Conditions | Yield |
---|---|
With sodium hydroxide; dodecacarbonyl-triangulo-triruthenium; 2-methoxy-ethanol; carbon monoxide; N-benzyl-N,N,N-triethylammonium chloride In benzene under 760 Torr; for 3h; Ambient temperature; | 100% |
With carbon monoxide; water; [Ru(cyclo-octa-1,5-diene)(pyridine)4][BPh4]2 In tetrahydrofuran at 170℃; for 20h; | 100% |
With copper(I) chloride; potassium borohydride In methanol for 0.25h; Ambient temperature; | 100% |
Conditions | Yield |
---|---|
With tetracarbonylhydridoferrate In ethanol for 12h; Ambient temperature; | 100% |
With sodium hydrogen telluride In diethyl ether; ethanol for 0.25h; Ambient temperature; | 100% |
With methyltriphenylphosphonium tetrahydroborate In dichloromethane for 3h; Reduction; Heating; | 99% |
Conditions | Yield |
---|---|
With 40% potassium fluoride/alumina at 85℃; for 0.0666667h; Microwave irradiation; Neat (no solvent); | 99% |
With ammonium bromide; ethylenediamine at 70℃; for 5h; Microwave irradiation; Inert atmosphere; neat (no solvent); | 99% |
Stage #1: N-(4-chlorophenyl)acetamide With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.05h; Inert atmosphere; Stage #2: With water In tetrahydrofuran Inert atmosphere; | 92% |
N-(t-butoxycarbonyl)-4-chloroaniline
4-chloro-aniline
Conditions | Yield |
---|---|
With water at 100℃; for 10h; | 99% |
With Montmorillonite K10 In dichloromethane for 1.5h; deacylation; Heating; | 98% |
With H-β zeolite In dichloromethane for 5h; Heating; | 98% |
Conditions | Yield |
---|---|
With hydrogen; sodium fluoride In methanol at 39.84℃; for 2.5h; | 99% |
With mackinawite; iron(II) at 23℃; pH=7.2; Kinetics; Further Variations:; Reagents; | |
With potassium borohydride; TPGS-750-M In water at 20℃; Inert atmosphere; | 100 %Chromat. |
Conditions | Yield |
---|---|
With hydrazine hydrate In toluene at 20℃; for 3h; Inert atmosphere; | A 95% B n/a |
With hydrogen In ethyl acetate under 760.051 Torr; for 2h; Heating; Flow reactor; Green chemistry; | A 91% B 6% |
With sodium tetrahydroborate In tetrahydrofuran; water at 25℃; for 1.5h; | A 90% B 10% |
Conditions | Yield |
---|---|
With hydrogen In ethanol at 109.84℃; under 18751.9 Torr; for 7.5h; Autoclave; Green chemistry; chemoselective reaction; | 95% |
Conditions | Yield |
---|---|
With copper(I) oxide; tetramethlyammonium chloride; L-proline In ethanol at 110℃; for 15h; Inert atmosphere; | 94% |
With trans-bis(glycinato)copper(II) monohydrate; tetramethlyammonium chloride In ethanol at 100℃; for 12h; Finkelstein Reaction; Schlenk technique; Inert atmosphere; | 92% |
With iron(III) chloride; sodium chloride In acetonitrile for 10h; Inert atmosphere; Green chemistry; regioselective reaction; |
1H-imidazole
(4-Chloro-phenyl)-carbamic acid 10,10-dioxo-9,10-dihydro-10λ6-thioxanthen-9-ylmethyl ester
A
1-(10,10-Dioxo-9,10-dihydro-10λ6-thioxanthen-9-ylmethyl)-1H-imidazole
B
4-chloro-aniline
Conditions | Yield |
---|---|
In dichloromethane for 4h; Ambient temperature; | A 93% B 46% |
2-Trimethylsilanyl-ethanesulfonic acid (4-chloro-phenyl)-amide
4-chloro-aniline
Conditions | Yield |
---|---|
With cesium fluoride In N,N-dimethyl-formamide at 95℃; for 40h; | 93% |
Conditions | Yield |
---|---|
With ammonium formate; zinc In ethylene glycol for 0.0416667h; microwave irradiation; | 93% |
With ammonium formate; magnesium In ethylene glycol for 0.0333333h; microwave irradiation; | 93% |
Conditions | Yield |
---|---|
With potassium carbonate; ammonium hydroxide In methanol at 60℃; for 21h; | 92% |
With copper(ll) sulfate pentahydrate; ammonia; sodium hydroxide In water at 20℃; under 760.051 Torr; for 5h; | 90% |
With ammonium hydroxide; potassium nitrate In water at 20℃; for 2h; Electrochemical reaction; chemoselective reaction; | 80% |
With sodium hydroxide; hydroxylamine-O-sulfonic acid In water; acetonitrile at 100℃; for 0.25h; Microwave irradiation; | 74% |
With copper(I) oxide; ammonium hydroxide In water for 0.0833333h; Microwave irradiation; |
4,4,4-Trifluoro-3-(p-chloroanilino)-2-phenyl-2-butenenitrile
A
4-chloro-aniline
B
4,4,4-Trifluoro-3,3-dihydroxy-2-phenyl-butyronitrile
C
(4-chlorophenyl)hydrazonophenyl acetonitrile
Conditions | Yield |
---|---|
With diazomethane; diethyl ether In diethyl ether Ambient temperature; | A 91% B 68% C 4% |
(E)-bis(4-chlorophenyl)diazene
4-chloro-aniline
Conditions | Yield |
---|---|
With nickel; hydrazinium monoformate In methanol for 0.133333h; Heating; | 91% |
4-chlorobenzonitrile
B
4-chloro-aniline
C
(E)-bis(4-chlorophenyl)diazene
Conditions | Yield |
---|---|
With hydrazine hydrate; potassium hydroxide In toluene at 100℃; for 1h; Catalytic behavior; Reagent/catalyst; Temperature; Concentration; Sealed tube; | A 4% B 4% C 91% |
4,4'-bis(chloro)azoxybenzene
A
4-chloro-aniline
B
bis-(4-chloro-phenyl)-diazene
C
N,N'-bis(4-chlorophenyl)hydrazine
Conditions | Yield |
---|---|
With sodium tetrahydroborate; nickel boride In methanol for 24h; Ambient temperature; | A 9.9% B 90.4% C 5.3% |
With sodium tetrahydroborate; nickel boride In methanol for 0.5h; Ambient temperature; | A 35.6% B 20.6% C 23.8% |
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 90℃; for 2h; Lossen rearrangement; | 90% |
With potassium carbonate In dimethyl sulfoxide at 90℃; for 2h; Lossen Rearrangement; | 90% |
With sodium hydroxide In dimethyl sulfoxide at 80℃; for 1.5h; Lossen rearrangement; |
piperidine
(4-Chloro-phenyl)-carbamic acid 10,10-dioxo-9,10-dihydro-10λ6-thioxanthen-9-ylmethyl ester
A
N-<9-(10,10-dioxo-10,10,10,10-tetrahydrothioxanthenyl)methyl>piperidine
B
4-chloro-aniline
Conditions | Yield |
---|---|
for 0.5h; Ambient temperature; | A 89% B n/a |
(4-chlorophenyl)-carbamic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1,1-dimethylundecyl ester
4-chloro-aniline
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane at 20℃; | 89% |
N-(4-chlorophenyl)benzenesulfenamide
A
2,7-dichloro-phenazine
B
4-chloro-aniline
C
diphenyldisulfane
Conditions | Yield |
---|---|
With trifluoroacetic acid In benzene at 25℃; Further byproducts given; | A 34% B 55% C 88% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; Inert atmosphere; | 100% |
In chloroform | 99% |
With aluminum oxide at 25℃; for 0.0833333h; | 98% |
Conditions | Yield |
---|---|
With acetic acid In 1,2-dichloro-ethane at 20℃; for 24h; Inert atmosphere; | 100% |
With aqueous extract of pericarp of Sapindus trifoliatus fruits at 20℃; for 0.0333333h; | 98% |
sodium hydrogen sulfate; silica gel at 62 - 64℃; for 0.0208333h; microwave irradiation; | 96% |
Conditions | Yield |
---|---|
In toluene Reflux; | 100% |
With sodium formate at 20℃; for 2h; Neat (no solvent); | 98% |
With TiO2-SO4(2-) In acetonitrile at 20℃; for 6h; | 98.3% |
Conditions | Yield |
---|---|
With trimethylamine Ambient temperature; | 100% |
With sodium hydrogencarbonate In benzene at 20℃; for 2h; | 93% |
In methanol | 75% |
3-chlorobutanoyl chloride
4-chloro-aniline
3-chloro-butyric acid-(4-chloro-anilide)
Conditions | Yield |
---|---|
In acetone for 1h; Acylation; Heating; | 100% |
With acetone |
4-chloro-aniline
p-toluenesulfonyl chloride
4-methyl-N-(4-chlorophenyl)benzenesulfonamide
Conditions | Yield |
---|---|
In pyridine; acetonitrile at 20℃; for 16h; | 100% |
In ethanol; water at 25℃; for 0.333333h; | 96% |
With (Na1752K0.144Ca0365Mg0.065)(Al2044Si2774O96)*19.16H2O In ethanol at 25 - 30℃; for 0.25h; Sonication; Green chemistry; | 95% |
methyl coumalate
4-chloro-aniline
(Z)-4-[1-(4-Chloro-phenylamino)-meth-(Z)-ylidene]-pent-2-enedioic acid 5-methyl ester
Conditions | Yield |
---|---|
In methanol at 25℃; for 12h; | 100% |
chloroformic acid ethyl ester
4-chloro-aniline
ethyl p-chlorophenylcarbamate
Conditions | Yield |
---|---|
With pyridine at 0℃; for 1.5h; | 100% |
With TEA In tetrahydrofuran for 1h; Heating; | 98% |
With pyridine at 20℃; for 1h; | 86.8% |
4-hydroxy-benzaldehyde
4-chloro-aniline
4-[(4-chloro-phenylimino)-methyl]-phenol
Conditions | Yield |
---|---|
for 6h; Ambient temperature; | 100% |
In ethanol at 70℃; | 82% |
In methanol at 20℃; for 0.5h; | 82% |
glyoxylic acid ethyl ester
4-chloro-aniline
(4-chloro-phenylimino)-acetic acid ethyl ester
Conditions | Yield |
---|---|
With magnesium sulfate In toluene at 25℃; for 0.5h; | 100% |
With sodium sulfate In toluene at 110℃; for 0.5h; | |
With sodium sulfate In toluene |
1,1,1-trifluoro-4,4-diethoxy-3-buten-2-one
4-chloro-aniline
(E)-4-(4-Chloro-phenylamino)-4-ethoxy-1,1,1-trifluoro-but-3-en-2-one
Conditions | Yield |
---|---|
In acetonitrile for 18h; Ambient temperature; | 100% |
phenylene-1,2-diisothiocyanate
4-chloro-aniline
1-(4-chloranilino-thiocarbonyl)-benzimidazolidine-2-thione
Conditions | Yield |
---|---|
for 1h; Solid phase reaction; cyclization; addition; | 100% |
In acetonitrile for 0.5h; Ambient temperature; | 95% |
sodium dicyanamide
4-chloro-aniline
1-(4-chlorophenyl)-3-cyanoguanidine
Conditions | Yield |
---|---|
oxonium; acetic acid In water at 40℃; Rate constant; Mechanism; | 100% |
With hydrogenchloride In water at 60℃; for 3h; | 87% |
Stage #1: sodium dicyanamide; 4-chloro-aniline With hydrogenchloride In water at 50 - 90℃; for 18h; Stage #2: With sodium hydrogencarbonate In water for 0.25h; | 78.3% |
4-chloro-aniline
3,4-dimethoxy-benzaldehyde
4-chloro-N-(3,4-dimethoxyphenyl)methylenebenzenamine
Conditions | Yield |
---|---|
In toluene Heating; | 100% |
magnesium(II) perchlorate In 1,2-dichloro-ethane at 20℃; for 8h; | 90% |
In ethanol for 0.75h; Heating; | |
With Montmorillonite K10 clay Condensation; microwave irradiation; | |
In neat (no solvent) Heating; |
4-chloro-aniline
ethyl 3-dimethylamino-2-(2-tert-butyl-2H-tetrazol-5-yl)acrylate
ethyl 2-(2-tert-butyl-2H-tetrazol-5-yl)-3-(4-chloroanilino)acrylate
Conditions | Yield |
---|---|
In acetic acid at 50℃; for 2h; | 100% |
4-chloro-aniline
1-dimethylamino-2-nitro-4-(2,4-dichlorophenyl)-4-oxopropene-1
1-(4-chlorophenylamino)-2-nitro-4-(2,4-dichlorophenyl)-4-oxopropene-1
Conditions | Yield |
---|---|
In ethanol for 1h; Ambient temperature; | 100% |
Conditions | Yield |
---|---|
With aluminum oxide In diethyl ether at 20℃; for 96h; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 5h; | 85% |
With potassium carbonate In N,N-dimethyl-formamide; toluene at 20℃; Inert atmosphere; | 82% |
4-chloro-aniline
4-Nitrobenzenesulfonyl chloride
4-nitro-N-(4-chlorophenyl)benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; | 100% |
With pyridine at 20℃; | 84% |
With sodium acetate In methanol; water at 60℃; | 71% |
4-chloro-aniline
1-phenyl-3-p-toluoyl-4,5-dihydro-4,5-pyrazoledione
Conditions | Yield |
---|---|
In toluene Ambient temperature; | 100% |
4-chloro-aniline
methyl thioisocyanate
1-(4-chloro-phenyl)-3-methyl-thiourea
Conditions | Yield |
---|---|
at 20℃; for 24h; Addition; solid-phase reaction; | 100% |
In methanol for 1h; Heating; | 80% |
In ethanol for 1h; Heating; | |
In acetonitrile at 40℃; |
Conditions | Yield |
---|---|
at 20℃; for 0.5h; Solid phase reaction; condensation; | 100% |
With magnesium sulfate In methanol Heating; |
Product Name: 4-Chloroaniline (CAS NO.106-47-8)
IUPAC Name: 4-chloroaniline
MF: C6H6ClN
MW: 127.57
EINECS: 203-401-0
MP: 67-70 °C(lit.)
BP: 232 °C(lit.)
Density: 1,43 g/cm3
Vapor density: 4.4 (vs air)
Vapor pressure: 0.15 mm Hg ( 25 °C)
Refractive index: 1.5546
Fp: 120°C
Storage temp: 2-8°C
Water Solubility: 0.3 g/100 mL (20 °C)
Merck: 14,2118
BRN: 471359
Product Categories: Fluorobenzene; Anilines, Aromatic Amines and Nitro Compounds; 2002/61/EC; Alpha Sort; Aryl Amines MAK III, Category 2Volatiles/ Semivolatiles; C; CAlphabetic; CHMethod Specific; European Community: ISO and DIN; Method Specific; Oeko-Tex Standard 100; Amines; C2 to C6; Nitrogen Compounds; Aryl Amines MAK III, Category 2Pesticides&Metabolites; Aryl Amines MAK III, Category 2Alphabetic; ChloroMore...Close...;Analytical Standards; AromaticsChemical Class; AromaticsMethod Specific; CHChemical Class; Chemical Class; Halogenated
4-Chloroaniline (CAS NO.106-47-8) is mainly used as dye int, pharmaceuticals and agricultural chemicals.
1. | skn-rbt 500 mg/24H MLD | 28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,96. | ||
2. | 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.: 1972,96. | ||
3. | mma-sat 100 µg/plate | ENMUDM Environmental Mutagenesis. 7 (Suppl 5)(1985),1. | ||
4. | otr-rat:emb 14,500 ng/plate | JJATDK JAT, Journal of Applied Toxicology. 1 (1981),190. | ||
5. | dns-rat:lvr 5 mg/L | MUREAV Mutation Research. 97 (1982),359. | ||
6. | orl-rat TDLo:9270 mg/kg/2Y-C:CAR | FCTOD7 Food and Chemical Toxicology. 29 (1991),119. | ||
7. | orl-rat LD50:310 mg/kg | AIHAAP American Industrial Hygiene Association Journal. 23 (1962),95. | ||
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EPA Genetic Toxicology Program. 4-Chloroaniline (CAS NO.106-47-8) is reported in EPA TSCA Inventory.
Safety Information of 4-Chloroaniline (CAS NO.106-47-8):
Hazard Codes: T,N,F
RIDADR: UN 2018 6.1/PG 2
WGK Germany: 3
RTECS: BX0700000
Hazard Note: Toxic/Possible Carcinogen
HazardClass: 6.1
PackingGroup: II
HS Code: 29214210
Hazardous Substances Data: 106-47-8(Hazardous Substances Data)
Confirmed carcinogen with experimental neoplastigenic and tumorigenic data. Poison by ingestion, inhalation, skin contact, subcutaneous, and intravenous routes. A skin and severe eye irritant. Mutation data reported. When heated to decomposition it emits toxic fumes of Cl− and NOx.
DFG MAK: Animal Carcinogen, Suspected Human Carcinogen
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