cyclobutane-1,1-dicarboxylic acid

• ChemBase ID: 7827
• Molecular Formular: C6H8O4
• Molecular Mass: 144.12532
• Monoisotopic Mass: 144.04225874
• SMILES: C1CCC1(C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)C1(CCC1)C(=O)O
• InChI: InChI=1S/C6H8O4/c7-4(8)6(5(9)10)2-1-3-6/h1-3H2,(H,7,8)(H,9,10)
• InChIKey: CCQPAEQGAVNNIA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: cyclobutane-1,1-dicarboxylic acid
• IUPAC Traditional name: H2cbdca
• Synonyms: Cyclobutane-1,1-dicarboxylic acid; CYCLOBUTANE-1,1-DICARBOXYLIC ACID; 1,1-Cyclobutanedicarboxylic acid; 1,1-Cyclobutanedicarboxylic acid 99%; 1,1-Cyclobutanedicarboxylic acid; 环丁烷-1,1-二羧酸; 1,1-环丁烷二羧酸

Database IDs

• CAS Number: 5445-51-2
• EC Number: 226-651-2
• MDL Number: MFCD00001325
• Beilstein Number: 2046031
• PubChem SID: 160971134; 24893174
• PubChem CID: 2568

CALCULATED PROPERTIES

• Acid pKa: 2.4844167
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.2158532
• LogD (pH = 7.4): -3.900152
• Log P: 0.74872607
• Molar Refractivity: 30.8621 cm^3
• Polarizability: 12.281904 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 158 °C(lit.); 158°C; ca 158°C dec.
• Hydrophobicity(logP): 0.101

Safety Information

• Storage Warning: CORROSIVE; Corrosive
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; III
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: true; 是
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2

Product Information

• Purity: 95%; 98%; 99%
• Empirical Formula (Hill Notation): C6H8O4

DETAILS

MP Biomedicals - 05208692

MP Biomedicals Rare Chemical collection

Sigma Aldrich - C95803

Packaging
5 g in glass bottle

REFERENCES

• Metal chelating agent giving complexes some of which have importance as antitumour agents. Study of diamine-platinum complexes: Investigational New Drugs, 9, 1, (1991). See also feature article on platinum antitumor chemistry: Chem. Commun., 801 (1996).
• Used in preparation of technetium complexes for brain tomography: USP 4,895,960 (1991).
• Reaction with sulfuryl chloride under free-radical conditions gives 3-chlorocyclobutanecarboxylic acid: Org. Synth. Coll., 6, 271 (1988); the product has been used in the synthesis of a nucleoside antiviral agent: Tetrahedron Lett., 30, 6955 (1989).