24700
3-Chloro-2,4(3H,5H)-furandione
≥98.0% (HPLC)
Synonym(s):
3-Chlorotetronic acid
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About This Item
Empirical Formula (Hill Notation):
C4H3ClO3
CAS Number:
Molecular Weight:
134.52
Beilstein:
113477
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
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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
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
Regulatory Information
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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)
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)
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