301469
(S)-(+)-5-Oxo-2-tetrahydrofurancarboxylic acid
98%
Synonym(s):
S-Hothf, (S)-γ-Carboxy-γ-butyrolactone, (S)-5-Oxotetrahydro-2-furancarboxylic acid
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About This Item
Empirical Formula (Hill Notation):
C5H6O4
CAS Number:
Molecular Weight:
130.10
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1424498
Assay:
98%
assay
98%
optical activity
[α]20/D +14°, c = 5 in methanol
optical purity
ee: 99% (GLC)
bp
150-155 °C/0.2 mmHg (lit.)
mp
71-73 °C (lit.)
functional group
carboxylic acid, ester
SMILES string
OC(=O)[C@@H]1CCC(=O)O1
InChI
1S/C5H6O4/c6-4-2-1-3(9-4)5(7)8/h3H,1-2H2,(H,7,8)/t3-/m0/s1
InChI key
QVADRSWDTZDDGR-VKHMYHEASA-N
General description
(S)-(+)-5-Oxo-2-tetrahydrofurancarboxylic acid is a chiral derivatizing agent for alcohols.
Application
(S)-(+)-5-Oxo-2-tetrahydrofurancarboxylic acid may be used as a ligand to form water-soluble silver(I) complexes by reacting with silver oxide. These complexes show good antibacterial and antifungal activities. It may also be used a chiral resolving agent during the multi-step synthesis of phosphatidylinositol 3,5-bisphosphate [PtdIns(3,5)P2].
Used to prepare municatacin analogs which show cytotoxic activity on tumor cells.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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