55730
4-(Hydroxymethyl)phenoxyacetic acid
≥97.0%
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About This Item
Empirical Formula (Hill Notation):
C9H10O4
CAS Number:
Molecular Weight:
182.17
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5260336
Product Name
4-(Hydroxymethyl)phenoxyacetic acid, ≥97.0%
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)
SMILES string
OCC1=CC=C(OCC(O)=O)C=C1
InChI key
VUCNQOPCYRJCGQ-UHFFFAOYSA-N
assay
≥97.0%
reaction suitability
reagent type: cross-linking reagent
mp
112-114 °C
functional group
carboxylic acid
hydroxyl
storage temp.
−20°C
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Other Notes
Linkage agent used in solid-phase peptide synthesis according to the "FMOC-polyamide" technique
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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E. Atherton et al.
Journal of the Chemical Society. Chemical Communications, 537-537 (1978)
Journal of the Chemical Society. Chemical Communications, 539-539 (1978)
A. Dryland et al.
Journal of the Chemical Society. Perkin Transactions 1, 125-125 (1986)
C T Bui et al.
Journal of peptide science : an official publication of the European Peptide Society, 6(10), 534-538 (2000-11-09)
A replacement of the acetic acid moiety by valeric acid within the 4-hydroxymethylphenoxyacetic acid (HMP) linker (Sheppard RC, Williams BJ. Acid-labile resin linkage agents for use in solid phase peptide synthesis. Int. J. Peptide Protein Res. 1982; 20: 451-454) significantly
R C Sheppard et al.
International journal of peptide and protein research, 20(5), 451-454 (1982-11-01)
Details are given of the preparation of two acid-labile peptide-resin linkage agents for use in solid phase peptide synthesis, viz. 4-hydroxymethylphenoxy-acetic acid and 3-methoxy-4-hydroxymethylphenoxyacetic acid. The latter is suitable for the preparation of peptide fragments bearing t-butyl-based side chain protecting
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