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422436 Sigma-Aldrich

Methyl 1-cyclopentene-1-carboxylate

97%

  • CAS Number 25662-28-6

  • Linear Formula C5H7CO2CH3

  • Molecular Weight 126.15

  •  Beilstein/REAXYS Number 2040162

  •  MDL number MFCD00239506

  •  PubChem Substance ID 24866432

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C6 to C7, Carbonyl Compounds, Chemical Synthesis, Esters,
assay   97%
refractive index   n20/D 1.4660 (lit.)
bp   76-78 °C/9 mmHg (lit.)
density   1.031 g/mL at 20 °C (lit.)
SMILES string   COC(=O)C1=CCCC1
InChI   1S/C7H10O2/c1-9-7(8)6-4-2-3-5-6/h4H,2-3,5H2,1H3
InChI key   VTYCAXIAUKEGBQ-UHFFFAOYSA-N

Description

General description

Methyl 1-cyclopentene-1-carboxylate, a cyclic alkene, is a cyclopentene derivative. It participates in the synthesis of azulene derivatives by initially forming the corresponding cyclopropanol followed by oxy-Cope rearrangement.

Application

Methyl 1-cyclopentene-1-carboxylate may be used as starting material in the synthesis of pinnaic acid and halichlorine. It undergoes asymmetric oxidative Heck reaction with aryl boronic acids to form coupling products in the presence of chiral NHC (N-heterocyclic carbine)-palladium (II) complex.

Packaging

1, 10 g in glass bottle

Safety & Documentation

Safety Information

WGK Germany 
WGK 3
Flash Point(F) 
143.6 °F - closed cup
Flash Point(C) 
62 °C - closed cup
Protocols & Articles
Peer-Reviewed Papers
15

References

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