Nitric Acid → 2-Nitrotoluene

HRID 1763414Notes

Reaction equation

HRID 1763414 reaction equation
[N+:1]([O-:4])(O)=[O:2].[C:5]1([CH3:11])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>>[N+:1]([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[CH3:11])([O-:4])=[O:2]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 1140Toluene

Product 1

HCID 69442-Nitrotoluene

Procedure

There are used 213 parts (about 400 ml) of this catalyst and the reaction is carried out at 140°-145° C. in vacuo under a pressure of 5 mm Hg by introducing separately 208 parts of gaseous toluene and 32.8 parts of gaseous 96% nitric acid (molar ratio of toluene to nitric acid = 2.26 : 0.5) into the reactor. Nitrotoluene is obtained with a yield rate of 68.3% of the theoretical yield, calculated on the starting quantity of HNO3, this yield consisting of 38.8% of o-nitrotoluene and 4.0% of m-nitrotoluene and 57.2% of p-nitrotoluene. The isomer ratio of p/o is 1.47 and represents an isomer distribution of 59.5% of p-nitrotoluene and 40.5% of o-nitrotoluene.

Workup

  1. customis carried out at 140°-145° C. in vacuo under a pressure of 5 mm Hg

Sources & evidence

ORD record
ord-44b0511b2a184efea98b9387ba8ad46d
Source dataset
uspto-grants-1978_09
Patent number
US04112006

Reaction notes

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