Benzenediazonium tetrafluoroborate
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Basic information
- CAS
369-57-3- Standard SMILES
F[B-](F)(F)F.N#[N+]c1ccccc1- InChIKey
JNCLVGMBRSKDED-UHFFFAOYSA-N- Molecular formula
- C6H5BF4N2
- Average molar mass
- 191.92 g/mol
- Monoisotopic mass
- 192.048191
Names & identifiers
- Preferred name
- Benzenediazonium tetrafluoroborate
- IUPAC
- benzenediazonium tetrafluoroborate
- English name
- Benzenediazonium,tetrafluoroborate
- Molecular formula
- BF4*C6H5N2
- Molecular weight
- 0
Names & synonyms
Benzenediazonium tetrafluoroborate369-57-3Phenyldiazonium tetrafluoroborateDTXSID5021467Benzenediazonium fluoborateBenzenediazonium fluoroboratePhenyldiazonium fluoborate (salt)RefChem:117393DTXCID501467820-352-6BENZENEDIAZONIUM,TETRAFLUOROBORATEbenzenediazonium;tetrafluoroborate
Show more names
Ccris 5461Sildenafil Impurity 44Diazobenzene tetrafluoroborateBenzenediazonium·tetrafluoroboronanion
Benzenediazonium, tetrafluoroboranuideMFCD00968947C6H5BF4N2SCHEMBL237168SCHEMBL28241318SCHEMBL29095313JNCLVGMBRSKDED-UHFFFAOYSA-Nbenzenediazonium; tetrafluoroboranuide
Database identifiers
- CAS
369-57-3- PubChem CID
- 5284485
- DTXSID
DTXSID5021467- EC Number
- 820-352-6
Properties
Computed structural propertiesFilling in
- Topological polar surface area
- 28.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 0
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 124
Experimental & physicochemical properties
Chemical ClassesMetals -> Metalloid Compounds (Boron)
Physicochemical properties
- Melting point
- 121 · 121-122 °C (decomp)
- Density
- 1.53 g/cm3 · 1.53 g/cm3(Temp: 25 °C)
- solubility
- 2 O; · fairly sol polar solvents such as acetonitrile, acetone, pyridine, DMF, DMSO, and HMPA with decomposition; slightly sol water; insol hydrocarbons and Et2O; solubilized in nonpolar media by crown ethers.
- color
- 80 °C · colorless solid after recrystallization; turns pink at 80 °C
- EWG's Food Scores
- 1 · 1
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 335 · H335-H302-H319-H315
- Precautionary statements
- 264 · P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
- Toxicity
- 10 mmol/L · mmo-sat 10 mmol/L CNREA8 42,1446,82
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H228 (66.7%): Flammable solid [Danger Flammable solids]
P210, P240, P241, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazards SummaryCauses dermatitis in oral and subcutaneous lethal-dose studies of hamsters; [RTECS] See Diazobenzenesulfonic acid. See 4-Nitrobenzenediazonium tetrafluoroborate. See Potassium tetrafluoroborate.
Hazard Classes and CategoriesFlam. Sol. 1 (66.7%)
Safety data
- Toxicity
- mmo-sat 10 mmol/L CNREA8 42,1446,82
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H335-H302-H319-H315
- Precautionary statements
- P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Chemistry & industry
Applications
UsesBenzenediazonium Tetrafluoroborate is much higher stability than the corresponding chlorides; shock-insensitive; often used when pure, isolated arenediazonium salts are needed; reagent for introducing aryl, arylazo, arylhydrazono, or amino groups; forms fluoroarenes upon heating; building block for heterocycles.
Preparation methods
PreparationPreparative Methods of Benzenediazonium Tetrafluoroborate: The most commonly used procedures consist in diazotization of an aromatic amine (ArNH2) with NaNO2 in aqueous HCl or H2SO4 followed by precipitation of the salt with added NaBF4 or fluoroboric acid. Alternatively, the diazotization can be carried out directly in 40-50% aqueous HBF4. Aromatic amines that do not dissolve in aqueous mineral acids can be reacted with NO+BF4 - in an anhydrous organic solvent or in liquid SO2. This method can also be applied to N-(trimethylsilyl)anilines and for the preparation of those salts that are not easily isolated from water. An improved, high-yielding one-pot procedure employs ArNH2, t-BuONO, and BF3. Et2O in an anhydrous organic solvent, typically CH2Cl2.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
17 records
Compound notes
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