1908-61-8

Basic information

• Product Name: 4-BROMO[2.2]PARACYCLOPHANE
• Synonyms: RACEMIC-4-BROMO[2,2]PARACYCLOPHANE;4-BROMO[2.2]PARACYCLOPHANE;RACEMIC-4-BROMO[2.2]PARACYCLOPHANE, MIN. 95%;racemic-4-Bromo[2.2]paracyclophane,min.95%;(rac)-4-Bromo[2.2]paracyclophane
• CAS NO: 1908-61-8
• Molecular Formula: C₁₆H₁₅Br
• Molecular Weight: 287.19
• Product Categories: organic bromide
• Mol File: 1908-61-8.mol
• Article Data: 23

Chemical Properties

• Melting Point: 132-134 °C
• Boiling Point: 370.5°Cat760mmHg
• Flash Point: 174.6°C
• Appearance: white/Powder
• Density: 1.319g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.608
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-BROMO[2.2]PARACYCLOPHANE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO[2.2]PARACYCLOPHANE(1908-61-8)
• EPA Substance Registry System: 4-BROMO[2.2]PARACYCLOPHANE(1908-61-8)

Safety Data

• Hazardous Substances Data: 1908-61-8(Hazardous Substances Data)

Usage

General Description

4-BROMO[2.2]PARACYCLOPHANE is a chemical compound with the molecular formula C20H14Br2. It is a member of the family of cyclophanes, which are a class of organic compounds known for their unique structure and properties. 4-BROMO[2.2]PARACYCLOPHANE is characterized by its distinctive 2,2’-dibromoparacyclophane core, which consists of two phenyl rings connected by a cyclohexene bridge. 4-BROMO[2.2]PARACYCLOPHANE has been studied for its potential applications in materials science, organic synthesis, and molecular recognition. Its unique structure and properties make it a valuable molecule for exploring new chemical reactions and developing novel materials. Additionally, it has been investigated for its role in the development of pharmaceuticals and agrochemicals, highlighting its potential significance in various fields of chemistry.

InChI:InChI=1/C16H15Br/c17-16-11-14-6-5-12-1-3-13(4-2-12)7-9-15(16)10-8-14/h1-4,8,10-11H,5-7,9H2

Upstream product

• 1633-22-3 [2.2]Paracyclophan 
• 7726-95-6 bromine 
• 735-65-9 2-bromo-1-tricyclo[8.2.2.24,7]hexadeca-1⁽¹³⁾,4,6,10⁽¹⁴⁾,11,15-hexaen-5-yl-ethanone 

Downstream Products

• 18931-44-7 pseudo-p-Brom-acetyl-<2,2>paracyclophan 
• 10122-95-9 (R_p)-1,4(1,4)-dibenzenacyclohexaphan-1²-amine 
• 1633-22-3 [2.2]Paracyclophan 
• 196086-92-7 (±)-4-benzylamino[2.2]paracyclophane 
• 135562-23-1 4-(p-toluenesulfonyl)<2.2>paracyclophane 
• 135562-24-2 (+)-4-bromo-15-(p-toluenesulfonyl)<2.2>paracyclophane 
• 135562-15-1 bis(15-(p-toluenesulfonyl)<2.2>paracyclophan-4-yl) diselenide 
• 135562-18-4 4-(geranylseleno)-15-(p-toluenesulfonyl)<2.2>paracyclophane 
• 10122-95-9 (S_p)-4-amino[2.2]paracyclophane 
• 37503-79-0 (R)-(-)-4-bromo<2.2>paracyclophane 

Relevant articles and documents

Layered Compounds. LXIII. Bromination of Double- and Triple-layered Paracyclophanes

Triple-layered paracyclophanes underwent bromination to give exclusively monobromo derivatives substituted to the inner benzene.The reactions were markedly accelerated by the transannular electronic interaction as compared to - and double-layered paracyclophanes, and thier enhanced reactivities were demonstrated by some competitive reactions.The relative rates of and systems are in reverse order for the triple-layered and double-layered series.Their reaction mechanisms were discussed.

Homochiral [2.2]Paracyclophane Self-Assembly Promoted by Transannular Hydrogen Bonding

[2.2]paracyclophane (pCp), unlike many π-building blocks, has been virtually unexplored in supramolecular constructs. Reported here is the synthesis and characterization of the first pCp derivatives capable of programmed self-assembly into extended cofacial π-stacks in solution and the solid state. The design employs transannular (intramolecular) hydrogen bonds (H-bonds), hitherto unstudied in pCps, between pseudo-ortho-positioned amides of a pCp-4,7,12,15-tetracarboxamide (pCpTA) to preorganize the molecules for intermolecular H-bonding with π-stacked neighbors. X-ray crystallography confirms the formation of homochiral, one-dimensional pCpTA stacks helically laced with two H-bond strands. The chiral sense is dictated by the planar chirality (Rpor Sp) of the pCpTA monomers. A combination of NMR, IR, and UV/Vis studies confirms the formation of the first supramolecular pCp polymers in solution.

Planar-Chiral [2.2]Paracyclophane-Based Amides as Proligands for Titanium- and Zirconium-Catalyzed Hydroamination

A synthetic route to racemic and enantiopure planar chiral [2.2]paracyclophanes with amide groups was developed to combine the well-established reactivity of amides as N,O-chelating ligands in hydroamination reactions with the planar chirality of the [2.2

Unprecedented One-Pot Reaction towards Chiral, Non-Racemic Copper(I) Complexes of [2.2]Paracyclophane-Based P,N-Ligands

Herein, we report a simple one-pot route to enantiopure copper(I) complexes featuring a unique [2.2]paracyclophane-based P,N-ligand system. Phosphine and pyridine moieties can be varied allowing the modular synthesis of these rigid and stable [2.2]paracyclophane-based P,N-ligands. These P,N-ligands are a new ligand class for different transition-metal complexes, which is shown exemplarily for palladium(II).