10366-05-9

Basic information

• Product Name: Dichloro[2,2]paracyclophane
• Synonyms: Dichlorotricyclo[8.2.2.24,7]hexadeca-1(12),4,6,10,13,15-hexaene, mixed isomers;PARYLENE C;5,12-Dichlorotricyclo[8.2.2.24,7]hexadeca-1(12),4,6,10,13,15-hexaene;DICHLORODI-PARA-XYLYLENE;Dimer, Parylene C;Dichlorotricyclo(8,2,2,2[4,7])hexadeca-4,6,10,12,13,15-hexaene EINCIS;1,4'-Ethylene-1',4-ethylenebis(2-chlorobenzene);5,11-Dichlorotricyclo[8.2.2.24,7]hexadeca-1(12),4,6,10,13,15-hexene
• CAS NO: 10366-05-9
• Molecular Formula: C₁₆H₁₄Cl₂
• Molecular Weight: 277.193
• EINECS: 233-807-3
• Mol File: 10366-05-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 165-167°C
• Boiling Point: 389.967 °C at 760 mmHg
• Flash Point: 181.488 °C
• Appearance: /
• Density: 1.23 g/cm³
• Vapor Pressure: 6.16E-06mmHg at 25°C
• Refractive Index: 1.602
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: Dichloro[2,2]paracyclophane(CAS DataBase Reference)
• NIST Chemistry Reference: Dichloro[2,2]paracyclophane(10366-05-9)
• EPA Substance Registry System: Dichloro[2,2]paracyclophane(10366-05-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 10366-05-9(Hazardous Substances Data)

Usage

General Description

Dichloro[2,2]paracyclophane is a chemical compound that belongs to the class of paracyclophanes, which are cyclic hydrocarbons with alternating single and double bonds. It is a highly symmetrical molecule with two chlorine atoms attached to the cyclophane ring system. Dichloro[2,2]paracyclophane has unique optical and electronic properties that make it useful in the field of organic semiconductors and materials science. It has been studied for its potential application in organic light-emitting diodes (OLEDs), field-effect transistors, and photovoltaic devices. Additionally, the rigid and planar structure of dichloro[2,2]paracyclophane enables it to be used as a building block in the synthesis of novel materials and molecular architectures. Overall, this compound has garnered significant interest for its potential in various technological and scientific applications due to its unique molecular structure and properties.

InChI:InChI=1/C16H14Cl2/c17-15-9-11-1-5-13(15)8-4-12-2-6-14(7-3-11)16(18)10-12/h1-2,5-6,9-10H,3-4,7-8H2

Upstream product

• 1633-22-3 [2.2]Paracyclophan 
• 95-72-7 2-chloro-1,4-dimethyl-benzene 
• 868860-20-2 1-(bromomethyl)-2-chloro-4-methylbenzene 
• 943742-24-3 2-chloro-4-bromostyrene 

Downstream Products

• 344938-52-9 4,12-dimethyl<2.2>paracyclophane 

Relevant articles and documents

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Preparation method of parylene

The invention discloses a preparation method of parylene. The method comprises the steps: carrying out a reaction on a compound 1A to obtain a compound 2A; and reacting the compound 2A with a compound2B to obtain a parylene crude product, and purifying the parylene crude product to obtain a parylene fine product. According to the method, the reagent with lower price is used as a starting raw material, the final product is obtained through two-step reaction, the reaction condition of each step is mild, the yield of the obtained parylene is high, and the cost can be greatly reduced.

A new protocol for the synthesis of 4,7,12,15-tetrachloro[2.2]paracyclophane

We report a green and convenient protocol to prepare 4,7,12,15-tetrachloro[2.2]paracyclophane, the precursor of parylene D, from 2,5-dichloro-p-xylene. In the first bromination step, with H2O2-HBr as a bromide source, this procedure becomes organic-waste-free and organic-solvent-free and can appropriately replace the existing bromination methods. The Winberg elimination-dimerization step, using aqueous sodium hydroxide solution instead of silver oxide for anion exchange, results in a significant improvement in product yield. Furthermore, four substituted [2.2]paracyclophanes were also prepared in this convenient way.