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C95803

Sigma-Aldrich

Cyclobutane-1,1-dicarboxylic acid

99%

Synonym(s):

1,1-Dicarboxycyclobutane, 1-Carboxycyclobutanecarboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C6H8O4
CAS Number:
5445-51-2
Molecular Weight:
144.13
Beilstein:
2046031
EC Number:
226-651-2
MDL number:
MFCD00001325
UNSPSC Code:
12352100
PubChem Substance ID:
24893174
NACRES:
NA.22

Assay

99%

form

crystals

mp

158 °C (lit.)

SMILES string

OC(=O)C1(CCC1)C(O)=O

InChI

1S/C6H8O4/c7-4(8)6(5(9)10)2-1-3-6/h1-3H2,(H,7,8)(H,9,10)

InChI key

CCQPAEQGAVNNIA-UHFFFAOYSA-N

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Application

Cyclobutane-1,1-dicarboxylic acid can be used as:      
  • A reactant to synthesize lithium coordination polymer by treating with lithium carbonate.   
  • A ligand to prepare various lanthanide metal-organic frameworks (LnMOFs) via a solvothermal method. Eu+3 based MOF is applicable as a selective chemical sensor for detecting CH3OH due to its high luminescence quantum yield.

It can also be used as a starting material in the synthesis of carboplatin (cis-diammine(1,1-cyclobutanedicarboxyl-ate)platinum(II)).

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

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’.

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Sigma-Aldrich

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Eman Mohamed Shoukry
Bioinorganic chemistry and applications, 512938-512938 (2009-08-22)
The [Pd(DEEN)Cl(2)] and [Pt(DEEN)Cl(2)] complexes were synthesized and characterized where DEEN = N,N-diethylethylenediamine. The stoichiometry and stability of the complexes formed between various biologically relevant ligands (amino acids, peptides, DNA constituents and dicarboxylic acids) and [Pd(DEEN)(H(2)O)(2)](2+) were investigated at 37
Soumava Biswas et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(39), 13793-13801 (2015-08-15)
Three isostructural lanthanide-based two- dimensional coordination polymers (CPs) {[Ln2(L)3(H2O)2]n⋅2n CH3OH)⋅2n H2O} (Ln=Gd(3+) (1), Tb(3+) (2), Dy(3+) (3); H2L=cyclobutane-1,1-dicarboxylic acid) were synthesized by using a low molecular weight dicarboxylate ligand and characterized. Single-crystal structure analysis showed that in complexes 1-3 lanthanide centers are

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