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

• ChemBase ID: 69617
• Molecular Formular: C9H10O4
• Molecular Mass: 182.1733
• Monoisotopic Mass: 182.0579088
• SMILES: C(=O)(COc1ccc(cc1)CO)O
• Canonical SMILES: OCc1ccc(cc1)OCC(=O)O
• InChI: InChI=1S/C9H10O4/c10-5-7-1-3-8(4-2-7)13-6-9(11)12/h1-4,10H,5-6H2,(H,11,12)
• InChIKey: VUCNQOPCYRJCGQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(hydroxymethyl)phenoxy]acetic acid
• IUPAC Traditional name: 4-(hydroxymethyl)phenoxyacetic acid
• Synonyms: 4-(Hydroxymethyl)phenoxyacetic acid; 4-(Hydroxymethyl)phenoxyacetic acid; [4-(Hydroxymethyl)phenoxy]acetic acid; HMPA; 4-(HYDROXYMETHYL)-PHENOXYACETIC ACID; 4-(羟基甲基)苯氧基乙酸

Database IDs

• CAS Number: 68858-21-9
• EC Number: 000-000-0
• MDL Number: MFCD00057827
• Beilstein Number: 5260336
• PubChem SID: 24879660; 24895505; 162035343
• PubChem CID: 194291

CALCULATED PROPERTIES

• Acid pKa: 3.5543716
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.4131372
• LogD (pH = 7.4): -2.8322155
• Log P: 0.5262081
• Molar Refractivity: 45.4217 cm^3
• Polarizability: 17.710165 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 110-113°C; 112-114 °C; 112-114°C

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: IRRITANT; Irritant/Store under Argon/Store at -20 °C
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0%; 95+%; 98%; 98+%
• Empirical Formula (Hill Notation): C9H10O4

DETAILS

MP Biomedicals - 02157469

Standard TFA-labile linker for the preparation of peptide acids by Fmoc SPPS.

Sigma Aldrich - 55730

Other Notes
Linkage agent used in solid-phase peptide synthesis according to the "FMOC-polyamide" technique1,2,3
Packaging
5 g in glass bottle

REFERENCES

• Linker used in solid-phase peptide synthesis: J. Chem. Soc., Chem. Commun., 537, 539 (1978); Int. J. Pept. Prot. Res., 26, 92 (1985). For peptide reagents, see Appendix 6.