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)

Safety Information

HS Code 

2917399590

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(77359-11-6)Related Product Information

• Diethyl methylmalonate
• Ethyl hydrogen malonate
• (4-Nitrophenyl)methyl 3-oxobutanoate
• 4-Nitrobenzyl chloroformate
• Dimethyl malonate
• Hydrogen
• Malonic acid
• 4-Nitrobenzyl alcohol
• Diethyl malonate
• 4-(Benzyloxycarbonyl)-2-azetidinone
• 2-([(BENZYLOXY)CARBONYL]AMINO)-2-HYDROXYACETIC ACID
• Propanoic acid, 2,2-diMethyl-3-oxo-, Methyl ester
• Malonyl chloride
• Methyl malonyl chloride
• BPMO
• MALONIC ACID MONO-4-NITROBENZYL ESTER MAGNESIUM SALT
• 4-Nitrobenzyl chloride
• Hydrogen peroxide