Hydrogen Bromide → Benzenediazonium bromide

HRID 918214Notes

Reaction equation

HRID 918214 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BrH:8].[N:9]([O-])=O.[Na+]>O>[Br-:8].[C:2]1([N+:1]#[N:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 6115AnilineHCID 23668193Sodium Nitrite

Product 1

HCID 12615835Benzenediazonium bromide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Into a 4-liter three-neck flask, provided with a thermometer, a mechanical agitator, and a dropping funnel, one introduces 93 g of aniline (i.e. 1 mole), 500 ml of water and 425 g of 48% hydrobromic acid (i.e. 2.5 moles). To this mixture, maintained between 0°C and 4°C, one adds a solution of 70 g of sodium nitrite in 100 ml of water.

Workup

  1. customInto a 4-liter three-neck flask, provided with a thermometer
  2. temperatureTo this mixture, maintained between 0°C and 4°C

Sources & evidence

ORD record
ord-654624ae7d4e411c9454599e9f372138
Source dataset
uspto-grants-1976_07
Patent number
US03970454

Reaction notes

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