176098-88-7

Basic information

• Product Name: 5,11-DIBROMO-25,27-DIPROPOXYCALIX[4]ARENE
• Synonyms: 5,17-DIBROMO-25,27-DIPROPOXYCALIX[4]ARENE;5,11-DIBROMO-25,27-DIPROPOXYCALIX[4]ARENE;5,11-DIBROMO-25,27-DIPROPOXYCALIX[4]ARENE 99%;5,17-Dibromo-25,27-dipropoxycalix[4]arene,99%
• CAS NO: 176098-88-7
• Molecular Formula: C₃₄H₃₄Br₂O₄
• Molecular Weight: 634.44
• Mol File: 176098-88-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 307-309 °C
• Boiling Point: 728.4°Cat760mmHg
• Flash Point: 394.4°C
• Appearance: /
• Density: 1.2819 (rough estimate)
• Vapor Pressure: 6.23E-22mmHg at 25°C
• Refractive Index: 1.5010 (estimate)
• CAS DataBase Reference: 5,11-DIBROMO-25,27-DIPROPOXYCALIX[4]ARENE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,11-DIBROMO-25,27-DIPROPOXYCALIX[4]ARENE(176098-88-7)
• EPA Substance Registry System: 5,11-DIBROMO-25,27-DIPROPOXYCALIX[4]ARENE(176098-88-7)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 176098-88-7(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystalline powder

InChI:InChI=1/C34H34Br2O4/c1-3-11-39-33-21-7-5-8-22(33)14-26-18-30(36)20-28(32(26)38)16-24-10-6-9-23(34(24)40-12-4-2)15-27-19-29(35)17-25(13-21)31(27)37/h5-10,17-20,37-38H,3-4,11-16H2,1-2H3

Upstream product

• 157432-87-6 5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 
• 248590-47-8 25,26,27,28-tetrakis(hydroxy)calix[4]arene 
• 143406-35-3 25,27-dihydroxy-26,28-dipropoxycalix[4]arene 

Downstream Products

• 1038081-71-8 11,23-bis[5'-(4-hexadecyloxyphenyl)-2,2'-bithiophen-5-yl]-25,27-dihydroxy-26,28-dipropoxycalix[4]arene 
• 910885-83-5 C₄₀H₄₄Br₂O₆ 
• 217454-83-6 5,17-bis(diphenylphosphonium)-25,26,27,28-tetrapropoxycalix[4]arene 
• 945554-43-8 11,23-dibromo-25,27-dibenzyloxy-26,28-bis(propyloxy)calix[4]arene 

Relevant articles and documents

Synthesis and inclusion properties of a upper-rim-connected biscalix[4]arene

The conformationally-immobile biscalix[4]arene was synthesized by connecting the upper rims with two spacers. It showed high inclusion ability and selectivity for quaternary ammonium ions. A comparison with reference compounds established that the enhanced selectivity is due to the cooperative action of two howl-shaped calix[4]arenes.

Lower-Rim-Modified Calix[4]arene-Pyrrolotetrathiafulvalene Molecular Tweezers

An approach for the lower rim modification of the calix[4]arene-based molecular tweezes with monopyrrolo-tetrathiafulvalene (MPTTF) arms attached to the upper rim of calixarenes is described. First, calixarene-MPTTF conjugates with free hydroxyl on the lower rim are synthesized using the Ullmann reaction, then hydroxyl groups are substituted by propargyl groups, which can be used for further modification by the click reaction. The new calixarene-TTF derivatives displayed reversible redox processes, as well as demonstrated binding affinity for electron-deficient molecular guests such as tetracyanoquinodimethane. The described synthetic approach will be used for the modular synthesis of molecular receptors tailored for specific applications.

Two structural types of 1,3-alternate tetrapropoxycalix[4]arene derivatives in the solid state

The solid state structures of seven tetrapropoxycalix[4]arene derivatives immobilised in a 1,3-alternate conformation were determined using single-crystal X-ray crystallography. The cavity shapes of investigated derivatives (upper rim unsubstituted, dista

Regioselective upper-rim functionalizations of calix[4]arene by diphenylphosphino groups

The regioselective upper-rim functionalization of calix[4]arene have been performed to prepare all the multisubstituted diphenylphosphine derivatives. In addition, the X-ray structures of 5,17-dibromo-11,23-bis(diphenylphosphino)-25,26,27,28-tetra-n-propoxycalix [4]arene and 5,11,17,23-tetrakis(diphenylphosphino)-25,26,27,28-tetra-i-propoxy-calix[4] arene have been determined. Regioselective functionalizations have been achieved using methods that involve appropriate choices of bases, alkyllithium-solvent systems, stoichiometry, and reaction times. A new and convenient method for selectively preparing derivitized calix[4]arenes at proximal positions in relative large scale quantity has been developed and involves a transesterification of the distal diester derivative into the proximal isomer.