(1,2,3,4-13C4)but-2-enedioic acid

• ChemBase ID: 135196
• Molecular Formular: C4H4O4
• Molecular Mass: 120.04277935
• Monoisotopic Mass: 120.02437796
• SMILES: [13CH](=[13CH]\[13C](=O)O)/[13C](=O)O
• Canonical SMILES: O[13C](=O)/[13CH]=[13CH]/[13C](=O)O
• InChI: InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/i1+1,2+1,3+1,4+1
• InChIKey: VZCYOOQTPOCHFL-JCDJMFQYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1,2,3,4-^1^3C₄)but-2-enedioic acid; (2E)-(1,2,3,4-^1^3C₄)but-2-enedioic acid
• IUPAC Traditional name: (1,2,3,4-^1^3C₄)but-2-enedioic acid; (2E)-(1,2,3,4-^1^3C₄)but-2-enedioic acid
• Synonyms: Fumaric acid-13C4,d4; Fumaric acid-13C4; (2E)-2-Butenedioic Acid-13C4; (2E)-But-2-enedioic Acid-13C4; (E)-2-Butenedioic Acid-13C4; 2-(E)-Butenedioic Acid-13C4; (E)-Butenedioic Acid-13C4; Allomaleic Acid-13C4; Bakeshure 451-13C4; Bakeshure 470-13C4; Boletic Acid-13C4; FC 33-13C4; Lichenic Acid-13C4; NSC 2752-13C4; Petrom-13C4; trans-1,2-Ethylenedicarboxylic Acid-13C4; trans-2-Butenedioic Acid-13C4; trans-Butenedioic Acid-13C4; Fumaric Acid-13C4; 富马酸-13C4,d4; 富马酸-13C4

Database IDs

• MDL Number: MFCD00144377; MFCD04118227
• PubChem SID: 162229471
• PubChem CID: 71309144

CALCULATED PROPERTIES

• Acid pKa: 3.5457325
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.1057482
• LogD (pH = 7.4): -6.3127127
• Log P: -0.04091433
• Molar Refractivity: 24.607 cm^3
• Polarizability: 9.126 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: >294°C (dec.); 299-300 °C (subl.)(lit.)
• Mass Shift: M+4; M+8

Safety Information

• Storage Condition: Refrigerator
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338

Product Information

• Isotopic Purity: 98 atom % D; 99 atom % 13C
• Mol. Weight: mol wt 120.01 by atom % calculation; mol wt 123.95 by atom % calculation
• Linear Formula: DO213C13CD=13CD13CO2D; HO213C13CH=13CH13CO2H

DETAILS

Sigma Aldrich - 606014

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Sigma Aldrich - 608475

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Toronto Research Chemicals - F500382

Labelled Fumaric Acid (F500380). Occurs in many plants. Essential to vegetable and tissue respiration. Used as an antioxidant.

REFERENCES

• Jelitto, T., et al.: Planta, 188, 238 (1992)
• Son, H., et al.: J. Agric. Food Chem., 56, 8007 ( 2008),