ETHYL 1,3-DITHIOLANE-2-CARBOXYLATE Chemical Properties

Boiling point:

85 °C/0.1 mmHg (lit.)

Density 

1.249 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.539(lit.)

Flash point:

>230 °F

storage temp. 

2-8°C

form 

Liquid

color 

Clear light yellow

Specific Gravity

1.249

BRN 

118157

CAS DataBase Reference

20461-99-8(CAS DataBase Reference)

Safety Information

Safety Statements 

23-24/25

RIDADR 

3334

WGK Germany 

3

F 

8-9

HS Code 

29349990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

ETHYL 1,3-DITHIOLANE-2-CARBOXYLATE Usage And Synthesis

Chemical Properties

clear light yellow liquid

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.

Purification Methods

Dissolve the ester in CHCl3, wash it with aqueous K2CO3, twice with H2O, dry it over MgSO4, filter, evaporate and distil the residue in vacuo. [Hermann et al Tetrahedron Lett 2599 1973, Corey & Erickson J Org Chem 36 3553 1971]. [Beilstein 19/7 V 225.]

ETHYL 1,3-DITHIOLANE-2-CARBOXYLATE(20461-99-8)Related Product Information

• 2-METHYL-1,3-DITHIOLANE
• Methyl thioglycolate
• ETHYL 1,3-DITHIOLANE-2-CARBOXYLATE
• METHYL (METHYLTHIO)ACETATE
• 1,2-Ethanedithiol
• ETHYL THIOGLYCOLATE
• 1,3-DITHIOLANE
• Bis(methylthio)methane
• Mercaptoacetic acid
• 2-methoxyethanethiol
• (METHYLTHIO)ACETIC ACID
• (ETHYLTHIO)ACETIC ACID
• Ethyl 2-hydroxyethyl sulfide
• ETHYL (METHYLTHIO)ACETATE
• 1-(methylthio)ethanethiol