pyrrolidine-2-carboxylic acid

• ChemBase ID: 70367
• Molecular Formular: C5H9NO2
• Molecular Mass: 115.13046
• Monoisotopic Mass: 115.06332853
• SMILES: N1C(CCC1)C(=O)O
• Canonical SMILES: OC(=O)C1CCCN1
• InChI: InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)
• InChIKey: ONIBWKKTOPOVIA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pyrrolidine-2-carboxylic acid
• IUPAC Systematic name: Pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: proline
• Synonyms: (±)-Pyrrolidine-2-carboxylic acid; DL-Proline; Proline; Pyrrolidine-2-carboxylic acid; D-Proline; H-DL-Pro-OH; (+/-)-Pyrrolidine-2-carboxylic acid; 2-Pyrrolidinecarboxylic acid; DL-PROLINE; (±)-吡咯烷-2-羧酸; DL-脯氨酸

Database IDs

• CAS Number: 609-36-9; 344-25-2
• EC Number: 210-189-3
• MDL Number: MFCD00064317; MFCD00005250
• Beilstein Number: 80809; 80812
• Merck Index: 147780
• PubChem SID: 162036087; 24887888; 24850387
• PubChem CID: 614
• CHEBI ID: 26271
• CHEMBL: 72275
• Chemspider ID: 594
• DrugBank ID: DB02853
• Gmelin ID: 26927
• KEGG ID: C16435
• MeSH Name: Proline
• Unique Ingredient Identifier: DCS9E77JPQ
• Wikipedia Title: Proline

CALCULATED PROPERTIES

• Acid pKa: 1.9406707
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.5687168
• LogD (pH = 7.4): -2.5686643
• Log P: -2.5686383
• Molar Refractivity: 28.0643 cm^3
• Polarizability: 11.294152 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 1.5g/100g ethanol 19 degC
• Apperance: Transparent crystals
• Melting Point: ~210 °C (dec.); 205 - 228°C (decomposes); 205°C; 208 °C (dec.)(lit.); ca 209°C dec.
• Partition Coefficient: -0.06
• pKa: 1.99 (carboxyl), 10.96 (imino)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• RTECS: TW3584000
• German water hazard class: 3
• Safety Statements: S22, S24/25
• TSCA Listed: false; 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (NT); 95+%; 98%; 99%
• Grade: purum; ReagentPlus®
• Empirical Formula (Hill Notation): C5H9NO2

DETAILS

MP Biomedicals - 05217160

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02102725

Crystalline

Sigma Aldrich - 171824

Packaging
1, 5, 25 g in glass bottle
Legal Information
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