| Identification | More | [Name]
4-Nitrobenzyl hydrogen malonate | [CAS]
77359-11-6 | [Synonyms]
MALONIC ACID MONO-4-NITROBENZYL ESTER
MONO-4-NITROBENZYL MALONATE
MONO P-NITRO BENZYL MALONATE
Malonicacidmononitrobenzylester
MALONIC ACID MONO-4-NITROBENZYL ESTER 98+%
4-nitrobenzyl hydrogen malonate
4-NITROBENZYLMALONATE
MONO-4-NITROBENZYLMALONICACIDESTER
3-[(4-Nitrobenzyl)oxy]-3-oxopropanoic acid | [Molecular Formula]
C10H9NO6 | [MDL Number]
MFCD00191556 | [Molecular Weight]
239.18 | [MOL File]
77359-11-6.mol |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [Chemical Properties]
1KG; 25KG | [Uses]
3-[(4-Nitrobenzyl)oxy]-3-oxopropanoic Acid 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%. |
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