Skip to Content
Merck
All Photos(3)

Key Documents

More Documents

310476

Sigma-Aldrich

(R)-(−)-5-Oxo-2-tetrahydrofurancarboxylic acid

98%

Synonym(s):

(R)-γ-Carboxy-γ-butyrolactone, (R)-5-Oxotetrahydro-2-furancarboxylic acid

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C5H6O4
CAS Number:
53558-93-3
Molecular Weight:
130.10
Beilstein:
1424499
MDL number:
MFCD00011567
UNSPSC Code:
12352005
PubChem Substance ID:
24858796
NACRES:
NA.22

Assay

98%

form

solid

optical activity

[α]20/D −14°, c = 5 in methanol

optical purity

ee: 97% (GLC)

bp

165-167 °C/0.3 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-/m1/s1

InChI key

QVADRSWDTZDDGR-GSVOUGTGSA-N

Related Categories

General description

(R)-(−)-5-Oxo-2-tetrahydrofurancarboxylic acid belongs to the class of furans, considered as heterocyclic building blocks. It is used as an HPLC derivatization reagent for UV/Vis detection.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Shinji K Strain et al.
Rapid communications in mass spectrometry : RCM, 33(17), 1401-1409 (2019-05-31)
2-Hydroxyglutarate (2-hg) exists as enantiomers and can readily undergo cyclization to its lactone. Gas chromatography/electron ionization mass spectrometry (GC/EI-MS) has been used to separate 2-hg enantiomers in bodily fluids but the assay cannot simultaneously measure cyclic and acylic 2-hg enantiomers.

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