C12H14N2O4
4-nitrobenzonitrile
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 25℃; Rate constant; variation of base/solvent system; | 100% |
With diisopropylamine In acetonitrile at 25℃; Kinetics; |
chloro(tert-butyl)diethylamino(methylene)phosphorane
4-nitrobenzamide
C
4-nitrobenzonitrile
Conditions | Yield |
---|---|
In diethyl ether -10 dec C, then +20 deg C.; | A 100% B n/a C 75% |
Conditions | Yield |
---|---|
With dmap; thionyl chloride In dichloromethane for 0.5h; Ambient temperature; | 100% |
With chlorosulfonic acid In toluene at 90℃; for 0.5h; | 99% |
With pyridine; titanium tetrachloride at 40℃; Sealed tube; | 99% |
Conditions | Yield |
---|---|
With sodium azide; trifluorormethanesulfonic acid In acetonitrile at 20℃; for 0.0333333h; Schmidt reaction; | 99% |
With trifluorormethanesulfonic acid; O-benzenesulfonyl-acetohydroxamic acid ethyl ester In dichloromethane at 23℃; for 24h; Inert atmosphere; | 99% |
With ammonia; iodine In tetrahydrofuran; water at 20℃; for 0.666667h; | 99% |
Conditions | Yield |
---|---|
Stage #1: 4-nitrobenzyl chloride With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; iodine In dichloromethane at 20℃; for 2h; Inert atmosphere; Stage #2: With ammonia; iodine In dichloromethane; water at 20℃; for 2h; Inert atmosphere; | 99% |
Stage #1: 4-nitrobenzyl chloride With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; iodine In dichloromethane at 20℃; for 2h; Stage #2: With ammonium hydroxide In dichloromethane at 20℃; for 2h; Reagent/catalyst; | 99% |
With ammonium hydroxide; oxygen In tert-Amyl alcohol under 3750.38 Torr; for 16h; Green chemistry; | 99% |
Conditions | Yield |
---|---|
palladium diacetate; PS-triphenylphosphine In N,N-dimethyl-formamide at 140℃; for 0.5h; Irradiation; microwave; | 99% |
Conditions | Yield |
---|---|
With tri-tert-butyl phosphine; [Pd2(dba)5]; zinc In tetrahydrofuran; acetonitrile at 70℃; for 2h; | 99% |
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; palladium diacetate; sodium carbonate; 1,2-bis-(diphenylphosphino)ethane; potassium iodide In N,N-dimethyl-formamide at 130℃; for 22h; Inert atmosphere; | 99% |
Stage #1: p-nitrobenzene iodide With copper(l) iodide; oxygen; triphenylphosphine In 1-methyl-pyrrolidin-2-one Schlenk technique; Sealed tube; Stage #2: ethyl 2-cyanoacetate With tert.-butylhydroperoxide; acetic acid In 1-methyl-pyrrolidin-2-one at 130℃; for 18h; Schlenk technique; Sealed tube; | 81% |
With copper(I) oxide; oxygen; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 130℃; Schlenk technique; | 75% |
With dipotassium peroxodisulfate; copper(l) iodide; 1,10-Phenanthroline; oxygen In 1-methyl-pyrrolidin-2-one at 130℃; for 12h; Schlenk technique; Sealed tube; | 58% |
Conditions | Yield |
---|---|
With Palladium Nanoparticles with two shape-persistent covalent cages CC1' In N,N-dimethyl-formamide at 140℃; for 15h; Reagent/catalyst; Inert atmosphere; | 99% |
With sodium carbonate In N,N-dimethyl-formamide at 110℃; for 20h; Catalytic behavior; Sealed tube; | 99 %Chromat. |
Conditions | Yield |
---|---|
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -78 - 20℃; | 98% |
With uranyl nirate hexahydrate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide In 1,2-dimethoxyethane at 100℃; for 24h; | 97% |
With phosphorus pentaoxide In 1,2-dimethoxyethane for 0.416667h; Heating; | 93% |
4-nitro-benzaldehyde dimethylhydrazone
4-nitrobenzonitrile
Conditions | Yield |
---|---|
With 2-phenyl-1,2-benzoisoselenazol-3(2H)-one; dihydrogen peroxide In methanol; water at 20℃; for 14h; | 98% |
With magnesium monoperoxyphthalate hexahydrate In methanol; dichloromethane at 0℃; for 0.0833333h; | 91% |
With dihydrogen peroxide; 2,2‘-diselenobis(N-phenylbenzamide) In methanol; water at 20℃; for 1.5h; | 74% |
4-nitrothiobenzamide
4-nitrobenzonitrile
Conditions | Yield |
---|---|
With polystyrene-bound selenoxid In ethanol for 24h; Heating; | 98% |
With polystyrene-bound diaryl selenoxide In ethanol for 24h; Heating; | 98% |
With tellurium tetrachloride; triethylamine In chloroform for 3h; Ambient temperature; | 98% |
Conditions | Yield |
---|---|
Stage #1: 4-nitro-benzoic acid With resin-bound amine; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; Stage #2: With pyridine; trifluoroacetic anhydride In dichloromethane at 20℃; for 16h; | 98% |
With aluminum oxide; aminosulfonic acid; urea for 0.216667h; Irradiation; | 89% |
With hydroxyammonium sulfate; zinc for 0.45h; Microwave irradiation; | 85% |
Conditions | Yield |
---|---|
With ammonium hydroxide; 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione at 60℃; for 4h; | 98% |
With ammonium hydroxide; 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione at 60℃; for 4h; | 98% |
With dmap; copper(l) iodide; 9-azabicyclo[3.3.1]nonane N-oxyl; oxygen; 4,4'-di-tert-butyl-2,2'-bipyridine In acetonitrile at 20℃; under 760.051 Torr; for 15h; Reagent/catalyst; | 95% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 2h; Inert atmosphere; | 98% |
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 5h; | 96% |
With mesoporous silica SBA-15 supported Cu2O nanoparticles In N,N-dimethyl-formamide at 120℃; for 8h; Reagent/catalyst; Temperature; Green chemistry; | 95% |
Conditions | Yield |
---|---|
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 3h; Schlenk technique; | 98% |
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 3h; Catalytic behavior; Reagent/catalyst; Solvent; Schlenk technique; | 98% |
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 6h; Reagent/catalyst; Temperature; Solvent; | 95% |
Conditions | Yield |
---|---|
With acetic anhydride; acetic acid at 110℃; for 4h; Inert atmosphere; chemoselective reaction; | 97% |
for 0.0166667h; Dehydration; Irradiation; | 90% |
With palladium diacetate; triphenylphosphine In acetonitrile for 3h; Reflux; | 90% |
p-nitrobenzene iodide
tert-butylisonitrile
4-nitrobenzonitrile
Conditions | Yield |
---|---|
With copper (II) trifluoroacetate hydrate; palladium diacetate In dimethyl sulfoxide at 130℃; for 6h; Sealed tube; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
With PEG400 at 150℃; for 10h; | 96% |
Montmorillonite K10; silver nitrate at 96℃; for 2.5h; | 10% |
N-methyl-4-nitrobenzylamine
4-nitrobenzonitrile
Conditions | Yield |
---|---|
With ammonium hydroxide; iodine at 60℃; for 2h; | 96% |
With ammonium hydroxide; iodine at 60℃; for 2h; | 96% |
Conditions | Yield |
---|---|
With 3Co(2+)*2Co(3+)*12CN(1-) at 215℃; for 16h; Sealed tube; | 96% |
Conditions | Yield |
---|---|
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 4h; Green chemistry; | 96% |
Conditions | Yield |
---|---|
palladium diacetate; PS-triphenylphosphine In N,N-dimethyl-formamide at 140℃; for 0.5h; Irradiation; microwave; | 95% |
(Z)-N-methoxy-4-nitrobenzenecarboximidoyl bromide
B
4-nitrobenzonitrile
Conditions | Yield |
---|---|
With sodium iodide In sulfolane at 95 - 97℃; for 96h; | A 95% B 1.6 % Chromat. |
Conditions | Yield |
---|---|
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 12h; Inert atmosphere; | 95% |
With sodium carbonate In water; N,N-dimethyl-formamide at 120℃; for 10h; | 92% |
With 2Pd(2+)*4Br(1-)*C56H102N4; potassium carbonate In N,N-dimethyl-formamide at 95℃; for 3h; Inert atmosphere; | 90% |
N-isopropyl-4-nitrobenzamide
4-nitrobenzonitrile
Conditions | Yield |
---|---|
With 2-fluoropyridine; trifluoromethylsulfonic anhydride In dichloromethane at 0 - 30℃; for 1h; chemoselective reaction; | 95% |
Conditions | Yield |
---|---|
With Aloe vera mediated silver nanoparticles In water at 50℃; for 0.833333h; Green chemistry; | 95% |
4-nitro-benzaldehyde phenylhydrazone
A
N,N-dimethyl-N'-phenylcarbamimidic chloride
B
4-nitrobenzonitrile
Conditions | Yield |
---|---|
With dichloromethylenedimethyliminium chloride In 1,2-dichloro-ethane 1.) room temp., 1 h, 2.) reflux, 4 h; | A n/a B 94% |
Conditions | Yield |
---|---|
With palladium diacetate; PS-triphenylphosphine In tetrahydrofuran at 120℃; for 2h; | 94% |
Conditions | Yield |
---|---|
With 4-(benzyloxy)-1-hydroxy-2,2,6,6-tetramethylpiperidine In dichloromethane at 50℃; for 2h; | 100% |
With C18H57O3P6Ru2(1+)*C6H5O(1-)*C6H6O; water In 1,4-dioxane for 6h; Time; Sealed tube; Inert atmosphere; Schlenk technique; | 100% |
With copper(l) iodide; nitromethane; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene In water at 100℃; for 1h; Temperature; | 100% |
4-nitrobenzonitrile
5-(4-nitrophenyl)-1H-1,2,3,4-tetrazole
Conditions | Yield |
---|---|
With sodium azide; copper(II) sulfate In dimethyl sulfoxide at 140℃; for 0.5h; | 100% |
With sodium azide; scandium tris(trifluoromethanesulfonate) In water; isopropyl alcohol at 160℃; for 1h; Microwave irradiation; Sealed tube; | 100% |
With sodium azide In dimethyl sulfoxide at 140℃; for 0.833333h; | 100% |
Conditions | Yield |
---|---|
With trimethylamine-borane; palladium hydroxide - carbon In methanol for 1.5h; Heating; | 99% |
With 1-butyl-3-methylimidazolium Tetrafluoroborate; tin(ll) chloride at 20℃; for 0.25h; sonification; | 99% |
With 1,1,3,3-Tetramethyldisiloxane In ethanol at 20℃; for 1h; Inert atmosphere; Sonication; chemoselective reaction; | 99% |
4-nitrobenzonitrile
N-(4-cyanophenyl)hydroxylamine
Conditions | Yield |
---|---|
With hydrazine hydrate at 60℃; for 0.666667h; Green chemistry; chemoselective reaction; | 99% |
With 5% rhodium-on-charcoal; hydrazine hydrate In tetrahydrofuran at 0 - 20℃; for 5h; Inert atmosphere; | 99% |
With 5% rhodium-on-charcoal; hydrazine hydrate In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 99% |
4-nitrobenzonitrile
4,4'-(diazene-1,2-diyl)dibenzonitrile
Conditions | Yield |
---|---|
With potassium hydroxide In water; isopropyl alcohol at 40℃; under 760.051 Torr; for 12h; Inert atmosphere; | 99% |
Stage #1: 4-nitrobenzonitrile With sodium tetrahydroborate; palladium diacetate In ethanol; dichloromethane; water at 20℃; Stage #2: With oxygen In ethanol; dichloromethane; water Stage #3: With sodium tetrahydroborate; oxygen In methanol; ethanol; dichloromethane; water | 92% |
With hydrogen In toluene at 50℃; under 15001.5 Torr; for 30h; Autoclave; Green chemistry; chemoselective reaction; | 81% |
4-nitrobenzonitrile
N'-hydroxy-4-nitrobenzimidamide
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water at 85℃; for 2h; Inert atmosphere; | 99% |
With hydroxylamine hydrochloride; sodium hydrogencarbonate In ethanol for 6h; Reflux; | 98% |
With hydroxylamine hydrochloride; sodium hydrogencarbonate In ethanol for 6h; Reflux; | 98% |
dimethyl 2,2-di(but-2-yn-1-yl)malonate
4-nitrobenzonitrile
dimethyl 1,4-dimethyl-3-(4-nitrophenyl)-6,7-dihydro-5H-cyclopenta[c]pyridine-6,6-dicarboxylate
Conditions | Yield |
---|---|
With 1,1'-bis-(diphenylphosphino)ferrocene; bis(1,5-cyclooctadiene)diiridium(I) dichloride In benzene for 2h; Inert atmosphere; Reflux; | 99% |
4-nitrobenzonitrile
Conditions | Yield |
---|---|
In dichloromethane at 15℃; Glovebox; | 99% |
4-nitrobenzonitrile
(Z)-4-nitrobenzamidoxime
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride In ethanol; water at 20℃; Inert atmosphere; | 98% |
With hydroxylamine In ethanol for 8h; Reflux; Inert atmosphere; | 91% |
With hydroxylamine hydrochloride; triethylamine Reflux; | 90% |
benzenesulfonamide
4-nitrobenzonitrile
N-[1-Amino-1-(4-nitro-phenyl)-meth-(Z)-ylidene]-benzenesulfonamide
Conditions | Yield |
---|---|
With aluminium trichloride at 180℃; for 0.333333h; | 98% |
Conditions | Yield |
---|---|
With diisobutylaluminum borohydride In tetrahydrofuran at 25℃; for 1h; Inert atmosphere; | 98% |
With C19H30B10ClNRu; isopropyl alcohol; potassium hydroxide at 20℃; for 6h; | 96% |
With C25H19N3ORuS; potassium tert-butylate In iso-butanol at 120℃; for 0.5h; Reagent/catalyst; Inert atmosphere; | 89% |
With dimethylsulfide; borane In tetrahydrofuran Reduction; | 69% |
With diborane In tetrahydrofuran at 25 - 75℃; for 2h; | 300 mg |
4-nitrobenzonitrile
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water at 85℃; for 2h; Inert atmosphere; | 98% |
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water at 85℃; for 2h; Inert atmosphere; | 98% |
With ethanol; water; hydroxylamine at 20℃; Heating / reflux; | 88% |
With hydroxylamine hydrochloride; potassium carbonate In methanol for 14h; Heating / reflux; | |
With hydroxylamine hydrochloride; triethylamine at 50℃; for 0.5h; Ionic liquid; |
Conditions | Yield |
---|---|
With 2C15H23N3O2*2Cu(2+)*4ClO4(1-)*5H2O; potassium carbonate In ethanol at 80℃; for 8h; Catalytic behavior; Green chemistry; | 98% |
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 8h; Catalytic behavior; | 98% |
With [Pd((η5-C5H5)Fe[(η5-C5H3)C(Me)=N(C6H4-4-Me)])(μ-Cl)]2; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 2h; | 93% |
With copper(II) acetate monohydrate; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 4h; Inert atmosphere; Schlenk technique; | 91% |
Molecule structure of 4-Nitrobenzonitrile (CAS NO.619-72-7):
Molecular Formula: C7H4N2O2
Formula Weight: 148.12 g/mol
Density: 1.31 g/cm3
Melting Point: 144-147 °C(lit.)
Flash Point: 139.9 °C
Boiling Point: 307.7 °C at 760 mmHg
Vapour Pressure: 0.000714 mmHg at 25 °C
Index of Refraction: 1.579
Molar Refractivity: 37.35 cm3
Molar Volume: 112.2 cm3
XLogP3: 1.2
H-Bond Acceptor: 3
Exact Mass: 148.027277
MonoIsotopic Mass: 148.027277
Topological Polar Surface Area: 66.9
Heavy Atom Count: 11
Canonical SMILES: C1=CC(=CC=C1C#N)[N+](=O)[O-]
InChI: InChI=1S/C7H4N2O2/c8-5-6-1-3-7(4-2-6)9(10)11/h1-4H
InChIKey: NKJIFDNZPGLLSH-UHFFFAOYSA-N
EINECS: 210-610-0
Product Categories: blocks;Carboxes;NitroCompounds;Aromatic Nitriles;Nitrile;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds
4-Nitrobenzonitrile (CAS NO.619-72-7) is used as pharmaceutical intermediate.
Stirring paranitrobenzoic acid and para toluene sulfonate until combine, slowly heating up to 225-230 ° C and reaction. Then dumping reactant into water, filtering, washing and drying to form 4-Nitrobenzonitrile .
1. | dnr-bcs 50 µg/disc | MUREAV Mutation Research. 170 (1986),11. | ||
2. | orl-rat LD50:30 mg/kg | ZAARAM Zentralblatt fuer Arbeitsmedizin und Arbeitsschutz. 19 (1969),225. | ||
3. | orl-mus LD50:140 mg/kg | APFRAD Annales Pharmaceutiques Francaises. 41 (1983),391. | ||
4. | ipr-mus LD50:100 mg/kg | ZAARAM Zentralblatt fuer Arbeitsmedizin und Arbeitsschutz. 19 (1969),225. |
Reported in EPA TSCA Inventory.
Hazard Codes: T
Risk Statements: 23/24/25-36/37/38
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 36/37/39-45-28A-36/37-22-26
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S28:After contact with skin, wash immediately with plenty of soap-suds.
S36/37:Wear suitable protective clothing and gloves.
S22:Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 2811 6.1/PG 2
WGK Germany: 3
RTECS: DI4903500
HazardClass: 6.1
PackingGroup: II
HS Code: 29269095
Poison by ingestion and intraperitoneal routes. Mutation data reported. When heated to decomposition it emits toxic vapors of NOx.
CONTENT: 99% min
MOISTURE: 0.3% max
4-Nitrobenzonitrile (CAS NO.619-72-7) is also named as 4-Cyanonitrobenzene ; AI3-00478 ; Benzonitrile, 4-nitro- ; CCRIS 2328 ; NSC 5383 ; p-Cyanonitrobenzene ; p-Nitrobenzonitrile ; Benzonitrile, p-nitro- . 4-Nitrobenzonitrile (CAS NO.619-72-7) is white to light yellow crystal powder. It is soluble in chloroform, acetic acid and hot ethanol, slightly soluble in water and ether. It can sublimate with water vapor.
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View