2-[(carboxymethyl)[(9H-fluoren-9-ylmethoxy)carbonyl]amino]acetic acid

• ChemBase ID: 38762
• Molecular Formular: C19H17NO6
• Molecular Mass: 355.34138
• Monoisotopic Mass: 355.10558727
• SMILES: C(N(CC(=O)O)C(=O)OCC1c2c(c3c1cccc3)cccc2)C(=O)O
• Canonical SMILES: OC(=O)CN(C(=O)OCC1c2ccccc2c2c1cccc2)CC(=O)O
• InChI: InChI=1S/C19H17NO6/c21-17(22)9-20(10-18(23)24)19(25)26-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16H,9-11H2,(H,21,22)(H,23,24)
• InChIKey: LNHILYINDTUUMZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(carboxymethyl)[(9H-fluoren-9-ylmethoxy)carbonyl]amino]acetic acid
• IUPAC Traditional name: [(carboxymethyl)[(9H-fluoren-9-ylmethoxy)carbonyl]amino]acetic acid
• Synonyms: N-Fmoc-iminodiacetic acid; Fmoc-iminodiacetic acid; N-Fmoc-亚氨基二乙酸

Database IDs

• CAS Number: 112918-82-8
• MDL Number: MFCD01321017
• Beilstein Number: 7050417
• PubChem SID: 24850757; 161002069
• PubChem CID: 601361

CALCULATED PROPERTIES

• Acid pKa: 3.27346
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.5911429
• LogD (pH = 7.4): -4.483391
• Log P: 2.1782122
• Molar Refractivity: 91.0645 cm^3
• Polarizability: 36.374454 Å^3
• Polar Surface Area: 104.14 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 213-217 °C

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• TSCA Listed: false
• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0%
• Empirical Formula (Hill Notation): C19H17NO6

DETAILS

Sigma Aldrich - 17856

Other Notes
Reagent to introduce a glycine residue with free N- and C-termini by acylation (the anhydride is formed with TFA)1
Packaging
1 g in poly bottle