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CAS No.: | 554-00-7 |
---|---|
Name: | 2,4-Dichloroaniline |
Article Data: | 109 |
Molecular Structure: | |
Formula: | C6H5Cl2N |
Molecular Weight: | 162.018 |
Synonyms: | Aniline,2,4-dichloro- (6CI,8CI);2,4-Dichlorobenzenamine;2,4-Dichlorophenylamine;4-Chloro-2-chloroaniline;NSC 8756;o,p-Dichloroaniline; |
EINECS: | 209-057-8 |
Density: | 1.401 g/cm3 |
Melting Point: | 59-62°C(lit.) |
Boiling Point: | 242.1 °C at 760 mmHg |
Flash Point: | 100.2 °C |
Solubility: | soluble in alcohol, ether |
Appearance: | white needle crystal |
Hazard Symbols: | T,N,Xi |
Risk Codes: | 23/24/25-33-50/53 |
Safety: | 28-36/37-45-60-61 |
Transport Information: | UN 3442 6.1/PG 2 |
PSA: | 26.02000 |
LogP: | 3.15680 |
Conditions | Yield |
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With hydrogen In ethanol; water at 25℃; under 760.051 Torr; for 3h; Autoclave; | 99.9% |
With hydrogen In tetrahydrofuran; water at 120℃; under 22502.3 Torr; for 4h; Autoclave; | 99% |
Stage #1: 2,4-dichloronitrobenzene With 2.0%Pt-0.5%Rh/C In methanol for 0.0833333h; Stage #2: With hydrogen In methanol at 30℃; under 760.051 Torr; for 2.5h; Catalytic behavior; Reagent/catalyst; | 98.9% |
Conditions | Yield |
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With chloro-trimethyl-silane; sodium iodide In acetonitrile for 0.166667h; Ambient temperature; | 97% |
With sodium sulfide; water for 0.5h; Reflux; | 95% |
With methanol; samarium; iodine for 6h; Ambient temperature; | 86% |
tert-butyl (2,4-dichlorophenyl)carbamate
2,4-Dichloroaniline
Conditions | Yield |
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With tin(II) trifluoromethanesulfonate In dichloromethane at 20℃; for 2h; | 95% |
Conditions | Yield |
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With sodium perborate; potassium chloride; sodium vanadate In acetic acid at 20℃; for 2.66667h; Chlorination; | 93% |
2,2',4,4'-Tetrachloroazobenzene
2,4-Dichloroaniline
Conditions | Yield |
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With perchloric acid In isopropyl alcohol; acetonitrile at 25℃; for 0.933333h; pH=2; Inert atmosphere; Irradiation; | 79% |
2-(2,4-dichlorophenoxy)propanamide
2,4-Dichloroaniline
Conditions | Yield |
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With potassium hydroxide In dimethyl sulfoxide at 140℃; for 3h; Green chemistry; | 77% |
With potassium hydroxide at 140℃; | 114.3 mg |
Conditions | Yield |
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With potassium carbonate; potassium iodide; Chloroacetamide In N,N-dimethyl-formamide at 90 - 150℃; for 4h; Smiles Aromatic Rearrangement; | 62% |
Multi-step reaction with 2 steps 1: potassium carbonate / acetone / Inert atmosphere; Reflux 2: 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; ammonium carbamate / water; 1,2-dichloro-ethane / 24 h / 33 °C / 760.05 Torr / Sealed tube; Inert atmosphere; Irradiation View Scheme |
Conditions | Yield |
---|---|
With chlorine In chlorobenzene at 15℃; for 6h; Solvent; Reagent/catalyst; Temperature; | A 60% B 35% |
N-(4-chlorophenyl)-O-pivaloylhydroxylamine
A
2-amino-5-chlorophenol
B
2,4-Dichloroaniline
C
N-(4-chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide
D
p-benzoquinone
Conditions | Yield |
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In water; acetonitrile at 40℃; Rate constant; pH=1.0, μ=0.5M; other pH values; other N-aryl-O-pivaloylhydroxylamines; | A 3.6% B 53.2% C 8.3% D 3.8% |
N-(4-chlorophenyl)-O-pivaloylhydroxylamine
A
2,4-Dichloroaniline
B
N-(4-chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide
C
p-benzoquinone
Conditions | Yield |
---|---|
In water; acetonitrile at 40℃; pH=4.7 (1:1 HOAc/KOAc); | A 49.6% B 26.2% C 7% |
This chemical is called 2,4-Dichloroaniline, and its CAS registry number is 554-00-7. With the classification code Mutation data, its product categories are Intermediates of Dyes and Pigments; Chlorobenzene Series; Organics; Amines; AromaticsPesticides & Metabolites; Chemical Class; D; DAlphabetic; DIA - DIC; C2 to C6; Nitrogen Compounds. It should be stored at 0-6°C. Ensure that the surroundings is ventilated and dry. Moreover, this chemical could be obtained by the acetanilide.
Other characteristics of the 2,4-Dichloroaniline can be summarised as followings: (1)ACD/LogP: 2.74; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.74; (4)ACD/LogD (pH 7.4): 2.74; (5)ACD/BCF (pH 5.5): 71.32; (6)ACD/BCF (pH 7.4): 71.34; (7)ACD/KOC (pH 5.5): 738.08; (8)ACD/KOC (pH 7.4): 738.32; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 26.02 Å2; (13)Index of Refraction: 1.613; (14)Molar Refractivity: 40.27 cm3; (15)Molar Volume: 115.6 cm3; (16)Polarizability: 15.96×10-24cm3; (17)Surface Tension: 48.3 dyne/cm; (18)Density: 1.401 g/cm3; (19)Flash Point: 100.2 °C; (20)Enthalpy of Vaporization: 47.9 kJ/mol; (21)Boiling Point: 242.1 °C at 760 mmHg; (22)Vapour Pressure: 0.0347 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. Besides, it's very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. Its container must be disposed of as hazardous waste. Avoid releasing it to the environment. Refer to special instructions / safety data sheets.
You can still convert the following datas into molecular structure:
1.SMILES: Clc1cc(Cl)c(N)cc1
2.InChI: InChI=1/C6H5Cl2N/c7-4-1-2-6(9)5(8)3-4/h1-3H,9H2
3.InChIKey: KQCMTOWTPBNWDB-UHFFFAOYAS
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cat | LDLo | oral | 113mg/kg (113mg/kg) | BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" LUNGS, THORAX, OR RESPIRATION: CYANOSIS BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN | Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 72, Pg. 241, 1913. |
mouse | LD50 | intraperitoneal | 400mg/kg (400mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: CYANOSIS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Office of Toxic Substances Report. Vol. OTS, |
mouse | LD50 | oral | 400mg/kg (400mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: CYANOSIS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Office of Toxic Substances Report. Vol. OTS, |
rat | LD50 | intraperitoneal | 400mg/kg (400mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: CYANOSIS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Office of Toxic Substances Report. Vol. OTS, |
rat | LD50 | oral | 1600mg/kg (1600mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: CYANOSIS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Office of Toxic Substances Report. Vol. |