4-({[(9H-fluoren-9-ylmethoxy)carbonyl]amino}methyl)benzoic acid

• ChemBase ID: 38840
• Molecular Formular: C23H19NO4
• Molecular Mass: 373.40126
• Monoisotopic Mass: 373.13140809
• SMILES: c1cc(ccc1CNC(=O)OCC1c2c(c3c1cccc3)cccc2)C(=O)O
• Canonical SMILES: O=C(NCc1ccc(cc1)C(=O)O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C23H19NO4/c25-22(26)16-11-9-15(10-12-16)13-24-23(27)28-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21H,13-14H2,(H,24,27)(H,25,26)
• InChIKey: JRHUROPSUJVMNH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-({[(9H-fluoren-9-ylmethoxy)carbonyl]amino}methyl)benzoic acid
• IUPAC Traditional name: 4-({[(9H-fluoren-9-ylmethoxy)carbonyl]amino}methyl)benzoic acid
• Synonyms: Fmoc-Pamb-OH; 4-(Fmoc-aminomethyl)benzoic acid; Fmoc-(4-氨甲基)苯甲酸

Database IDs

• CAS Number: 164470-64-8
• MDL Number: MFCD01074693
• Beilstein Number: 7391207
• PubChem SID: 24844915; 161002147
• PubChem CID: 2756083

CALCULATED PROPERTIES

• Acid pKa: 4.065221
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.9336517
• LogD (pH = 7.4): 1.2601506
• Log P: 4.3806257
• Molar Refractivity: 105.8674 cm^3
• Polarizability: 41.722927 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 224-228 °C

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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0%
• Empirical Formula (Hill Notation): C23H19NO4

DETAILS

Sigma Aldrich - 04062

Other Notes
Rigid linker employed in preparing Rink amide resins;1 Prep. of aminomethyl resin by coupling with Wang resin.2