Nitric Acid → 3-Nitrophthalic acid

HRID 466265Notes

Reaction equation

HRID 466265 reaction equation
[N+:1]([O-:4])(O)=[O:2].[C:5]([OH:16])(=[O:15])[C:6]1[C:7](=[CH:11][CH:12]=[CH:13][CH:14]=1)[C:8]([OH:10])=[O:9]>>[N+:1]([C:14]1[CH:13]=[CH:12][CH:11]=[C:7]([C:8]([OH:10])=[O:9])[C:6]=1[C:5]([OH:16])=[O:15])([O-:4])=[O:2]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 1017Phthalic Acid

Product 1

HCID 690433-Nitrophthalic acid

Procedure

100 parts by weight and 150 parts by weight 99% by weight concentrated nitric acid are each added to a reaction vessel and brought to a temperature of 70° C. To each solution is added 10 parts by weight phthalic acid. Nitration is allowed to continue at 70° C. for three hours and produces yields of greater than 90% of theoretical yield consisting essentially of a mixture of 3- and 4- nitrophthalic acid. Table 1 shows the make-up of the reaction product mix in mole percent. The mole ratio of 4- to 3- nitrophthalic acid formed was approximately 1.1:1.

Workup

  1. additioneach added to a reaction vessel
  2. custombrought to a temperature of 70° C
  3. customproduces
  4. customyields of greater than 90%
  5. customof theoretical yield
  6. additionmix in mole percent

Sources & evidence

ORD record
ord-920c634ef74d49109dbf00fb319e43d0
Source dataset
uspto-grants-1992_10
Patent number
US05155234

Reaction notes

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