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31481 Sigma-Aldrich

cis-3,5-Diacetoxy-1-cyclopentene

≥98.0% (GC)

Synonym: cis-4-Cyclopentene-1,3-diol diacetate

  • CAS Number 54664-61-8

  • Empirical Formula (Hill Notation) C9H12O4

  • Molecular Weight 184.19

  •  Beilstein/REAXYS Number 1961566

  •  MDL number MFCD03002563

  •  PubChem Substance ID 57648575

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C8 to C9, Carbonyl Compounds, Chemical Synthesis, Esters,
Quality Level   200
assay   ≥98.0% (GC)
refractive index   n20/D 1.460
density   1.127 g/mL at 20 °C (lit.)
storage temp.   2-8°C
SMILES string   CC(=O)O[C@@H]1C[C@H](OC(C)=O)C=C1
InChI   1S/C9H12O4/c1-6(10)12-8-3-4-9(5-8)13-7(2)11/h3-4,8-9H,5H2,1-2H3/t8-,9+
InChI key   UKPIBFMHHUEUQR-DTORHVGOSA-N

Description

General description

cis-3,5-Diacetoxy-1-cyclopentene is an organic building block.

Application

cis-3,5-Diacetoxy-1-cyclopentene may be employed as substrate to investigate the enantioselectivity of esterase EstA3 (obtained from a drinking water metagenome) and esterase EstCE1 (obtained from a soil metagenome).

Packaging

1 mL in glass bottle

Other Notes

Versatile building block; synthesis of carba-nucleosides ; Enzyme catalyzed hydrolysis to chiral acetoxy alcohol

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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