1H NMR spectrum of Cumyl ethyl malonate for an undergraduate synthesis laboratory
DOI: 10.14469/hpc/6216 Metadata
Created: 2019-10-09 06:54
Last modified: 2022-06-16 09:00
License: Creative Commons: Public Domain Dedication 1.0
Funding: (none given)
Co-author: Edward Smith
Description
Ethyl malonyl chloride (234mg, 1.56mmole) was added in one go to a stirred solution of cumyl acohol (227mg, 1.67mmole) and N,N-dimethylaniline (164mg, 1.36mmole) in diethyl ether (2ml). The reaction was exothermic and the mixture went cloudy. After stirring at room temperature over the weekend, the supernatant of the reaction was applied to a column of silica gel and the product eluted with hexane : ethyl acetate (5 : 1) as a sweet-smelling, colourless oil (248mg).
Files
| Filename | Size | Type | Description |
|---|---|---|---|
| Cumyl_ethyl_malonate.jdf | 550KB | chemical/x-jeol-jdf | Jeol raw NMR dataset |
| Cumyl_ethyl_malonate.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for Cumyl_ethyl_malonate.jdf |
| Cumyl_ethyl_malonate.cdxml | 9KB | chemical/x-cdxml | Chemdraw connection table |
| Cumyl_ethyl_malonate.pdf | 22KB | application/pdf | PDF visual spectrum (optional) |
| Cumyl_ethyl_malonate.jdx | 132KB | chemical/x-jcamp-dx | JCAMP-DX dataset (optional) |
| Cumyl_ethyl_malonate.mnova | 162KB | chemical/x-mnova | MestreNova raw NMR data + Spectrum archive |
| Cumyl_ethyl_malonate.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for Cumyl_ethyl_malonate.mnova |
| checkpoint-7.fchk | 22MB | chemical/x-gaussian-checkpoint | Gaussian checkpoint file |
| input-2.gjf | 2KB | chemical/x-gaussian-input | Gaussian input file |
| gaussian-12.log | 1MB | chemical/x-gaussian-log | Gaussian log file |
Member of collection / collaboration
| DOI | Description |
|---|---|
| 10.14469/hpc/6215 | 1st Year undergraduate synthesis 1.2 laboratory (2019-2020) |
Associated DOIs
| Current dataset ... | DOI | Description |
|---|---|---|
| References | 10.1039/P19730001321 | Article: Total synthesis of nuclear analogues of 7-methylcephalosporin |
| References | 10.14469/hpc/5389 | Quantum mechanical prediction of NMR shifts for reference TMS |
| References | 10.14469/hpc/7984 | Quantum mechanical prediction of NMR chemical shifts for Cumyl ethyl malonate, wB97XD/aug-cc-pvdz scrf=chloroform NMR |
Subject Keywords
| Keyword | Value |
|---|---|
| inchi | InChI=1S/C14H18O4/c1-4-17-12(15)10-13(16)18-14(2,3)11-8-6-5-7-9-11/h5-9H,4,10H2,1-3H3 |
| inchikey | KKOOECZDSKSVIG-UHFFFAOYSA-N |
| NMR_Nucleus | 1H |