761133
N,N-Diethyl-2-cyanoacetoamide
97%
Synonym(s):
2-Cyano-N,N-diethylacetamide, N,N-Diethylcyanoacetamide
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About This Item
Empirical Formula (Hill Notation):
C7H12N2O
CAS Number:
Molecular Weight:
140.18
MDL number:
UNSPSC Code:
12352111
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
form
liquid
refractive index
n20/D 1.466
density
1.013 g/mL at 25 °C
functional group
amide
nitrile
storage temp.
2-8°C
SMILES string
CCN(CC)C(=O)CC#N
InChI
1S/C7H12N2O/c1-3-9(4-2)7(10)5-6-8/h3-5H2,1-2H3
InChI key
RYSHIRFTLKZVIH-UHFFFAOYSA-N
Application
N,N-Diethyl-2-cyanoacetoamide can be used:
- To prepare N,N-diethyl 2-cyano-2-fluoro-2-phenylthioacetoamide, which is further used in the synthesis of various cyanofluoroamides.[1]
- In the synthesis of entacapone, a catechol-O-methyltransferase inhibitor by reacting with 3,4-dihydroxy-5-nitrobenzaldehyde.[2]
- As a building block in the synthesis of fluorophores, applicable as endoplasmic reticulum probes.[3]
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Manikowski, Andrzej et al.
Synthetic Communications, 39, 3621-3638 (2009)
In-line reaction monitoring of entacapone synthesis by Raman spectroscopy and multivariate analysis
Novak P, et al.
Journal of Pharmaceutical and Biomedical Analysis, 54(4), 660-666 (2011)
A light-up endoplasmic reticulum probe based on a rational design of red-emissive fluorogens with aggregation-induced emission
Zhang C, et al.
Chemical Communications (Cambridge, England), 53(78), 10792-10795 (2017)
Bhawal, Baburao M., et al.
Synthetic Communications, 20, 3232-3243 (1990)
The development of a novel synthetic method for cyanofluoroamides using a cobaltadithiolene complex
Yokoyama Y, et al.
Synthesis, 2004(05), 701-705 (2004)
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