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Solar Photothermochemical Reaction and Supercritical CO2 Work up for a Fully Green Process of Preparation of Pure p-Nitrobenzyl Bromide

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Title Solar Photothermochemical Reaction and Supercritical CO2 Work up for a Fully Green Process of Preparation of Pure p-Nitrobenzyl Bromide
 
Creator DINDA, M
CHAKRABORTY, S
SAMANTA, S
BHATT, C
MAITI, S
ROY, S
KADAM, Y
GHOSH, PK
 
Subject FINE CHEMICALS
THERMAL-DISSOCIATION
DIRECT BROMINATION
SUNLIGHT
OXIDE
HYDROCARBONS
SONICATION
OXYGEN
 
Description It has been reported by us recently that p-nitrobenzyl bromide (PNBBr) can be synthesized from p-nitrotoluene (PNT) in high isolated yield with respect to available bromine in 2:1 Br--BrO3- employed as brominating reagent. The reaction was conducted in ethylene dichloride (EDC) and the substrate was taken in excess to suppress dibromo impurity formation. The product was "cold crystallized" from the reaction mass and the mother liquor was recycled in the subsequent batch thereby eliminating organic discharge. The present work attempts to further advance the synthesis of this commercially important molecule employed in protection-deprotection strategies. Herein its successful synthesis employing neat substrate and solar radiation as the sole energy source to drive this photothermochemical reaction is reported. Further, 100% pure PNBBr could be isolated from the solid reaction mass in 87% yield by leaching out the excess substrate through supercritical CO2 (Sc-CO2) extraction. The reaction was therefore accomplished cleanly in all respects and with low carbon footprint.
 
Publisher AMER CHEMICAL SOC
 
Date 2014-10-16T14:24:03Z
2014-10-16T14:24:03Z
2013
 
Type Article
 
Identifier ENVIRONMENTAL SCIENCE & TECHNOLOGY, 47(18)10535-10540
0013-936X
1520-5851
http://dx.doi.org/10.1021/es4019282
http://dspace.library.iitb.ac.in/jspui/handle/100/15776
 
Language en