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43798 Aldrich

Ethyl 1,3-dithiolane-2-carboxylate

≥98.0%

Synonym: Glyoxylic acid ethyl ester ethylene mercaptal

  • CAS Number 20461-99-8

  • Empirical Formula (Hill Notation) C6H10O2S2

  • Molecular Weight 178.27

  •  Beilstein Registry Number 118157

  •  EC Number 243-837-9

  •  MDL number MFCD00005411

  •  PubChem Substance ID 24867412

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Properties

Related Categories Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Other Heterocyclic Building Blocks, S-Containing More...
InChI Key   OMCSHTHLIQOHDD-UHFFFAOYSA-N
assay   ≥98.0%
refractive index   n20/D 1.539(lit.)
  n20/D 1.540
bp   85 °C/0.1 mmHg(lit.)
density   1.249 g/mL at 25 °C(lit.)

Description

Other Notes

α-Keto acid equivalent; conjugate additions to enones ; bulky equivalent of acetate undergoing syn-selective aldol reactions

Packaging

5 mL in glass bottle

General description

Ethyl 1,3-dithiolane-2-carboxylate is an α-keto acid equivalent. It participates in the conjugate additions to enones. It is a bulky equivalent of acetate undergoing syn-selective aldol reactions. Anion derived from ethyl 1,3-dithiolane-2-carboxylate participates as nucleophile during the total synthesis of the corynanthe alkaloid dihydrocorynantheol and the formal syntheses of the indole alkaloids tacamonine, rhynchophylline and hirsutine. It also participates in the conjugate addition of enolates to phenylglycinol-derived α,β-unsaturated δ-lactams.

Price and Availability

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Flash Point(F) 
235.4 °F
Flash Point(C) 
113 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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