(1R,2R,3R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid

• ChemBase ID: 144971
• Molecular Formular: C9H10O4
• Molecular Mass: 182.1733
• Monoisotopic Mass: 182.0579088
• SMILES: C1[C@@H]2C=C[C@H]1[C@H]([C@@H]2C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1[C@@H]2C=C[C@H]([C@H]1C(=O)O)C2
• InChI: InChI=1S/C9H10O4/c10-8(11)6-4-1-2-5(3-4)7(6)9(12)13/h1-2,4-7H,3H2,(H,10,11)(H,12,13)/t4-,5+,6-,7-/m1/s1
• InChIKey: NIDNOXCRFUCAKQ-XZBKPIIZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid
• IUPAC Traditional name: (1R,2R,3R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid
• Synonyms: NDC; 5-Norbornene-2-endo,3-exo-dicarboxylic acid; 降冰片烯-2,3-二羧酸

Database IDs

• CAS Number: 1200-88-0
• MDL Number: MFCD00270325
• PubChem SID: 24869636; 162239183
• PubChem CID: 12553357

CALCULATED PROPERTIES

• Acid pKa: 3.7430499
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.5165888
• LogD (pH = 7.4): -4.4849815
• Log P: 0.41672298
• Molar Refractivity: 43.8964 cm^3
• Polarizability: 16.756788 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 185-189 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C9H10O4

DETAILS

Sigma Aldrich - 460036

Packaging
5 g in glass bottle