Tetrafluoroboric acid → 3,4,5-Trifluorophenyldiazonium tetrafluoroborate

HRID 476317Notes

Reaction equation

HRID 476317 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([F:10])[C:8]=1[F:9])[NH2:5].[N:11]([O-])=O.[Na+].[F:15][B-:16]([F:19])([F:18])[F:17].[H+]>O>[F:15][B-:16]([F:19])([F:18])[F:17].[F:1][C:2]1[CH:3]=[C:4]([N+:5]#[N:11])[CH:6]=[C:7]([F:10])[C:8]=1[F:9]

Participants

5

Reactant 3

HCID 28118Tetrafluoroboric acidHCID 27249913,4,5-TrifluoroanilineHCID 23668193Sodium Nitrite

Product 1

HCID 829733543,4,5-Trifluorophenyldiazonium tetrafluoroborate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To an ice-cooled solution of 3,4,5-trifluoroaniline (2.00 g; 13.6 mmol) in 50% tetrafluoroboric acid (5.0 ml) was added dropwise, with stirring, a solution of sodium nitrite (1.04 g; 15.1 mmol) in water (1.5 ml). After a further 15 minutes at 0° C., the precipitated solid was filtered off and washed with cold diethyl ether. After drying under reduced pressure, 2.91 g (11.8 mmol; 87% of theory) of the title compound were obtained in the form of a colorless powder.

Workup

  1. additionwas added dropwise
  2. filtrationthe precipitated solid was filtered off
  3. washwashed with cold diethyl ether
  4. dry with materialAfter drying under reduced pressure, 2.91 g (11.8 mmol; 87% of theory) of the title compound
  5. customwere obtained in the form of a colorless powder

Sources & evidence

ORD record
ord-af963a90c0d84d32a05b1e0dbe668387
Source dataset
uspto-grants-2014_01
Patent number
US08637707B2

Reaction notes

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