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| CAS No.: | 95-51-2 |
|---|---|
| Name: | 2-Chloroaniline |
| Article Data: | 353 |
| Molecular Structure: | |
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|
|
| Formula: | C6H6ClN |
| Molecular Weight: | 127.573 |
| Synonyms: | Aniline,o-chloro- (8CI);1-Amino-2-chlorobenzene;2-Amino-1-chlorobenzene;2-Chlorobenzenamine;2-Chlorophenylamine;Fast Yellow GC Base;NSC 6183;o-Aminochlorobenzene;o-Chloroaniline; |
| EINECS: | 202-426-4 |
| Density: | 1.23 g/cm3 |
| Melting Point: | -3 °C |
| Boiling Point: | 208.8 °C at 760 mmHg |
| Flash Point: | 74.8 °C |
| Solubility: | 5.13 g/L (20 °C) in water |
| Appearance: | clear pale yellow to brown liquid |
| Hazard Symbols: |
 T,  N,  F
|
| Risk Codes: | 23/24/25-33-50/53-39/23/24/25-11 |
| Safety: | 28-36/37-45-60-61-28A |
| Transport Information: | UN 2019 6.1/PG 2 |
| PSA: | 26.02000 |
| LogP: | 2.50340 |
- 958254-66-51H-Imidazo[4,5-b]pyridine-2-carboxaldehyde, 1-methyl-, hydrochloride
- 99170-93-1N-Methyl-2-oxazolamine
- 97730-31-9(S)-4'-(2-Methylbutyl)Biphenyl-4-Carbonitrile
- 95789-13-21,3,7-trimethylpurine-2,6-dione
- 956104-42-02-Bromo-5-nitro-3-(trifluoromethyl)pyridine
- 960294-15-95-BROMOISOQUINOLIN-1-AMINE
- 960294-12-6tert-Butyl 2-(2-chloro-ethyl)-2-cyanopyrrolidine-1-carboxylate
- 98020-47-46-Amino-5-nitro-2-thio-uracil
- 97271-97-12-AMINO-3-NITRO-BENZALDEHYDE
- 955887-08-86-chloromethyl-2-pyrazin-2-yl-pyrimidin-4-ol
| Conditions | Yield |
|---|---|
| With hydrazine hydrate In ethanol; water at 80℃; for 1h; chemoselective reaction; | 100% |
| With [1-butyl-2,3-dimethylimidazolium][tppm] stabilized rhodium nanoarticles at 50℃; under 22502.3 Torr; for 5h; Ionic liquid; Autoclave; chemoselective reaction; | 100% |
| With hydrogen at 50℃; under 22502.3 Torr; for 5h; Autoclave; Sealed tube; Ionic liquid; chemoselective reaction; | 100% |
| Conditions | Yield |
|---|---|
| With 2-((dicyclohexylphosphino)methyl)-1,3-bis(2,6-diisopropylphenyl)-4,5-dimethyl-1H-imidazol-3-ium iodide; ammonia; palladium diacetate; sodium t-butanolate In 1,4-dioxane at 120℃; under 7500.75 Torr; for 24h; Autoclave; Inert atmosphere; chemoselective reaction; | 96% |
| With tris(dibenzylideneacetone)dipalladium (0); lithium hexamethyldisilazane; CyJohnPhos; 1,1,1-triphenylsilylamine In toluene at 100℃; for 19h; | 92% |
| With copper(l) iodide; ammonia; sodium phosphate In water at 100℃; for 24h; | 81% |
| With ammonium hydroxide; copper(ll) sulfate pentahydrate; potassium carbonate; sodium L-ascorbate In dimethyl sulfoxide; glycerol at 100℃; for 8h; | 50% |
| With 2-(di-tert-butylphosphino)-1-mesityl-4,5-diphenyl-1H-imidazole; ammonia; palladium diacetate; sodium t-butanolate In 1,4-dioxane at 120℃; under 7500.75 Torr; for 24h; Autoclave; Inert atmosphere; | 68 %Chromat. |
| Conditions | Yield |
|---|---|
| With copper(l) iodide; 2-carboxyquinoline N-oxide; potassium carbonate; ammonium hydroxide In dimethyl sulfoxide at 50℃; for 23h; Inert atmosphere; | 87% |
| With acetamidine hydrochloride; caesium carbonate In N,N-dimethyl-formamide at 130℃; for 20h; Inert atmosphere; Green chemistry; | 74% |
| With copper(l) iodide; tetra(n-butyl)ammonium hydroxide; ammonia In water at 45℃; for 48h; Inert atmosphere; Sealed tube; chemoselective reaction; | 73% |
| With ammonium hydroxide; copper(ll) sulfate pentahydrate; potassium carbonate; sodium L-ascorbate In dimethyl sulfoxide; glycerol at 80℃; for 2h; | 54% |
| With ammonium hydroxide; copper(l) iodide; N,N'-bis(3,5-dimethoxyphenyl)cyclopentane-1,1-dicarboxamide; caesium carbonate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere; Sealed tube; | 38% |
| Conditions | Yield |
|---|---|
| With potassium carbonate; ammonium hydroxide In methanol at 60℃; for 16h; | 91% |
| With copper(I) oxide; ammonium hydroxide In water for 0.0833333h; Microwave irradiation; |
| Conditions | Yield |
|---|---|
| With platinum on activated charcoal; hydrogen In neat (no solvent) at 90℃; for 1.5h; Temperature; Supercritical conditions; Autoclave; chemoselective reaction; | A 5.8% B 93.4% |
| With bis(acetylacetonato)palladium(II); phosphorus; hydrogen In N,N-dimethyl-formamide; benzene at 30℃; under 1520.1 Torr; for 5.41667h; Catalytic behavior; Time; Reagent/catalyst; chemoselective reaction; | A 9% B 90.6% |
| With isopropyl alcohol; sodium hydroxide for 12h; Inert atmosphere; Reflux; chemoselective reaction; | A n/a B 83% |
- 17512-69-5
2-chlorophenylhydroxamic acid
- 95-51-2
2-Chloroaniline
| Conditions | Yield |
|---|---|
| Stage #1: 2-chlorophenylhydroxamic acid With acetic anhydride; potassium carbonate In dimethyl sulfoxide at 50℃; for 2h; Lossen Rearrangement; Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 0℃; | 99% |
| With sodium hydroxide In dimethyl sulfoxide at 80℃; for 1.5h; Lossen rearrangement; |
| Conditions | Yield |
|---|---|
| With butyltriphenylphosphonium tetrahydroborate In dichloromethane at 20℃; for 0.0833333h; | 99% |
| With aluminum oxide; sodium formate; potassium hydroxide In neat (no solvent) for 1.5h; Milling; | 95% |
| With iron In water at 20℃; Inert atmosphere; | 91% |
| Conditions | Yield |
|---|---|
| With Imidazole hydrochloride In neat (no solvent) at 150℃; for 12h; Schlenk technique; | 40% |
| Conditions | Yield |
|---|---|
| With methanesulfonic acid; trimethylsilylazide In tetrachloromethane at 80℃; for 4h; | 65% |
- 88-73-3
2-Chloronitrobenzene
A
- 932-33-2
o-Chloronitrosobenzene
B
- 95-51-2
2-Chloroaniline
C
- 7334-33-0, 49795-06-4, 63213-02-5
2,2'-dichloroazobenzene
D
- 782-74-1
1,2-bis(2-chlorophenyl)hydrazine
E
- 13556-84-8
2,2'-azoxychlorobenzene
| Conditions | Yield |
|---|---|
| With hydrogen In ethanol at 35℃; under 30003 Torr; for 0.833333h; | |
| With platinum on carbon; hydrogen In ethanol at 35℃; under 30003 Torr; for 0.0833333h; Reagent/catalyst; Time; Pressure; Solvent; Autoclave; |
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Consensus Reports
Specification
The 2-Chloroaniline, with the cas registry number 95-51-2, is a kind of clear pale yellow to brown liquid, with ammoniacal odour. This is insoluble in water while soluble in acid and other common organic solvents. Its product categories are various, including intermediates of dyes and pigments; anilines, aromatic amines and nitro compounds; organics; amines; c2 to c6; nitrogen compounds; alpha sort; c; calphabetic; ch; volatiles/ semivolatiles; aromaticspesticides&metabolites; chemical class.
The characteristics of this chemical are as follows: (1)ACD/LogP: 1.91; (2)ACD/LogD (pH 5.5): 1.91; (3)ACD/LogD (pH 7.4): 1.91; (4)ACD/BCF (pH 5.5): 16.62; (5)ACD/BCF (pH 7.4): 16.64; (6)ACD/KOC (pH 5.5): 260.11; (7)ACD/KOC (pH 7.4): 260.48; (8)#H bond acceptors: 1; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 26.02; (12)Index of Refraction: 1.598; (13)Molar Refractivity: 35.38 cm3; (14)Molar Volume: 103.6 cm3; (15)Polarizability: 14.02 ×10-24 cm3; (16)Surface Tension: 45.3 dyne/cm; (17)Density: 1.23 g/cm3; (18)Flash Point: 74.8 °C; (19)Enthalpy of Vaporization: 44.51 kJ/mol; (20)Boiling Point: 208.8 °C at 760 mmHg; (21)Vapour Pressure: 0.209 mmHg at 25°C.
Production method of 2-Chloroaniline is as below: 1-chloro-2-nitro-benzene could react to produce 2-Chloroaniline, with the following condition: solvent: ammonium formate; reaction time: 45 min; reaction tem.: 20 ℃; yield: 90%.
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Use of 2-Chloroaniline: 2-Chloroaniline reacts with maleic acid anhydride to produce N-(2-chloro-phenyl)-maleamic acid, with the following condition: solvent: benzene; reaction time: 30 min; yield: 92% chromat; other condition: ambient temperature.
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As to its usage, it is widely applied in many ways. It could be used in producing acid black, acid blue, permanent bordeaux FR, ARPermanent YellowAR R, Hansa yellow HR and so on; It could be used in producing the cross-linking agent methyldichloroaniline in pharmaceutic, pesticide and polyurethane resin; It could be used as the intermediate of dye and pesticide.
While dealing with this chemical, you should be very cautious. For onet thing, this chemical is toxic and will at low levels cause damage to health; If through inhalation, in contact with skin and if swallowed, it will have very serious irreversible effects. For another thing, it is dangerous for the environment and may present an immediate or delayed danger to one or more components of the environment; It is also toxic to aquatic organisms and may cause long-term adverse effects in the aquatic environment; Then, it is highly flammable. It may catch fire in contact with air, only needing brief contact with an ignition source, and it has a very low flash point or evolve highly flammable gases in contact with water. You should take the following instructions. Wear suitable protective clothing and gloves, and if in case of accident or if you feel unwell, seek medical advice immediately (show the label where possible); After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer); While keeping it, this material and its container must be disposed of as hazardous waste; Then avoid release to the environment and refer to special instructions/safety data sheet.
Additionally, the following datas could be converted into the molecular structure:
SMILES:Nc1ccccc1Cl
Below are the toxicity informatin of this chemical:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| cat | LD50 | skin | 222mg/kg (222mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 13(5), Pg. 29, 1969. | |
| cat | LDLo | subcutaneous | 310mg/kg (310mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Archiv fuer Hygiene und Bakteriologie. Vol. 110, Pg. 12, 1933. |
| mouse | LD50 | oral | 256mg/kg (256mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 13(5), Pg. 29, 1969. | |
| rat | LC50 | inhalation | 797ppm/4H (797ppm) | SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE BEHAVIORAL: TREMOR LUNGS, THORAX, OR RESPIRATION: CYANOSIS | National Technical Information Service. Vol. OTS0571625, |