Skip to Content
MilliporeSigma
All Photos(1)

Documents

24700

Sigma-Aldrich

3-Chloro-2,4(3H,5H)-furandione

≥98.0% (HPLC)

Synonym(s):

3-Chlorotetronic acid

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C4H3ClO3
CAS Number:
4971-55-5
Molecular Weight:
134.52
Beilstein/REAXYS Number:
113477
MDL number:
MFCD00134273
UNSPSC Code:
12352100
PubChem Substance ID:
57648093
NACRES:
NA.22

assay

≥98.0% (HPLC)

mp

206 °C (dec.) (lit.)

SMILES string

ClC1C(=O)COC1=O

InChI

1S/C4H3ClO3/c5-3-2(6)1-8-4(3)7/h3H,1H2

InChI key

DJEJYZZJYYNADA-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

3-Chloro-2,4(3H,5H)-furandione (3-Chlorotetronic acid) is a C4-heterocyclic building block and has been used in synthesis of:
  • pure tetronic acid
  • pyridinium-, isoquinolinium-, quinolinium- and N-methyl imidazolium zwitterions
  • pyridine-, isoquinoline-, quinoline- and N-methylimidazole ylides
  • rubrolide L, a marine ascidian butenolide and a potent inhibitor of human aldose reductase

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

T. Meul et al.
Chimia, 41, 73-73 (1987)
Synthesis of the human aldose reductase inhibitor rubrolide L.
Boukouvalas J and McCann LC.
Tetrahedron Letters, 51(35), 4636-4639 (2010)
Synthesis of highly stable unusual charge-separated pyridinium-, isoquinolinium-, quinolinium-, and N-methylimidazolium-tetronic acid zwitterions.
Shaabani A, et al.
Tetrahedron, 65(31), 6063-6068 (2009)

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