Conditions | Yield |
---|---|
Stage #1: 4-nitro-aniline With hydrogenchloride; sodium nitrite In water at 0℃; Stage #2: With sodium tetrafluoroborate In water | 97% |
With tetrafluoroboric acid; sodium nitrite In water Diazotization; | 96% |
Stage #1: 4-nitro-aniline With boron trifluoride diethyl etherate In acetonitrile Cooling with ice; Stage #2: With isopentyl nitrite In acetonitrile at 0℃; for 0.5h; | 93% |
tert.-butylnitrite
4-nitro-aniline
4-nitrobenzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
In ethanol; water at 0 - 20℃; for 1h; | 94% |
In ethanol at 0 - 20℃; for 1h; |
Conditions | Yield |
---|---|
With sodium nitrite In water at 0℃; for 0.666667h; | 87% |
Stage #1: tetrafluoroboric acid; 4-nitro-aniline In water at 20℃; for 0.0333333h; Stage #2: With sodium nitrite In water at 0℃; for 0.25h; | 79% |
With tert.-butylnitrite In ethanol; water at 0 - 20℃; for 1h; | 71% |
4-nitro-aniline
sodium nitrite
4-nitrobenzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
In water at 0 - 5℃; for 0.5h; | 80% |
In water at 0℃; for 0.5h; | 72% |
In water at 0℃; for 0.75h; | 66% |
4-nitro-aniline
sodium nitrite
4-nitrobenzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
Stage #1: 4-nitro-aniline With hydrogenchloride In water for 0.25h; Cooling with ice; Stage #2: sodium nitrite In water for 0.5h; Cooling with ice; Stage #3: lithium tetrafluoroborate In water | 71% |
18-crown-6/p-nitrobenzenediazonium tetrafluoroborate complex
A
18-crown-6 ether
B
4-nitrobenzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
In methanol at 25℃; Equilibrium constant; |
A
18-crown-6 ether
B
4-nitrobenzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
In CHCl2F at -80.1℃; Thermodynamic data; rate constant; ΔGc(excit.); |
A
1-hydroxy-4-sulfonatonaphthalene
B
4-nitrobenzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
With aq. buffer at 20℃; Equilibrium constant; pH 2-4; |
A
4-nitrobenzenediazonium tetrafluoroborate
B
2-hydroxy-6,8-disulfonatonaphthalene
Conditions | Yield |
---|---|
With aq. buffer at 20℃; Equilibrium constant; pH 2-4; |
A
4-nitrobenzenediazonium tetrafluoroborate
B
1-hydroxy-3,6-disulfonatonaphthalene
Conditions | Yield |
---|---|
With aq. buffer at 20℃; Equilibrium constant; pH 2-4; |
A
4-nitrobenzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
In [D3]acetonitrile at -30 - 25℃; |
4-nitrobenzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
With tert.-butylnitrite at -15 - 5℃; for 1h; |
Conditions | Yield |
---|---|
With sodium nitrite In water at 0℃; for 0.666667h; |
4-nitrobenzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
With tert.-butylnitrite In tetrahydrofuran |
boron trifluoride diethyl etherate
4-nitro-aniline
4-nitrobenzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
With tert.-butylnitrite In methanol at -20 - 20℃; Inert atmosphere; | |
With tert.-butylnitrite In methanol at -20 - 20℃; Schlenk technique; Inert atmosphere; |
tetrafluoroboric acid diethyl ether
(E)-1-methoxy-2-(4-nitrophenyl)diazene
4-nitrobenzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
In [D3]acetonitrile at 20℃; for 0.1h; | 100 %Spectr. |
4-nitro-benzenediazohydroxide, sodium salt
4-nitrobenzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: water 2: diethyl ether / 1 h / 0 °C 3: [D3]acetonitrile / 0.1 h / 20 °C View Scheme |
4-nitrobenzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: diethyl ether / 1 h / 0 °C 2: [D3]acetonitrile / 0.1 h / 20 °C View Scheme |
4-nitrobenzenediazonium tetrafluoroborate
β-naphthol
1,2-Naphthochinon-1-<(4-nitrophenyl)hydrazon>
Conditions | Yield |
---|---|
for 48h; ultrasound irradiation; | 100% |
tert-Butyl acrylate
4-nitrobenzenediazonium tetrafluoroborate
(E)-tert-butyl 3-(4-nitrophenyl)prop-2-enoate
Conditions | Yield |
---|---|
With 1,6,11-triazacyclopentadeca-3,8,12-triene Pd In ethanol at 20℃; for 2.75h; Heck reaction; | 100% |
With 3-benzyl-1-(2-hydroxy-2-phenylethyl)imidazolium chloride; palladium diacetate In ethanol at 36℃; for 3h; Heck-Matsuda reaction; | 96% |
With dichloro bis(acetonitrile) palladium(II) In water at 0 - 25℃; for 1.5h; | 96% |
4-nitrobenzenediazonium tetrafluoroborate
ethyl acrylate
ethyl (E)-3-(4-nitrophenyl)-2-propenoate
Conditions | Yield |
---|---|
palladium diacetate In ethanol; water at 20℃; for 0.5h; Heck arylation; | 100% |
With 3-benzyl-1-(2-hydroxy-2-phenylethyl)imidazolium chloride; palladium diacetate In ethanol at 36℃; for 3h; Heck-Matsuda reaction; | 99% |
With 1,6,11-triazacyclopentadeca-3,8,12-triene Pd In ethanol at 20℃; for 0.75h; Heck reaction; | 95% |
With palladium(II) carboxymethylcellulose In water at 20℃; for 8h; | 76% |
Conditions | Yield |
---|---|
Stage #1: C12H15NO; 4-nitrobenzenediazonium tetrafluoroborate With sulfuric acid In methanol; water Stage #2: With ammonia In methanol; water | 100% |
4-ethyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-ol
4-nitrobenzenediazonium tetrafluoroborate
4-ethyl-7-((4-nitrophenyl)diazenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-ol
Conditions | Yield |
---|---|
Stage #1: 4-ethyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-ol; 4-nitrobenzenediazonium tetrafluoroborate With sulfuric acid In methanol; water Stage #2: With ammonia In methanol; water | 100% |
With sulfuric acid In methanol; water at 20℃; for 0.5h; | 82% |
3-(7-methoxy-3,4-dihydro-2H-quinolin-1-yl)propane-1-sulfonic acid 2,2,2-trifluoro-1-p-tolyl-ethyl ester
4-nitrobenzenediazonium tetrafluoroborate
3-[7-methoxy-6-(4-nitrophenylazo)-3,4-dihydro-2H-quinolin-1-yl]propane-1-sulfonic acid 2,2,2-trifluoro-1-p-tolyl-ethyl ester
Conditions | Yield |
---|---|
With sulfuric acid In methanol; water at 20℃; for 1h; | 100% |
Conditions | Yield |
---|---|
With palladium diacetate In methanol at 20℃; for 12h; Inert atmosphere; | 100% |
2-tert-Butyl-2H-isoindol
4-nitrobenzenediazonium tetrafluoroborate
2-tert-Butyl-1-(4-nitrophenylhydrazono)-1H-isoindolium-tetrafluoroborat
Conditions | Yield |
---|---|
In acetone at 0℃; for 2h; | 99% |
Conditions | Yield |
---|---|
With iodine; dibenzyl hantzsch ester In dimethyl sulfoxide at 20℃; | 99% |
With trimethylsilyl iodide; methyl iodide In N,N-dimethyl-formamide for 1h; Ambient temperature; | 91% |
With iodine; potassium iodide In dimethyl sulfoxide at 15℃; |
4-nitrobenzenediazonium tetrafluoroborate
ascorbic acid
3-O-p-nitrobenzenediazoascorbic acid
Conditions | Yield |
---|---|
In water; acetonitrile for 0.5h; | 99% |
Conditions | Yield |
---|---|
With dibenzo-18-crown-6; potassium bromide; copper(ll) bromide; 1,10-Phenanthroline; copper(I) bromide In acetonitrile at 20℃; for 0.333333h; Sandmeyer bromination; | 99% |
With N-Bromosuccinimide; tetrabutylammonium perchlorate In methanol; N,N-dimethyl-formamide at 20℃; for 1h; Sandmeyer Reaction; Electrochemical reaction; | 84% |
With 1,3-bis-n-butylimidazolium bromide at 80℃; for 0.5h; | 71% |
4-nitrobenzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
With Pd2(dba)4; sodium acetate In acetonitrile at 20℃; for 12h; Inert atmosphere; | 99% |
With sodium acetate; bis(dibenzylideneacetone)-palladium(0) In acetonitrile for 12h; Inert atmosphere; | 99% |
[1-(4-methoxyphenyl)vinyloxy]trimethylsilane
4-nitrobenzenediazonium tetrafluoroborate
1-(4-methoxyphenyl)-2-(4-nitrophenyl)ethanone
Conditions | Yield |
---|---|
With dibenzyl hantzsch ester In dimethyl sulfoxide | 99% |
Conditions | Yield |
---|---|
With trimethylamine at 20℃; under 375.038 Torr; for 12h; | 98% |
4-nitrobenzenediazonium tetrafluoroborate
phenylboronic acid
1-phenyl-4-nitrobenzene
Conditions | Yield |
---|---|
With aluminium hydroxide-supported palladium nanoparticles In methanol at 20℃; for 6h; Suzuki-Miyaura cross-coupling; | 97% |
polystyrene-supported N-heterocyclic carbene-Pd complex In ethanol at 20℃; for 8h; Suzuki-Miyaura cross-coupling; | 96% |
With polystyrene-supported-diiodobis(theophylline)palladium(II) complex In methanol at 25℃; for 2h; Suzuki-Miyaura Coupling; | 96% |
styrene
4-nitrobenzenediazonium tetrafluoroborate
trans-4-nitrostilbene
Conditions | Yield |
---|---|
[(1,3-dimesitylimidazol-2-ylidene)(naphthoquinone)Pd(0)]2 In methanol at 65℃; for 2h; Heck reaction; | 97% |
With 9-N-methylamino-1-oxophenalene; potassium tert-butylate In dimethyl sulfoxide at 25℃; for 24h; Meerwein Arylation; Inert atmosphere; Glovebox; | 45% |
methyl 5-hexenoate
4-nitrobenzenediazonium tetrafluoroborate
A
(E)-methyl-6-(4-nitrophenyl)hex-5-enoate
B
C19H18N2O6
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0) In N,N-dimethyl acetamide at 20℃; for 0.333333h; Heck reaction; optical yield given as %de; stereoselective reaction; | A 97% B n/a |
4-nitrobenzenediazonium tetrafluoroborate
ethyl acrylate
ethyl 4-nitrocinnamate
Conditions | Yield |
---|---|
With polystyrene resin supported theophylline carbene PdI2 complex In ethanol at 25℃; for 0.66h; Reagent/catalyst; Green chemistry; | 97% |
In water at 40℃; for 4h; | 87% |
4-ethenylbenzoic acid
4-nitrobenzenediazonium tetrafluoroborate
acetonitrile
Conditions | Yield |
---|---|
With tris(2,2'-bipyridyl)ruthenium dichloride; water at 20℃; for 4h; Meerwein Arylation; Irradiation; | 97% |
acrylic acid n-butyl ester
4-nitrobenzenediazonium tetrafluoroborate
3-(4-nitrophenyl)acrylic acid n-butyl ester
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 130℃; for 6h; Heck Reaction; | 97% |
With titanium dioxide cellulose composite supported palladium nanoparticle In water at 20℃; for 3h; | 92% |
4-nitrobenzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
With pyridine In tetrahydrofuran Ambient temperature; | 96% |
4-nitrobenzenediazonium tetrafluoroborate
2-amino-4-methyloxazole
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water at 0 - 10℃; for 0.25h; | 96% |
4-nitrobenzenediazonium tetrafluoroborate
N-methylaniline
A
1-(4-nitrophenyl)-3,3'-methylphenyltriazene
B
N-methyl-4-nitro-4'-aminoazobenzene
Conditions | Yield |
---|---|
With tetrabutyl-ammonium chloride In acetonitrile | A 96% B 4% |
With tetrabutyl-ammonium chloride In acetonitrile | A 43% B 56% |
Conditions | Yield |
---|---|
[(1,3-dimesitylimidazol-2-ylidene)(naphthoquinone)Pd(0)]2 In methanol at 50℃; for 1h; Heck reaction; | 96% |
(IMes)Pd(NQ) In ethanol at 50℃; for 1h; Conversion of starting material; Heck Reaction; | 96% |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 0 - 20℃; for 2.25h; pH=8; | 96% |
With sodium hydroxide In water at 0℃; for 0.75h; | 96% |
4-methoxyphenylboronic acid
4-nitrobenzenediazonium tetrafluoroborate
4-methoxy-4'-nitrobiphenyl
Conditions | Yield |
---|---|
With 10 wtpercent palladium nanoparticles decorated on Montmorillonite K10 In water at 20℃; for 0.75h; Suzuki-Miyaura Coupling; | 96% |
With Palladium Nanoparticles Supported on Soil-Derived Humic Acid Coated Iron-Oxide Nanoparticles In methanol at 30℃; for 12h; Suzuki Coupling; | 91% |
With 5% Pd/BaCO3 In methanol at 25℃; for 12h; | 90% |
salicylic alcohol
4-nitrobenzenediazonium tetrafluoroborate
2-hydroxymethyl-4-(4'-nitrophenylazo)phenol
Conditions | Yield |
---|---|
Stage #1: salicylic alcohol; 4-nitrobenzenediazonium tetrafluoroborate With sodium hydroxide In water at 0 - 20℃; for 2.25h; pH=8; Stage #2: With hydrogenchloride In water at -5℃; for 1h; | 96% |
4-nitrobenzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
With 1% Pd/C In methanol at 50℃; for 0.5h; Suzuki-Miyaura reaction; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon In methanol Suzuki-Miyaura cross-coupling; Reflux; Under air; | 96% |
IUPAC Name: Difluoroboranyl-fluoro-(4-nitrophenyl)iminoazanium fluoride
Synonyms: Msc-0141 ; 4-Nitrobenzenesiazonium tetrafluoroborate ; 4-Nitrobenzenediazonium tetrafluoroborate ; P-nitrobenzenediazonium fluoroborate ; P-nitrobenzenediazonium tetrafluoroborate
Product Categories: Organic-metal salt;Aromatics Compounds;B (Classes of Boron Compounds);Tetrafluoroborates;Aromatics
CAS NO: 456-27-9
Molecular Formula: C6H4BF4N3O2
Molecular Weight: 236.92
Molecular Structure:
EINECS: 207-261-1
Molecular Structure:
Mol File: 456-27-9.mol
Melting point: 144-148 °C (dec.)
Storage temp: 2-8°C
Appearance: 4-Nitrobenzenediazonium fluoborate (CAS NO. 456-27-9) is pale yellow solid.
Stability: 4-Nitrobenzenediazonium fluoborate (CAS NO. 456-27-9) is stable,incompatible with strong oxidizing agents, moisture, strong bases. Avoid mechanical shock.
4-Nitrobenzenediazonium fluoborate (CAS NO. 456-27-9) is used for tissue staining and determination of trace phenols.
1. | mmo-sat 40 µg/plate | FCTOD7 Food and Chemical Toxicology. 25 (1987),669. |
Reported in EPA TSCA Inventory.
Hazard Codes Xi Xn,C
Risk Statements 20/21/22-36/37/38-34
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R34:Causes burns.
Safety Statements 22-24/25-45-36/37/39-26
S24/25:Avoid contact with skin and eyes.
S22:Do not breathe dust.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR UN 1759 8/PG 2
WGK Germany 3
RTECS CZ1723000
F 4.3
Hazard Note Irritant
HazardClass 8
PackingGroup III
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