2-chloro-4-nitrobenzoic acid
Conditions | Yield |
---|---|
Stage #1: 2-chloro-4-nitro-6-hydroxyisopropylbenzene With 4-methyl-morpholine at 46℃; for 1.16667h; Stage #2: With titanium tetra-n-propoxide at 55℃; for 1.83333h; | 96% |
Conditions | Yield |
---|---|
With copper(II) oxide; dihydrogen peroxide In acetonitrile at 60℃; for 2.5h; Green chemistry; | 85% |
With potassium permanganate |
Conditions | Yield |
---|---|
With nitric acid at 120 - 180℃; | |
With manganese(IV) oxide; sulfuric acid | |
With manganese(IV) oxide; potassium hydroxide |
4-nitro-2-chlorobenzonitrile
2-chloro-4-nitrobenzoic acid
Conditions | Yield |
---|---|
With sulfuric acid Behandeln des Reaktionsgemisches mit wss. Natriumnitrit-Loesung; |
Conditions | Yield |
---|---|
With potassium permanganate |
2-chloro-4-nitrobenzoic acid
Conditions | Yield |
---|---|
With 1H-imidazole; potassium chloride In water; acetonitrile at 25 - 50℃; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.), ΔG(excit.); |
1-(bromomethyl)-2-chloro-4-nitrobenzene
2-chloro-4-nitrobenzoic acid
Conditions | Yield |
---|---|
at 170 - 180℃; |
Conditions | Yield |
---|---|
at 65℃; |
2-chloro-4-nitrobenzoic acid
Conditions | Yield |
---|---|
With hydrogenchloride; copper(l) chloride |
2-chloro-4-nitrobenzoic acid
Conditions | Yield |
---|---|
With sodium hydroxide; potassium permanganate | |
With potassium dichromate; sulfuric acid at 65℃; | |
With bromine at 170℃; Irradiation.Erhitzen der Reaktionsloesung mit Kaliumacetat und Aethanol und Erwaermen des Reaktionsprodukts mit wss. Kalilauge unter Zusatz von Kaliumpermanganat; |
2,2'-dichloro-4,4'-dinitro-trans-stilbene
acetone
2-chloro-4-nitrobenzoic acid
phosphorus pentachloride
2-carboxy-5-nitrobenzenesulfonic acid
2-chloro-4-nitrobenzoic acid
Conditions | Yield |
---|---|
at 170℃; man destilliert das Reaktionsprodukt im Vakuum und kocht das Destillat mit Wasser; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: SbCl5 / 100 °C 2: permanganate View Scheme |
1-(bromomethyl)-2-chloro-4-nitrobenzene
2-chloro-4-nitrobenzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Pb(NO3)2; water 2: KMnO4 View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: ice; concentrated hydrochloric acid / mit NaNO2 diazotieren und in CuCl-Loesung giessen 2: permanganate View Scheme |
2-chloro-4-nitrotoluene
A
2-chloro-4-nitrobenzaldehyde
B
2-chloro-4-nitrobenzoic acid
C
(2-chloro-4-nitrophenyl)methanol
Conditions | Yield |
---|---|
Stage #1: 2-chloro-4-nitrotoluene With 5,10,15,20-tetrakis(4-methylphenyl)porphyrinatocopper(II); C40H32MnN8; oxygen; cobalt(II) diacetate tetrahydrate; acetic acid at 130℃; under 5250.53 Torr; Stage #2: With water at 83℃; under 3750.38 Torr; |
Conditions | Yield |
---|---|
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 25℃; for 0.5h; | 100% |
With thionyl chloride | 93% |
With thionyl chloride | 93% |
2-chloro-4-nitrobenzoic acid
(2-chloro-4-nitrophenyl)methanol
Conditions | Yield |
---|---|
Stage #1: 2-chloro-4-nitrobenzoic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 35℃; for 1.5h; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; water at 20℃; for 1.5h; Stage #3: With hydrogenchloride In tetrahydrofuran; water for 1h; | 100% |
Stage #1: 2-chloro-4-nitrobenzoic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 1h; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; water at 20℃; for 16h; | 98% |
Stage #1: 2-chloro-4-nitrobenzoic acid With borane In tetrahydrofuran at 20℃; for 16h; Stage #2: With water; potassium carbonate In tetrahydrofuran Product distribution / selectivity; | 97% |
Stage #1: 2-chloro-4-nitrobenzoic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 1h; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; water at 15 - 20℃; for 16h; Stage #3: With hydrogenchloride; water In tetrahydrofuran pH=1; | |
Multi-step reaction with 2 steps 1: dicyclohexyl-carbodiimide / tetrahydrofuran / 20 °C 2: sodium tetrahydroborate / tetrahydrofuran / 20 °C View Scheme |
2-chloro-4-nitrobenzoic acid
4-methoxy-aniline
2-[(4-methoxyphenyl)amino]-4-nitrobenzoic acid
Conditions | Yield |
---|---|
With copper(I) oxide; copper; potassium carbonate In 2-ethoxy-ethanol at 130℃; for 24h; | 99% |
With copper(I) sulfate; potassium carbonate; copper(II) sulfate In water for 0.116667h; Ullmann condensation; microwave irradiation; | 93% |
With potassium carbonate; copper(II) sulfate for 0.0333333h; Ullmann condensation; microwave irradiation; | 93% |
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethyl acetate at 20℃; under 760 Torr; | 98% |
With isopropyl alcohol; potassium hydroxide at 20℃; for 2.5h; Catalytic behavior; | 88% |
With iron; ammonium chloride In ethanol; water for 2h; Reflux; | 24% |
Conditions | Yield |
---|---|
With sulfuric acid Reflux; | 98% |
With sulfuric acid at 120℃; for 24h; | 94% |
With sulfuric acid Reflux; | 91% |
With sulfuric acid |
Conditions | Yield |
---|---|
With sulfuric acid In dichloromethane at 20℃; for 16h; | 97% |
2-chloro-4-nitrobenzoic acid
Thiosalicylic acid
4-nitro-2,2'-thiodibenzoic acid
Conditions | Yield |
---|---|
Stage #1: Thiosalicylic acid With sodium hydride In N,N-dimethyl-formamide at 20℃; Stage #2: 2-chloro-4-nitrobenzoic acid With copper(I) oxide for 5h; Reflux; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
With pyridine; water; potassium carbonate; copper for 0.25h; sonication; | 96% |
With pyridine; copper; potassium carbonate In water for 2h; Heating; | 90% |
With quicklime; water; copper at 160 - 170℃; | |
With copper(l) iodide; copper; potassium carbonate | |
With calcium hydroxide; copper diacetate In water at 160℃; for 7h; |
4-chloro-3-(pyridin-2-yl)benzeneamine
2-chloro-4-nitrobenzoic acid
Conditions | Yield |
---|---|
With 2-(7-azobenzotriazolyl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 16h; | 95.1% |
2-chloro-4-nitrobenzoic acid
2-chloro-4,5-dinitrobenzoic acid
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid at 90℃; for 0.666667h; | 95% |
With sulfuric acid; nitric acid anschliessendes Erwaermen auf 100grad; |
Conditions | Yield |
---|---|
With copper(I) sulfate; potassium carbonate; copper(II) sulfate In water for 0.0833333h; Ullmann condensation; microwave irradiation; | 95% |
With potassium carbonate; copper(II) sulfate for 0.0333333h; Ullmann condensation; microwave irradiation; | 95% |
With copper diacetate; potassium carbonate at 185℃; for 2h; Ullmann Condensation; Inert atmosphere; | 52% |
2-chloro-4-nitrobenzoic acid
glycine
2-[(carboxymethyl)amino]-4-nitrobenzoic acid
Conditions | Yield |
---|---|
With copper; potassium carbonate In N,N-dimethyl-formamide at 25℃; for 0.416667h; Ullmann condensation; ultrasonic irradiation; | 95% |
With copper; potassium carbonate In N,N-dimethyl-formamide for 2h; Heating; | 75% |
pyrrolidine
2-chloro-4-nitrobenzoic acid
3-chloro-4-(pyrrolidin-1-yl-carbonyl)-1-nitro-benzene
Conditions | Yield |
---|---|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2h; | 95% |
With 4-methyl-morpholine; isobutyl chloroformate In dichloromethane |
2-chloro-4-nitrobenzoic acid
Conditions | Yield |
---|---|
With 2-(7-azobenzotriazolyl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 16h; | 92.3% |
Conditions | Yield |
---|---|
With sodium methylate; copper(I) bromide | 92% |
Stage #1: 2-chloro-4-nitrobenzoic acid; malonic acid dimethyl ester With sodium methylate; copper(I) bromide at 100℃; Inert atmosphere; Stage #2: With hydrogenchloride In hexane; water pH=1; |
2-chloro-4-nitrobenzoic acid
methyl iodide
methyl 2-chloro-4-nitrobenzoate
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 1.5h; | 92% |
Conditions | Yield |
---|---|
With N,N-dimethyl acetamide; trifluorormethanesulfonic acid; oxygen; palladium diacetate at 115℃; under 760.051 Torr; for 24h; Schlenk technique; | 91% |
2-chloro-4-nitrobenzoic acid
dimethyl sulfate
methyl 2-chloro-4-nitrobenzoate
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water; N,N-dimethyl-formamide at 60℃; for 1.5h; | 91% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine In acetonitrile at 40℃; for 12h; Esterification; | 90% |
2-chloro-4-nitrobenzoic acid
C17H12ClN5O2S2
Conditions | Yield |
---|---|
With trichlorophosphate for 8h; Heating; | 90% |
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In toluene at 0℃; Inert atmosphere; | 90% |
2-chloro-4-nitrobenzoic acid
dimethyl amine
2-chloro-N,N-dimethyl-4-nitrobenzamide
Conditions | Yield |
---|---|
With N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridine-1-ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 16h; | 90% |
Conditions | Yield |
---|---|
With copper; potassium carbonate In N,N-dimethyl-formamide at 25℃; for 0.25h; Ullmann condensation; ultrasonic irradiation; | 88% |
Conditions | Yield |
---|---|
Stage #1: 2-chloro-4-nitrobenzoic acid With thionyl chloride; N,N-dimethyl-formamide for 1h; Reflux; Stage #2: methyl-d3-amine hydrochloride With triethylamine In dichloromethane at 20℃; for 1h; | 86.6% |
2-chloro-4-nitrobenzoic acid
p-toluidine
4-nitro-2-p-toluidino-benzoic acid
Conditions | Yield |
---|---|
With potassium carbonate; copper(II) sulfate for 0.0221667h; Ullmann condensation; microwave irradiation; | 86% |
With copper; potassium carbonate In N,N-dimethyl-formamide Goldberg Reaction; Heating; |
Conditions | Yield |
---|---|
With copper; potassium carbonate In N,N-dimethyl-formamide at 25℃; for 0.416667h; sonication; | 86% |
With copper Ullmann condensation; Sonication; |
Conditions | Yield |
---|---|
With copper; potassium carbonate In N,N-dimethyl-formamide at 25℃; for 0.416667h; Ullmann condensation; ultrasonic irradiation; | 86% |
2-chloro-4-nitrobenzoic acid
3-methyl-1-(2-pyridinyl)-1H-pyrazol-5-ylamine
2-[[3-methyl-1-(2-pyridinyl)-1H-pyrazol-5-yl]amino]-4-nitrobenzoic acid
Conditions | Yield |
---|---|
86% |
2-chloro-4-nitrobenzoic acid
phenethylamine
4-nitro-N-phenethylanthranilic acid
Conditions | Yield |
---|---|
With copper(I) oxide; copper; potassium carbonate In various solvent(s) at 130℃; for 24h; | 86% |
IUPAC Name: 2-Chloro-4-nitrobenzoic acid
Following is the structure of 2-Chloro-4-nitrobenzoic acid (CAS NO.99-60-5):
Molecular Formula: C7H4ClNO4
Formula Weight: 201.56
EINECS: 202-771-0
Index of Refraction: 1.627
Molar Refractivity: 44.62 cm3
Molar Volume: 125.7 cm3
Density: 1.602 g/cm3
Flash Point: 172.8 °C
Surface Tension: 67.7 dyne/cm
Melting point: 136-140 °C(lit.)
Water Solubility: 1 g/L (20 °C)
Enthalpy of Vaporization: 64.16 kJ/mol
Boiling Point: 362.2 °C at 760 mmHg
Vapour Pressure: 7.04E-06 mmHg at 25 °C
Appearance of 2-Chloro-4-nitrobenzoic acid (CAS NO.99-60-5): white or light yellow needle-like powder or crystal
Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Organic acids; C7; Carbonyl Compounds; Carboxylic Acids
Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])Cl)C(=O)O
InChI: InChI=1S/C7H4ClNO4/c8-6-3-4(9(12)13)1-2-5(6)7(10)11/h1-3H,(H,10,11)
InChIKey: QAYNSPOKTRVZRC-UHFFFAOYSA-N
2-Chloro-4-nitrobenzoic acid (CAS NO.99-60-5) is used as an intermediate of drug rivanol, as well as a disinfectant drug.
2-Chloro-4-nitrobenzoic acid (CAS NO.99-60-5) is synthesized from para-nitrotoluene by chlorination and oxidation.
1. | eye-rbt 250 µg/24H SEV | 28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,91. |
2-Chloro-4-nitrobenzoic acid (CAS NO.99-60-5) hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. And the toxicological properties have not been fully investigated.
Reported in EPA TSCA Inventory.
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: DG5425000
HS Code: 29163900
A severe eye irritant. When heated to decomposition, 2-Chloro-4-nitrobenzoic acid (CAS NO.99-60-5) emits very toxic fumes of Cl− and NOx.
2-Chloro-4-nitrobenzoic acid , its cas register number 99-60-5. It also can be called 2-Chloro-4-nitrobenzoic acid ; Kyselina 2-chloro-4-nitrobenzoova ; Kyselina 2-chloro-4-nitrobenzoova [Czech] ; and Benzoic acid, 2-chloro-4-nitro- . Its classification code is Skin / Eye Irritant.
2-Chloro-4-nitrobenzoic acid (CAS NO.99-60-5) could be stable under normal temperatures and pressures. It should avoid the condition like incompatible materials. It is not compatible with strong oxidizing agents, strong bases. And also prevent it to broken down into hazardous decomposition products: Hydrogen chloride, nitrogen oxides, carbon monoxide, carbon dioxide. However, its hazardous polymerization has not been reported. 2-Chloro-4-nitrobenzoic acid (CAS NO.99-60-5) should be stored in cool, dry conditions in well sealed containers. Or keep its container tightly sealed. And do not store it together with strongly basic or oxidizing materials.
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