Hydrochloric Acid → Benzenediazonium chloride

HRID 65552Notes

Reaction equation

HRID 65552 reaction equation
[N:1]([O-])=O.[Na+].[ClH:5].[NH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Cl>O>[Cl-:5].[C:7]1([N+:6]#[N:1])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8870Benzenamine hydrochloride (1:1)HCID 23668193Sodium Nitrite

Product 1

HCID 60992Benzenediazonium chloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Benzenediazonium chloride was synthesized by first preparing a solution of sodium nitrite (1.05 g., 15.2 mmoles) in water (6.0 ml). This first solution was added dropwise to a second solution (ice cold) of aniline hydrochloride (1.88 g., 14.5 mmoles), concentrated hydrochloric acid (1.2 ml., 14.5 mmoles) and water (6.0 ml). After addition, the mixture was allowed to stir in the cold for about 15 minutes and used directly.

Workup

  1. additionAfter addition

Sources & evidence

ORD record
ord-fdbac44d27b1426f8c906300d4bbccb7
Source dataset
uspto-grants-1978_12
Patent number
US04128425

Reaction notes

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