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Sigma-Aldrich

4,4′-(Hexafluoroisopropylidene)bis(benzoic acid)

98%

Synonym(s):

2,2-Bis(4-carboxylphenyl)-1,1,1,3,3,3-hexafluoropropane, 2,2-Bis(p-carboxyphenyl)hexafluoropropane, 4,4′-(1,1,1,3,3,3-Hexafluoropropane-2,2-diyl)dibenzoic acid, 4,4′-Hexafluoroisopropylidenediphenyl-1,1′-dicarboxylic acid, 4,4′-[2,2,2-Trifluoro-1-(trifluoromethyl)ethylidene]bis[benzoic acid], Hexafluoro-2,2-bis(4-carboxyphenyl)propane

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About This Item

Linear Formula:
(CF3)2C(C6H4CO2H)2
CAS Number:
1171-47-7
Molecular Weight:
392.25
MDL number:
MFCD00040931
UNSPSC Code:
12352100
PubChem Substance ID:
24862788
NACRES:
NA.22

Assay

98%

mp

272-274 °C (lit.)

functional group

carboxylic acid
fluoro

SMILES string

OC(=O)c1ccc(cc1)C(c2ccc(cc2)C(O)=O)(C(F)(F)F)C(F)(F)F

InChI

1S/C17H10F6O4/c18-16(19,20)15(17(21,22)23,11-5-1-9(2-6-11)13(24)25)12-7-3-10(4-8-12)14(26)27/h1-8H,(H,24,25)(H,26,27)

InChI key

PHQYMDAUTAXXFZ-UHFFFAOYSA-N

Related Categories

General description

4,4′-(Hexafluoroisopropylidene)bis(benzoic acid) is an aromatic dicarboxylic acid. It is a versatile ligand.

Application

4,4′-(Hexafluoroisopropylidene)bis(benzoic acid) is suitable for use as monomer in the synthesis of polyoxadiazole and polytriazole. It may be used:
  • in the solvothermal synthesis of new coordination compounds with different transition metal ions
  • as bent ligand in the solvothermal synthesis of metal-organic coordination polymers
  • in the synthesis of RPF-4, a family of polymeric frameworks

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP3964
MKCL9281
MKCD4907
MKBP1276V
MKBH4201V

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Felipe Gándara et al.
Inorganic chemistry, 48(11), 4707-4713 (2009-04-21)
RPF-4 is a family of polymeric frameworks prepared with rare-earth elements and the versatile ligand 4,4'-(hexafluoroisopropylidene)bis(benzoic acid). We have found that during the synthesis procedure up to three different polymorphs can be obtained. Their crystal structures are here presented. The
Wenbin Yang et al.
Inorganic chemistry, 48(23), 11067-11078 (2009-12-01)
We have synthesized five new metal-organic coordination polymers incorporating the bent ligand H(2)hfipbb [4,4'-(hexafluoroisopropylidene)bis(benzoic acid)] with different transition metal ions and co-ligands via solvothermal reactions to give [Zn(2)(hfipbb)(2)(py)(2)] x DMF (1), [Zn(2)(hfipbb)(2)(4,4'-bipy)(H(2)O)] (2), [Zn(2)(hfipbb)(2)(bpdab)].2DMF (3), [Cd(2)(hfipbb)(2)(DMF)(2)] x 2 DMF (4)
Sheida Esmaielzadeh et al.
Ultrasonics sonochemistry, 41, 641-650 (2017-11-16)
Novel sulfonated polybenzimidazole (s-PBI)/cellulose/silica bionanocomposite membranes were prepared from fluorine-containing s-PBI copolymer with a cellulose/silica precursor and a bonding agent. The introduction of the bonding agent results in the reinforcing interfacial interaction between s-PBI chains and the cellulose/silica nanoparticles. Commercially
Synthesis and fabrication of nanostructured hydrophobic polyazole membranes for low-energy water recovery.
Maab H, et al.
Journal of Membrane Science , 423, 11-19 (2012)
Changchun Ji et al.
Dalton transactions (Cambridge, England : 2003), 39(35), 8240-8247 (2010-08-05)
Four new coordination compounds, namely {[Cd(3)(L)(2)(mu(3)-OH)(2)(H(2)O)] x H(2)O}(n) (1), {Ni(L)(bipy)}(n) (2), {Cu(3)(L)(2)(bipy)(mu(2)-OH)(2)(DMF)(2)}(n) (3), and {Co(2)L(2)(H(2)L)(H(2)O)}(n) (4), have been synthesized by the solvothermal reaction of 4,4'-(hexafluoroisopropylidene)bis(benzoic acid) (H(2)L) with different transition metal ions in the presence of co-ligand 4,4'-bipyridine (bipy). Compound
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