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| | 4-Nitrobenzyl hydrogen malonate Basic information |
| Product Name: | 4-Nitrobenzyl hydrogen malonate | | Synonyms: | MALONIC ACID MONO-4-NITROBENZYL ESTER;Malonic acid Mono-p-nitrobenzyl ester;MONO P-NITRO BENZYL MALONATE;MONO-4-NITROBENZYL MALONATE;Malonicacidmononitrobenzylester;MALONIC ACID MONO-4-NITROBENZYL ESTER 98+%;4-nitrobenzyl hydrogen malonate;4-NITROBENZYLMALONATE | | CAS: | 77359-11-6 | | MF: | C10H9NO6 | | MW: | 239.18 | | EINECS: | | | Product Categories: | pharmaceutical intermediates | | Mol File: | 77359-11-6.mol |  |
| | 4-Nitrobenzyl hydrogen malonate Chemical Properties |
| Melting point | 109 °C | | Boiling point | 455.8±30.0 °C(Predicted) | | density | 1.447±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | form | powder to crystal | | pka | 2.49±0.32(Predicted) | | color | White to Almost white | | InChIKey | RIGFMUNSTCPGNP-UHFFFAOYSA-N | | CAS DataBase Reference | 77359-11-6(CAS DataBase Reference) |
| | 4-Nitrobenzyl hydrogen malonate Usage And Synthesis |
| Uses | 4-Nitrobenzyl hydrogen malonate is a reagent used in the synthesis of (±)-thienamycin, a β-Lactam antibiotics. Also, it is useful for chiral key intermediate of carbapenem syntheses. | | Preparation | Preparation of mono-4-nitrobenzyl malonate:
In a flame-dried 150 mL pressure tube under argon, add 5.00 g (34.7 mmol) of Meldrum's acid and 40 mL of anhydrous MeCN.
Add 5.58 g (36.4 mmol) of p-nitrobenzyl alcohol to the resulting solution.
Cap the tube tightly and reflux the reaction overnight.
Concentrate the reaction mixture under reduced pressure.
Purify the residue using column chromatography with a 55/45 hexane/EtOAc mixture.
The resulting product is mono-4-nitrobenzyl malonate with a yield of 87%. |
| | 4-Nitrobenzyl hydrogen malonate Preparation Products And Raw materials |
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