1-(DIETHOXYMETHYL)IMIDAZOLE Chemical Properties

Boiling point:

52 °C(Press: 0.02 Torr)

Density 

1.041 g/mL at 20 °C (lit.)

refractive index 

n20/D 1.464

Flash point:

112℃

storage temp. 

2-8°C

pka

6.13±0.20(Predicted)

form 

liquid

BRN 

908482

InChI

1S/C8H14N2O2/c1-3-11-8(12-4-2)10-6-5-9-7-10/h5-8H,3-4H2,1-2H3

InChIKey

NNQBAGFIYBBAFL-UHFFFAOYSA-N

SMILES

CCOC(OCC)n1ccnc1

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

26

WGK Germany 

3

F 

10-21

Storage Class

10 - Combustible liquids

Hazard Classifications

Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:SigmaAldrich

1-(DIETHOXYMETHYL)IMIDAZOLE Usage And Synthesis

Uses

1-(Diethoxymethyl)imidazole may be used in the preparation of various hydroxy- and amino-functionalized imidazoles, via isoprene-mediated lithiation followed by reaction with an electrophile.

General Description

1-(Diethoxymethyl)imidazole is an orthoamide protected imidazole. The dianion reacts selectively at the 2 position 1-(Diethoxymethyl)imidazole is a 1-substituted imidazoles. Isoprene-mediated lithiation of 1-(diethoxymethyl)imidazole, leads to the preparation of the corresponding 2-lithio intermediate, which reacts with different electrophiles to afford 2-functionalised imidazoles.

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