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About This Item
Empirical Formula (Hill Notation):
C7H10N2O2
Molecular Weight:
154.17
PubChem Substance ID:
UNSPSC Code:
12352000
InChI
1S/C7H10N2O2/c1-8(11-2)7(10)9-5-3-4-6-9/h3-6H,1-2H3
InChI key
NLSJGNBOCVXWHS-UHFFFAOYSA-N
SMILES string
O=C(N(OC)C)N1C=CC=C1
form
liquid
refractive index
n/D 1.510
density
1.126 g/mL
storage temp.
2-8°C
Application
The CLAmP (Carbonyl Linchpin N, O-dimethylhydroxylamine pyrrole) reagent, reported by Sarpong and Heller, is a useful building block for the efficient synthesis of unsymmetrical ketones. CLAmP shows high versatility based on compatibility with both highly reactive, thermally unstable nucleophiles as well as less reactive stable nucleophiles. It reacts with Grignard reagents to form the corresponding Weinreb amides.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
230.0 °F
flash_point_c
110 °C
Regulatory Information
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One-pot Unsymmetrical Ketone Synthesis Employing a Pyrrole-Bearing Formal Carbonyl Dication Linchpin Reagent.
Heller ST, et al.
Angewandte Chemie (International Edition in English), 54(34), 9839-9843 (2015)
Related Content
Professor Heller's research focuses on mild acylation reactions using carbonylimidazole-derived reagents.
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