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4-Chloroaniline
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Name

4-Chloroaniline

 EINECS 203-401-0
CAS No. 106-47-8 Density 1.23 g/cm3
PSA 26.02000 LogP 2.50340
Solubility soluble in hot water Melting Point 67-70 °C(lit.)
Formula C6H6ClN Boiling Point 174.1 °C at 760 mmHg
Molecular Weight 127.573 Flash Point 60.7 °C
Transport Information UN 2018 6.1/PG 2 Appearance Clear amber liquid
Safety 53-45-60-61-36/37-16-7 Risk Codes 45-23/24/25-43-50/53-52/53-39/23/24/25-11
Molecular Structure Molecular Structure of 106-47-8 (4-Chloroaniline) Hazard Symbols ToxicT，DangerousN，FlammableF
Synonyms

NSC 36941;p-Aminochlorobenzene;p-Chloroaniline;p-Chlorophenylamine;Aniline,p-chloro- (8CI);1-Amino-4-chlorobenzene;4-Amino-1-chlorobenzene;4-Aminochlorobenzene;4-Chloro-1-aminobenzene;4-Chlorobenzenamine;4-Chlorophenylamine;

Article Data 770

4-Chloroaniline Synthetic route

100-00-5

4-chlorobenzonitrile

106-47-8

4-chloro-aniline

Conditions
ConditionsYield
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%
3296-05-7

1-azido-4-chlorobenzene

106-47-8

4-chloro-aniline

Conditions
ConditionsYield
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%
539-03-7

N-(4-chlorophenyl)acetamide

106-47-8

4-chloro-aniline

Conditions
ConditionsYield
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%
18437-66-6

N-(t-butoxycarbonyl)-4-chloroaniline

106-47-8

4-chloro-aniline

Conditions
ConditionsYield
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%
823-86-9

N-(4-chlorophenyl)hydroxylamine

106-47-8

4-chloro-aniline

Conditions
ConditionsYield
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.
100-00-5

4-chlorobenzonitrile

A

106-47-8

4-chloro-aniline

B

62-53-3

aniline

Conditions
ConditionsYield
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%
100-00-5

4-chlorobenzonitrile

12percent nickel/Al-SBA-15 fiber

12percent nickel/Al-SBA-15 fiber

106-47-8

4-chloro-aniline

Conditions
ConditionsYield
With hydrogen In ethanol at 109.84℃; under 18751.9 Torr; for 7.5h; Autoclave; Green chemistry; chemoselective reaction;95%
106-40-1

4-bromo-aniline

106-47-8

4-chloro-aniline

Conditions
ConditionsYield
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;
288-32-4

1H-imidazole

123167-91-9

(4-Chloro-phenyl)-carbamic acid 10,10-dioxo-9,10-dihydro-10λ6-thioxanthen-9-ylmethyl ester

A

123168-20-7

1-(10,10-Dioxo-9,10-dihydro-10λ6-thioxanthen-9-ylmethyl)-1H-imidazole

B

106-47-8

4-chloro-aniline

Conditions
ConditionsYield
In dichloromethane for 4h; Ambient temperature;A 93%
B 46%
106018-89-7

2-Trimethylsilanyl-ethanesulfonic acid (4-chloro-phenyl)-amide

106-47-8

4-chloro-aniline

Conditions
ConditionsYield
With cesium fluoride In N,N-dimethyl-formamide at 95℃; for 40h;93%

4-Chloroaniline Chemical Properties

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 Uses

 4-Chloroaniline (CAS NO.106-47-8) is mainly used as dye int, pharmaceuticals and agricultural chemicals.

4-Chloroaniline Toxicity Data With Reference

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.
     

 

      
     

 

      
     

 

4-Chloroaniline Consensus Reports

EPA Genetic Toxicology Program. 4-Chloroaniline (CAS NO.106-47-8) is reported in EPA TSCA Inventory.

4-Chloroaniline Safety Profile

Safety Information of 4-Chloroaniline (CAS NO.106-47-8):
Hazard Codes: TToxic,NDangerous,FFlammable
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.

4-Chloroaniline Standards and Recommendations

DFG MAK: Animal Carcinogen, Suspected Human Carcinogen

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