4-[4-(hydroxymethyl)-3-methoxyphenoxy]butanoic acid

• ChemBase ID: 152856
• Molecular Formular: C12H16O5
• Molecular Mass: 240.25244
• Monoisotopic Mass: 240.09977361
• SMILES: COc1cc(ccc1CO)OCCCC(=O)O
• Canonical SMILES: COc1cc(OCCCC(=O)O)ccc1CO
• InChI: InChI=1S/C12H16O5/c1-16-11-7-10(5-4-9(11)8-13)17-6-2-3-12(14)15/h4-5,7,13H,2-3,6,8H2,1H3,(H,14,15)
• InChIKey: HXOYWJCDYVODON-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[4-(hydroxymethyl)-3-methoxyphenoxy]butanoic acid
• IUPAC Traditional name: 4-[4-(hydroxymethyl)-3-methoxyphenoxy]butanoic acid
• Synonyms: HMPB; 4-(4-Hydroxymethyl-3-methoxyphenoxy)butyric acid; 4-(4-羟甲基-3-甲氧基苯氧基)丁酸

Database IDs

• CAS Number: 136849-75-7
• MDL Number: MFCD00153508
• Beilstein Number: 7876149
• PubChem SID: 24879180; 162246999
• PubChem CID: 4660281

CALCULATED PROPERTIES

• Acid pKa: 3.6593587
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.94385254
• LogD (pH = 7.4): -2.4271817
• Log P: 0.89421076
• Molar Refractivity: 61.3393 cm^3
• Polarizability: 23.91537 Å^3
• Polar Surface Area: 75.99 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 80-90 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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

Product Information

• Purity: ≥98.0% (HPLC)
• Impurities: ≤5% water
• Empirical Formula (Hill Notation): C12H16O5

DETAILS

Sigma Aldrich - 55707

Other Notes
Highly acid-labile linker for solid-phase peptide synthesis with FMOC protection1,2,3
Packaging
1 g in poly bottle