MilliporeSigma
All Photos(3)

301469

Sigma-Aldrich

(S)-(+)-5-Oxo-2-tetrahydrofurancarboxylic acid

98%

Synonym(s):
S-Hothf, (S)-γ-Carboxy-γ-butyrolactone, (S)-5-Oxotetrahydro-2-furancarboxylic acid
Empirical Formula (Hill Notation):
C5H6O4
CAS Number:
Molecular Weight:
130.10
Beilstein:
1424498
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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.)

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

Related Categories

General description

(S)-(+)-5-Oxo-2-tetrahydrofurancarboxylic acid is a chiral derivatizing agent for alcohols.

Application

Used to prepare municatacin analogs which show cytotoxic activity on tumor cells.
(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].

Packaging

1, 5 g in glass bottle

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service