(3R)-oxolan-3-amine; 4-methylbenzene-1-sulfonic acid

• ChemBase ID: 69025
• Molecular Formular: C11H17NO4S
• Molecular Mass: 259.32198
• Monoisotopic Mass: 259.08782903
• SMILES: O1C[C@@H](CC1)N.c1(ccc(cc1)C)S(=O)(=O)O
• Canonical SMILES: N[C@H]1COCC1.Cc1ccc(cc1)S(=O)(=O)O
• InChI: InChI=1S/C7H8O3S.C4H9NO/c1-6-2-4-7(5-3-6)11(8,9)10;5-4-1-2-6-3-4/h2-5H,1H3,(H,8,9,10);4H,1-3,5H2/t;4-/m.1/s1
• InChIKey: BZXPLADBSZWDIH-FZSMXKCYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-oxolan-3-amine; 4-methylbenzene-1-sulfonic acid
• IUPAC Traditional name: (3R)-oxolan-3-amine; toluenesulfonic acid; (3R)-oxolan-3-amine; p-toluenesulfonic acid
• Synonyms: (R)-(+)-3-Aminotetrahydrofuran p-toluenesulfonate salt; (R)-(+)-Tetrahydro-3-furylamine p-toluenesulfonate salt; (R)-Tetrahydrofuran-3-amine-4-methylbenzenesulfonate; (R)-(+)-3-氨基四氢呋喃 对甲苯磺酸盐; (R)-(+)-四氢-3-呋喃基胺 对甲苯磺酸盐

Database IDs

• CAS Number: 111769-27-8
• MDL Number: MFCD00040622
• Beilstein Number: 5783386
• PubChem SID: 24846337; 162034754
• PubChem CID: 14243169

CALCULATED PROPERTIES

• Acid pKa: -2.1372879
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.7088225
• LogD (pH = 7.4): -0.7088248
• Log P: 1.6675739
• Molar Refractivity: 41.7217 cm^3
• Polarizability: 16.707253 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 139-141 °C
• Optical Rotation: [α]20/D +4.5±0.5°, c = 3% in methanol

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (T); 95+%
• Empirical Formula (Hill Notation): C4H9NO · C7H8O3S

DETAILS

Sigma Aldrich - 09440

Other Notes
Chiral amine; amidation with amino acids1