Skip to Content
Merck
CN
All Photos(1)

Documents

86142

Sigma-Aldrich

4-Sulfocalix[4]arene sodium salt

≥95.0% (HPLC)

Sign Into View Organizational & Contract Pricing
All Photos(1)
Synonym(s):
25,26,27,28-Tetrahydroxycalix[4]arene-5,11,17,23-tetrasulfonic acid sodium salt, Calix[4]arene-4-sulfonic acid sodium salt
Linear Formula:
C28H24-xO16S4Nax
CAS Number:
151657-13-5
Beilstein:
5221495
UNSPSC Code:
12350000
PubChem Substance ID:
24888542
NACRES:
NA.22

Quality Level

100

Assay

≥95.0% (HPLC)

form

crystals

impurities

≤3% methanol

mp

≥300 °C (lit.)

SMILES string

[Na].Oc1c2Cc3cc(cc(Cc4cc(cc(Cc5cc(cc(Cc1cc(c2)S(O)(=O)=O)c5O)S(O)(=O)=O)c4O)S(O)(=O)=O)c3O)S(O)(=O)=O

InChI

1S/C28H24O16S4.Na/c29-25-13-1-14-6-22(46(36,37)38)8-16(26(14)30)3-18-10-24(48(42,43)44)12-20(28(18)32)4-19-11-23(47(39,40)41)9-17(27(19)31)2-15(25)7-21(5-13)45(33,34)35;/h5-12,29-32H,1-4H2,(H,33,34,35)(H,36,37,38)(H,39,40,41)(H,42,43,44);/q;+1/p-1

InChI key

GZPNIEYNWYONCE-UHFFFAOYSA-M

General description

4-Sulfocalix[4]arene is a cyclic oligomer, which is prepared by hydroxyalkylation of phenol and aldehyde. It belongs to the family of calixarenes with repeating phenolic units connected via methylene groups forming a macrocyclic molecule. It has an amphiphilic nature with different functional groups that make it useful in drug delivery systems. It shows potential applications in various fields such as analysis and separation, enzyme mimetic systems and self-assembly membranes.

Application

4-Sulfocalix[4]arene sodium salt is an amphiphilic calix[n]arene that can be used as a coupling agent for organic molecules and metal complexes because of its hydrophobic (aromatic ring) and hydrophilic (SO3-) environments.

Other Notes

Water-soluble calixarene; complexing agent, e.g. for lanthanides; Regioselective acid catalyst

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

N. Sato et al.
Chemistry Letters (Jpn), 1261-1261 (1993)
Lateral assembly of oxidized graphene flakes into large-scale transparent conductive thin films with a three-dimensional surfactant 4-sulfocalix [4] arene
Sundramoorthy AK, et al.
Scientific reports, 5, 10716-10716 (2015)
I. Yoshida et al.
Chemistry Letters (Jpn), 2105-2105 (1991)
M. Komiyama et al.
Chemistry Letters (Jpn), 937-937 (1991)
Binding of Ru (NH3) 5pz2+ to 4-Sulfocalix [4] arene Sodium Salt. Effects of the Host- Guest Interaction on Electron Transfer Processes
Lopez-Cornejo P, et al.
The Journal of Physical Chemistry B, 113(38), 12721-12726 (2009)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service