BENZENEDIAZONIUM TETRAFLUOROBORATE supplier

Name
BENZENEDIAZONIUM,TETRAFLUOROBORATE
EINECS
CAS No. 369-57-3
Article Data102
CAS DataBase
Density g/cm³
Solubility
Melting Point 121-122 °C (decomp)
Formula C₆H₅N₂•BF₄
Boiling Point °Cat760mmHg
Molecular Weight 191.924
Flash Point °C
Transport Information
Appearance
Safety Poison by ingestion and subcutaneous routes. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NO_x and F⁻. See also BORON COMPOUNDS.
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms BENZENEDIAZONIUM,TETRAFLUOROBORATE
PSA 28.15000
LogP 3.47118

Synthetic route

: tetrafluoroboric acid

: 62-53-3
aniline

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With sodium nitrite In water at 0℃; for 3h;	99.5%
Stage #1: tetrafluoroboric acid; aniline In ethanol; water at 20℃; for 0.0333333h; Stage #2: With tert.-butylnitrite In ethanol; water at 0 - 20℃; for 1.25h;	98%
With sodium nitrite In water at -7 - 1℃; for 2h;	87%

: 62-53-3
aniline

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With tetrafluoroboric acid; sodium nitrite In water at 0℃; for 0.5h;	99%
With tetrafluoroboric acid; sodium nitrite In water for 0.166667h; Cooling with ice;	87%
With tetrafluoroboric acid; ethyl nitrite In ethanol at 0℃;	85%

: 3768-55-6
N-trimethylsilylaniline

A: 1066-40-6
Trimethylsilanol

B: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With nitrosonium tetrafluoroborate In dichloromethane Ambient temperature;	A n/a B 98%

: 4147-89-1
1,1,1-trimethyl-N-phenyl-N-(trimethylsilyl)-silanamine

A: 107-46-0
Hexamethyldisiloxane

B: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With nitrosonium tetrafluoroborate In dichloromethane Ambient temperature;	A n/a B 98%

: 109-63-7
boron trifluoride diethyl etherate

: 62-53-3
aniline

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With tert.-butylnitrite In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;	95%
With tert.-butylnitrite In dichloromethane at 0 - 20℃; for 2h;
With tert.-butylnitrite In methanol at -20 - 20℃; Inert atmosphere;

: tetrafluoroboric acid

: 540-80-7
tert.-butylnitrite

: 62-53-3
aniline

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
In ethanol at 0 - 20℃; for 1h; Inert atmosphere;	95%

...Expand

: tetrafluoroboric acid

: 62-53-3
aniline

: 7632-00-0
sodium nitrite

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
In water at 0℃; for 0.75h;	77%
In water at 0℃; for 0.5h;	75%
In water at 0 - 5℃; for 0.5h;	60%
In water at 0℃; for 0.5h;
In water at 0 - 20℃; for 0.5h;

...Expand

: 7664-39-3
hydrogen fluoride

: 11113-50-1
boric acid

: 62-53-3
aniline

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With sodium nitrite In water at 25℃; for 0.333333h;	23%

...Expand

: 59-88-1
phenylhydrazine hydrochloride

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With selenium(IV) oxide; water

: 100-63-0
phenylhydrazine

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With potassium nitrososulfonate

: 18-crown-6 and benzenediazonium tetrafluoroborate 1:1 complex

A: 17455-13-9
18-crown-6 ether

B: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
In methanol at 25℃; Equilibrium constant;

: phenylmagnesium bromide

dinitrogen trioxide: dinitrogen trioxide

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With diethyl ether; zinc(II) chloride
With diethyl ether; cadmium(II) bromide

: 586-96-9
Nitrosobenzene

nitrogen monooxide: nitrogen monooxide

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With diethyl ether

: 93-98-1
N-phenyl benzoyl amide

nitrogen oxide: nitrogen oxide

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With acetic acid

: 938-81-8
N-nitrosoacetanilide

nitrogen oxide: nitrogen oxide

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With acetic acid

: 1750-36-3, 33993-35-0, 538-51-2, 137431-97-1, 137432-04-3
(E)-N-benzylidenebenzenamine

nitrosyl chloride: nitrosyl chloride

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With benzene

: 1750-36-3, 33993-35-0, 538-51-2, 137431-97-1, 137432-04-3
(E)-N-benzylidenebenzenamine

nitrosylsulfuric acid: nitrosylsulfuric acid

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With diethyl ether

: 142-04-1
aniline hydrochloride

nitrosyl tetrafluoroborate: nitrosyl tetrafluoroborate

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With ethanol

: 100-34-5
benzene diazonium chloride

sodium boron fluoride: sodium boron fluoride

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With water

anilinehydro fluoride: anilinehydro fluoride

sodium nitrite: sodium nitrite

boronhydrofluoric acid: boronhydrofluoric acid

: 369-57-3
benzenediazonium tetrafluoroborate

...Expand

: 586-96-9
Nitrosobenzene

sodium nitrite: sodium nitrite

nitric acid: nitric acid

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With water

...Expand

: 142-04-1
aniline hydrochloride

: nitrosonium tetrafluoroborate

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
In ethanol 3-5°C;	>99
In ethanol 3-5°C;	>99

: tetrafluoroboric acid

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With benzene diazonium salts
With benzene diazonium salts

: C6H6BF3N

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With tert.-butylnitrite at -15 - 5℃; for 1h;

: tetrafluoroboric acid

: sodium nitride

: 62-53-3
aniline

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
Stage #1: tetrafluoroboric acid; aniline In water Cooling with ice; Stage #2: sodium nitride In water Cooling with ice;

...Expand

: 504-24-5
4-aminopyridine

: fluoroboric acid

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With sodium nitrite In water at -5℃; for 1.75h;

: 62-53-3
aniline

hydrofluoroboric acid: hydrofluoroboric acid

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With sodium nitrite In water at 0℃; for 0.666667h;

: 13755-29-8
sodium tetrafluoroborate

: 62-53-3
aniline

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
Stage #1: aniline With hydrogenchloride In water at 0 - 5℃; Stage #2: With sodium nitrite In water Stage #3: sodium tetrafluoroborate In water at 5℃; for 0.166667h;
Stage #1: aniline With hydrogenchloride In water at 0 - 5℃; Stage #2: With sodium nitrite In water at 0 - 10℃; Stage #3: sodium tetrafluoroborate In water at 10℃; for 0.25h;

: 540-80-7
tert.-butylnitrite

: fluoroboric acid

: 62-53-3
aniline

: 369-57-3
benzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
In ethanol; water at 0 - 20℃; for 1h; Inert atmosphere;

...Expand

: 369-57-3
benzenediazonium tetrafluoroborate

: 108-95-2
phenol

: 1689-82-3
4-hydroxyazobenzene

Conditions

Conditions	Yield
With 2,6-dimethylpyridine; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In benzene for 1h; Ambient temperature;	100%
With 2,6-dimethylpyridine; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In benzene for 3h; Ambient temperature; Yield given;

: 369-57-3
benzenediazonium tetrafluoroborate

: 292638-85-8
acrylic acid methyl ester

: 103-26-4
Methyl cinnamate

Conditions

Conditions	Yield
With palladium(II) acetate In water at 20℃; for 0.5h; Green chemistry; stereoselective reaction;	100%
With 1-(2-hydroxyethyl)-3-methylimidazolium prolinate; palladium diacetate In neat (no solvent) at 20℃; for 0.5h; Heck Reaction; Green chemistry;	99%
With Pd/Al2O3 In methanol at 25℃;	96%

: 141-32-2
acrylic acid n-butyl ester

: 369-57-3
benzenediazonium tetrafluoroborate

: 52392-64-0
(E)-3-(phenyl)acrylic acid butyl ester

Conditions

Conditions	Yield
With palladium(II) acetate In water at 20℃; for 1h; Green chemistry; stereoselective reaction;	100%
With 1-(2-hydroxyethyl)-3-methylimidazolium prolinate; palladium diacetate In neat (no solvent) at 20℃; for 0.5h; Heck Reaction; Green chemistry;	99%
With Triton X 100 In water at 20℃; for 0.5h; Solvent; Temperature; Green chemistry; stereoselective reaction;	96%
Stage #1: acrylic acid n-butyl ester; benzenediazonium tetrafluoroborate With p-xylene-2-sulphonic acid sodium salt In water at 28℃; Heck Reaction; Stage #2: With palladium 10% on activated carbon In water for 1h; Heck Reaction; diastereoselective reaction;	89%

: 369-57-3
benzenediazonium tetrafluoroborate

: 2824-57-9, 16108-06-8, 36060-94-3
N-acetyl-L-tryptophan methyl ester

: 1217265-45-6
methyl (2S)-2-acetamido-3-(2-phenyl-1H-indol-3-yl)propanoate

Conditions

Conditions	Yield
With [Pd(OTs)2(MeCN)2] In ethyl acetate at 37℃; for 16h; Temperature; Reagent/catalyst; regioselective reaction;	100%

: 67-56-1
methanol

: 1217265-62-7
Ac-Ala-Trp-Ala-OH

: 369-57-3
benzenediazonium tetrafluoroborate

: methyl acetyl-L-alanyl-L-phenyltryptophyl-L-alaninate

Conditions

Conditions	Yield
With palladium diacetate at 20℃; for 16h; regioselective reaction;	100%

...Expand

: 369-57-3
benzenediazonium tetrafluoroborate

: 603-35-0
triphenylphosphine

: C24H20N2P(1+)*BF4(1-)

Conditions

Conditions	Yield
In acetonitrile at 0 - 20℃; for 1.25h; Darkness;	100%

: 292638-84-7
styrene

: 369-57-3
benzenediazonium tetrafluoroborate

: 103-30-0
(E)-1,2-diphenyl-ethene

Conditions

Conditions	Yield
With 1-(2-hydroxyethyl)-3-methylimidazolium prolinate; palladium diacetate In neat (no solvent) at 20℃; for 0.5h; Reagent/catalyst; Heck Reaction; Green chemistry;	99%
With Triton X 100 In water at 20℃; for 0.5h; Green chemistry; stereoselective reaction;	95%
With sodium acetate; bis(dibenzylideneacetone)-palladium(0) In acetonitrile for 2h; Ambient temperature;	94%

: 21652-58-4
1H,1H,2H-perfluorodecene

: 369-57-3
benzenediazonium tetrafluoroborate

: 82497-73-2, 106873-72-7, 106873-83-0
(E)-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-1-decen-1-yl)benzene

Conditions

Conditions	Yield
With palladium diacetate In methanol at 40℃; Heck reaction; Irradiation;	99%

: 369-57-3
benzenediazonium tetrafluoroborate

: 494836-60-1
methyl α-(2-nitrophenyl)acrylate

: 1231755-79-5
methyl (2E)-2-(2-nitrophenyl)-3-(4-methoxycarbonylphenyl)acrylate

Conditions

Conditions	Yield
With palladium diacetate In methanol at 25℃; for 12h; Heck cross-coupling; optical yield given as %de; stereoselective reaction;	99%

: 1253792-99-2
pyrrolizine-1,3-dione

: 369-57-3
benzenediazonium tetrafluoroborate

: 1253793-04-2
2-(phenylhydrazono)-pyrrolizine-1,3-dione

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane	99%

: 292638-84-7
styrene

: 369-57-3
benzenediazonium tetrafluoroborate

: 588-59-0
stilbene

Conditions

Conditions	Yield
In ethanol at 25℃; for 48h; Temperature; Time; Solvent; Heck Reaction;	99%
With triethylamine In N,N-dimethyl-formamide at 130℃; for 6h; Heck Reaction;	91%
With agarose hydrogel-supported palladium nanoparticles In water at 40℃; for 5h; Green chemistry;	81%

: 1631136-02-1
C28H30N2O

: 369-57-3
benzenediazonium tetrafluoroborate

: C34H34N4O

Conditions

Conditions	Yield
Stage #1: C28H30N2O With C45H55O4P; sodium phosphate In tert-butyl methyl ether at 20℃; for 0.25h; Stage #2: benzenediazonium tetrafluoroborate In tert-butyl methyl ether at 20℃; Catalytic behavior; Reagent/catalyst; Solvent; enantioselective reaction;	99%

: 1631136-30-5
C29H32N2O2

: 369-57-3
benzenediazonium tetrafluoroborate

: C35H36N4O2

Conditions

Conditions	Yield
Stage #1: C29H32N2O2 With C45H55O4P; sodium phosphate In tert-butyl methyl ether at 20℃; for 0.25h; Stage #2: benzenediazonium tetrafluoroborate In tert-butyl methyl ether at 20℃; enantioselective reaction;	99%

: 369-57-3
benzenediazonium tetrafluoroborate

: 442155-91-1
4-methyl-N-{2-(phenylethynyl)phenyl}benzenesulfonamide

: 135190-00-0
2,3-diphenyl-1-(p-toluenesulfonyl)indole

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride; tris(2,2'-bipyridyl)ruthenium dichloride In methanol at 20℃; Reagent/catalyst; Schlenk technique; Inert atmosphere; Irradiation;	99%

: 1236044-93-1
4-methyl-N-(2-(p-tolylethynyl)phenyl)benzenesulfonamide

: 369-57-3
benzenediazonium tetrafluoroborate

: 3-phenyl-2-(p-tolyl)-1-tosyl-1H-indole

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride; tris(2,2'-bipyridyl)ruthenium dichloride In methanol at 20℃; for 16h; Schlenk technique; Inert atmosphere; Irradiation;	99%

: 1236044-94-2
N-(2-((4-bromophenyl)ethynyl)phenyl)-4-methylbenzenesulfonamide

: 369-57-3
benzenediazonium tetrafluoroborate

: 2-(4-bromophenyl)-3-phenyl-1-tosyl-1H-indole

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride; tris(2,2'-bipyridyl)ruthenium dichloride In methanol at 20℃; for 16h; Schlenk technique; Inert atmosphere; Irradiation;	99%

: C22H19NO3S

: 369-57-3
benzenediazonium tetrafluoroborate

: 2-(3-methoxyphenyl)-3-phenyl-1-tosyl-1H-indole

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride; tris(2,2'-bipyridyl)ruthenium dichloride In methanol at 20℃; for 16h; Schlenk technique; Inert atmosphere; Irradiation;	99%

: 855749-02-9
4-methyl-N-(2-(naphthalen-2-ylethynyl)phenyl)benzenesulfonamide

: 369-57-3
benzenediazonium tetrafluoroborate

: 2-(naphthalen-2-yl)-3-phenyl-1-tosyl-1H-indole

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride; tris(2,2'-bipyridyl)ruthenium dichloride In methanol at 20℃; for 16h; Schlenk technique; Inert atmosphere; Irradiation;	99%

: C27H20FNO2S

: 369-57-3
benzenediazonium tetrafluoroborate

: 2-([1,1'-biphenyl]-4-yl)-5-fluoro-3-phenyl-1-tosyl-1H-indole

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride; tris(2,2'-bipyridyl)ruthenium dichloride In methanol at 20℃; for 16h; Schlenk technique; Inert atmosphere; Irradiation;	99%

: 946162-01-2
4-methyl-N-(4-chloro-2-phenylethynyl-phenyl)-benzenesulfonamide

: 369-57-3
benzenediazonium tetrafluoroborate

: 5-chloro-2,3-diphenyl-1-(p-toluenesulfonyl)indole

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride; tris(2,2'-bipyridyl)ruthenium dichloride In methanol at 20℃; for 16h; Schlenk technique; Inert atmosphere; Irradiation;	99%

: 1606994-87-9
N-(2-((4-fluorophenyl)ethynyl)phenyl)-4-methylbenzenesulfonamide

: 369-57-3
benzenediazonium tetrafluoroborate

: 1448756-48-6
2-(4-fluorophenyl)-3-phenyl-1-tosyl-1H-indole

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride; tris(2,2'-bipyridyl)ruthenium dichloride In methanol at 20℃; for 16h; Schlenk technique; Inert atmosphere; Irradiation;	99%

: 369-57-3
benzenediazonium tetrafluoroborate

: 35629-36-8
N-(4-methyl-1,3-oxazol-2-yl)acetamide

: 2-acetamido-4-methyl-5-phenylazooxazole

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water at 0 - 10℃; for 0.25h;	98%

: 369-57-3
benzenediazonium tetrafluoroborate

: 140-88-5
ethyl acrylate

: 4192-77-2
ethyl cinnamate

Conditions

Conditions	Yield
With 3-benzyl-1-(2-hydroxy-2-phenylethyl)imidazolium chloride; palladium diacetate In ethanol at 36℃; for 3h; Heck-Matsuda reaction;	98%
With 1,6,11-triazacyclopentadeca-3,8,12-triene Pd In ethanol at 20℃; for 1.25h; Heck reaction;	95%
With sodium acetate; bis(dibenzylideneacetone)-palladium(0) In acetonitrile for 2h; Ambient temperature;	91%
With palladium(II) carboxymethylcellulose In water at 20℃; for 8h;	78%

: 369-57-3
benzenediazonium tetrafluoroborate

: 98-80-6
phenylboronic acid

: 92-52-4
biphenyl

Conditions

Conditions	Yield
With [Pd(2-pyrimidinolate)2]n In methanol for 3.5h; Heating; Green chemistry;	98%
azamacrocyclic palladium(0) In tetrahydrofuran; methanol at 20℃; for 1h;	97%
With 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; palladium diacetate In tetrahydrofuran at 23℃; for 3h; Product distribution; Further Variations:; Solvents; substrate/catalyst ratio; Suzuki-Miyaura coupling;	95%

: 369-57-3
benzenediazonium tetrafluoroborate

: 2628-17-3
4-Vinylphenol

: 6554-98-9
trans-4-Hydroxystilbene

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0) In N,N-dimethyl acetamide at 20℃; for 1.5h; Heck reaction; optical yield given as %de; stereoselective reaction;	98%

: 369-57-3
benzenediazonium tetrafluoroborate

: 140-88-5
ethyl acrylate

: 103-36-6
ethyl 3-phenyl-2-propenoate

Conditions

Conditions	Yield
With polystyrene resin supported theophylline carbene PdI2 complex In ethanol at 25℃; for 1h; Catalytic behavior; Reagent/catalyst; Temperature; Green chemistry;	98%
With palladium diacetate In water at 20℃; for 16h; Catalytic behavior; Reagent/catalyst; Heck Reaction;	88%
In water at 40℃; for 4h;	81%

BENZENEDIAZONIUM TETRAFLUOROBORATE Chemical Properties

Benzenediazonium,Tetrafluoroborate is also named as Benzenediazonium;Benzenediazonium fluoborate;Benzenediazonium fluoroborate;CCRIS 5461;Phenyldiazonium tetrafluoroborate;
Phenyldiazonium fluoborate (salt);CID5284485;LS-7126;Benzenediazonium, tetrafluoroborate(1-),and so on.

CAS: CAS: 369-57-3
Molecular Formula: C₆H₅BF₄N₂
Molecular Weight: 191.921913 [g/mol]
Molecular structure:
H-Bond Donor: 0
H-Bond Acceptor: 6
Rotatable Bond Count: 0
Exact Mass: 192.048191
MonoIsotopic Mass: 192.048191
Topological Polar Surface Area: 28.2
Heavy Atom Count: 13
Formal Charge: 0
Complexity: 124
Isotope Atom Count: 0
Defined Atom StereoCenter Count: 0
Undefined Atom StereoCenter Count: 0
Defined Bond StereoCenter Count: 0
Undefined Bond StereoCenter Count: 0
Covalently-Bonded Unit Count: 2

BENZENEDIAZONIUM TETRAFLUOROBORATE Uses

Benzenediazonium,Tetrafluoroborate is commonly used as pharmaceutical Intermediates.

BENZENEDIAZONIUM TETRAFLUOROBORATE Toxicity Data With Reference

1.	mmo-sat 10 µmol/L	CNREA8 Cancer Research, 42 (1982),1446.
2.	orl-ham LD50:354 mg/kg	CALEDQ Cancer Letters (Shannon, Ireland), 15 (1982),289.
3.	scu-ham LD₅₀:166 mg/kg	CALEDQ Cancer Letters (Shannon, Ireland), 15 (1982),289.

RTECS: CZ1727000

BENZENEDIAZONIUM TETRAFLUOROBORATE Safety Profile

Benzenediazonium,Tetrafluoroborate is poisonous by ingestion and subcutaneous routes. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NO_x and F⁻.

Product Name

BENZENEDIAZONIUM,TETRAFLUOROBORATE

Synthetic route

BENZENEDIAZONIUM TETRAFLUOROBORATE Chemical Properties

BENZENEDIAZONIUM TETRAFLUOROBORATE Uses

BENZENEDIAZONIUM TETRAFLUOROBORATE Toxicity Data With Reference

BENZENEDIAZONIUM TETRAFLUOROBORATE Safety Profile

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