2-[4-(carboxymethoxy)phenoxy]acetic acid

• ChemBase ID: 287286
• Molecular Formular: C10H10O6
• Molecular Mass: 226.1828
• Monoisotopic Mass: 226.04773804
• SMILES: OC(=O)COc1ccc(OCC(=O)O)cc1
• Canonical SMILES: OC(=O)COc1ccc(cc1)OCC(=O)O
• InChI: InChI=1S/C10H10O6/c11-9(12)5-15-7-1-2-8(4-3-7)16-6-10(13)14/h1-4H,5-6H2,(H,11,12)(H,13,14)
• InChIKey: DNXOCFKTVLHUMU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(carboxymethoxy)phenoxy]acetic acid
• IUPAC Traditional name: 4-(carboxymethoxy)phenoxyacetic acid
• Synonyms: 2,2'-(1,4-Phenylenebis(oxy))diacetic acid; Hydroquinone-O,O'-diacetic acid; Q-Linker; 氢醌-O,O'-二乙酸

Database IDs

• CAS Number: 2245-53-6
• EC Number: 218-834-0
• MDL Number: MFCD00016816
• Beilstein Number: 1984454
• PubChem SID: 180672817
• PubChem CID: 75251

CALCULATED PROPERTIES

• Acid pKa: 3.022769
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -3.6992161
• LogD (pH = 7.4): -6.225058
• Log P: 0.6138699
• Molar Refractivity: 51.1536 cm^3
• Polarizability: 20.254953 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ca 255°C dec.

Safety Information

• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 98%

REFERENCES

• Linker for solid-phase oligonucleotide synthesis: cleavage from the support occurs ca 30x more rapidly than with the conventional succinic acid linker: Nucleic Acids Res., 25, 3629; Bioconjugate Chem., 10, 1051 (1999).