1,2-Dimethyl-3,5-dinitrobenzene → HCID 86751870, compound

HRID 725266Notes

Reaction equation

HRID 725266 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[C:6]([CH3:13])[C:5]=1[CH3:14])([O-:3])=[O:2].[N+:15](C1C=C(C)C(C)=C([N+]([O-])=O)C=1[N+]([O-])=O)([O-:17])=[O:16]>>[N+:15]([C:5]1([CH3:14])[C:4]([N+:1]([O-:3])=[O:2])=[CH:9][C:8]([N+:10]([O-:12])=[O:11])=[CH:7][CH:6]1[CH3:13])([O-:17])=[O:16]

Participants

3

Reactant 2

HCID 1646961,2-Dimethyl-3,5-dinitrobenzeneHCID 136871881,2-Dimethyl-3,4,5-trinitrobenzene

Product 1

HCID 86751870HCID 86751870, compoundYield 91.7%

Procedure

The first filtrate from the separation of 1,2,6-trinitro-o-xylene was extracted three times with 80 ml portions of methylene chloride. The extracts were combined and the volatiles were evaporated to yield an oily mixture of 3,5-dinitro-o-xylene with both of the trinitro-o-xylene isomers. This oil was crystallized from 12 parts of isopropyl alcohol to afford 27.4 g (91.7% yield) of pure 1,4,6-trinitro-o-xylene having a melting point of 72° C. as given by Crossly et al.

Workup

  1. customThe first filtrate from the separation of 1,2,6-trinitro-o-xylene
  2. extractionwas extracted three times with 80 ml portions of methylene chloride
  3. customthe volatiles were evaporated
  4. customto yield
  5. customThis oil was crystallized from 12 parts of isopropyl alcohol

Sources & evidence

ORD record
ord-30471862119247e58030b89c243bf2fd
Source dataset
uspto-grants-1998_01
Patent number
US05705698

Reaction notes

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