36815
1-(Diethoxymethyl)imidazole
≥97.0%
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About This Item
Empirical Formula (Hill Notation):
C8H14N2O2
CAS Number:
Molecular Weight:
170.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
908482
eCl@ss:
32150319
Assay:
≥97.0%
Form:
liquid
Quality Segment
assay
≥97.0%
form
liquid
refractive index
n
density
1.041 g/mL at 20 °C (lit.)
functional group
ether
storage temp.
2-8°C
SMILES string
CCOC(OCC)n1ccnc1
InChI
1S/C8H14N2O2/c1-3-11-8(12-4-2)10-6-5-9-7-10/h5-8H,3-4H2,1-2H3
InChI key
NNQBAGFIYBBAFL-UHFFFAOYSA-N
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.
Application
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.
Signal Word
Warning
Hazard Codes
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class
10 - Combustible liquids
WGK
WGK 3
Flash Point (°F)
233.6 °F
Flash Point (°C)
112.0 °C
PPE (personal protective equipment)
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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