Nitric Acid → 2-Hydroxypropane-1,3-diyl dinitrate

HRID 985146Notes

Reaction equation

HRID 985146 reaction equation
[N+:1]([O:4][CH2:5][CH:6]([CH2:8][O:9][N+:10]([O-:12])=[O:11])[OH:7])([O-:3])=[O:2].[N+]([O-])(O)=O>OCC(CO)O>[N+:1]([O-:3])([O:4][CH2:5][CH:6]1[O:9][CH2:8]1)=[O:2].[N+:1]([O:4][CH2:5][CH:6]([CH2:8][O:9][N+:10]([O-:12])=[O:11])[OH:7])([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 122002-Hydroxypropane-1,3-diyl dinitrate

Product 2

HCID 122002-Hydroxypropane-1,3-diyl dinitrateHCID 93035(Oxiran-2-yl)methyl nitrate

Reagents, catalysts & solvents 1

HCID 753GlycerolSolvent

Procedure

In another embodiment, the process of the present invention may be carried out using two continuously overflowing stirred reaction vessels and one decanter. In this embodiment, the glycerin is nitrated to 1,3-dinitroglycerin in the first reaction vessel. The overflow is reacted with excess base in the second reaction vessel to neutralize the excess nitric acid and form glycidyl nitrate from the 1,3-dinitroglycerin. The overflow from the second reaction vessel flows into the decanter, which separates the immiscible organic phase from the basic aqueous solution.

Workup

  1. customreaction vessels and one decanter
  2. customThe overflow is reacted with excess base in the second reaction vessel

Sources & evidence

ORD record
ord-6fe5bf129feb4167abbd63ef70a7bbae
Source dataset
uspto-grants-2005_03
Patent number
US06870061B2

Reaction notes

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