylphospine) dibromide 
• 15677-15-3 benzo[2,3]bicyclo[3.1.0]hexane 
• 108437-03-2 1,2-divinylcyclohexa-1,4-diene 
• 115482-92-3 all-cis-1,10-Dibrom-2,5,8-decatrien 
• 74-85-1 ethene 
• 2039-88-5 2-bromostyrene 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 583-53-9 2,3-dibromobenzene 

Downstream Products

• 253185-02-3 ortho-diethylbenzene 
• 22801-07-6 o-bis(α,β-dibromoethyl)benzene 
• 41009-80-7 1,2-Bis(2,2-dichlorcyclopropyl)benzol 
• 42185-71-7 meso-1,2-Bis(2,2-dibromcyclopropyl)benzol 
• 74410-88-1 o-(2,2-Dibromcyclopropyl)styrol 
• 71098-91-4 1,3-Bis-phenylselanylmethyl-1,3-dihydro-isobenzofuran 
• 50423-54-6 d,l-1,2-Bis(2,2-dibromcyclopropyl)benzol 
• 767-58-8 1-methylindane 
• 110372-51-5 1-(2-Vinyl-phenyl)-ethanone oxime 
• 144744-81-0 2,2-Dichloro-3-(2-vinyl-phenyl)-cyclobutanone 
• 1243-97-6 benzyltriphenylphosphonium iodide 
• 79827-48-8 2-Ethyl-1-methyl-1,2,3,4-tetrahydro-2-naphthol 
• 79827-47-7 2-Ethyl-1-methyl-1,2,3,4-tetrahydro-2-naphthol 
• 91-20-3 naphthalene 

Relevant articles and documents

2-Vinyl-1,1,2-trihalocyclopropanes - Valuable five carbon cyclopropane and cyclopropene synthetic intermediates

The dichloro- and dibromocarbene adducts of chloroprene and 2,3-dichlorobutadiene are readily dehalogenated by reaction with methyllithium to give 1-halo-2-vinylcyclopropenes which on further lithium-halogen exchange give synthetically useful 1-lithio-2-vinylcyclopropenes. Trapping of 1-lithio-2-(1-chlorovinyl)cyclopropene with methyl chloroformate leads to a very unusual cyclononadienyne.

Living anionic polymerization of 1,4-divinylbenzene and its isomers

The anionic polymerization of 1,4-divinylbenzene (1) and its ortho (2) and meta isomers (3) were studied under a variety of conditions. One of the two vinyl groups of 1 was selectively and exclusively polymerized in a living manner by the addition of a suitable additive under the conditions of -78 C for 1 min and -95 C for 30 min. Under such conditions, the unwanted addition reaction of the chain-end anion to the pendant vinyl group was almost suppressed and soluble polymers with predictable molecular weights of up to 60 500 g/mol and narrow molecular weight distributions (Mw/Mn 1.05) were quantitatively obtained. The amount of dimerized chain produced by the addition reaction was negligible or very small (5%). The effective additives in the polymerization involve potassium alkoxides and phenoxides, derived from tert-butyl alcohol, sec-butyl alcohol, 2,4-dimethyl-3-pentanol, 1-methylcyclohexanol, 1:2,5:6-di-O-isopropylidene-α-d-glucofuranose, phenol, 1-naphthol, and 2,6-di(tert-butyl)-4-methylphenol, and potassium carboxylate derived from pivalic acid. The living polymer of 1 was not stable at -78 C after 5 min or longer times, but very stable at -95 C even for 30 min. The chain-end anion could be stabilized by end-capping with tert-butyl methacrylate and 1,1-diphenylethylene, and the resulting anions remained unchanged at -78 C even after several hours.

Molecular Fingerprints With Enhanced Identifying Capability, Method for Preparing Same and Use Thereof

The invention concerns a method for preparing a molecular fingerprint comprising sites for identifying at least one target molecule, said fingerprint being obtained from at least one master molecule of polymeric type, called master polymer. The invention is characterized in that said master polymer is different from the target molecule(s), and is capable of being eliminated by degradation and/or washing, and that at least 5% in number of monomer units constituting the master polymer are involved in the formation of the sites for identifying the target molecule(s).

Phosphepines: Convenient access to phosphinidene complexes

Reaction of o-diethynylbenzene with transition metal-complexed primary phosphines gives in a single base-induced step stable phosphepine complexes as confirmed by X-ray data. At 75-80 °C these phosphepines undergo clean cheletropic elimination of naphthalene to give transient carbene-like phosphinidene complexes that can be trapped in high yield by alkenes, alkynes, and alcohols. Copyright