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2,4-Dichloroaniline

CAS：554-00-7
MW:162.013
MF：C6H5Cl2N

2,4-Dichloroaniline, with the chemical formula C6H5Cl2N and CAS registry number 554-00-7, is a compound known for its applications in various industries. This colorless to pale yellow solid is characterized by its two chlorine atoms attached to the benzene ring and an amino group. It is commonly used as an intermediate in the production of dyes, pigments, and pharmaceuticals. 2,4-Dichloroaniline is also used as a herbicide and fungicide in agriculture. It is important to handle this compound with caution as it is toxic and can cause skin and eye irritation. Overall, 2,4-Dichloroaniline plays a significant role in various chemical processes and industries.

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: 2,4-Dichloroaniline

1.2 Synonyms: 1,5-dichloro-4-aminobenzene; 1-Amino-2,4-dichlorobenzene; 2,4-DCA; 2,4-Dichloranilin; 2,4-dichloro; 2,4-Dichloro Aniline; 2,4-dichloro-anilin; 2,4-dichloro-aniline; 2,4-DICHLOROANILINE PESTANAL; 2,4-Dichloroaniline,Pract.; 2,4-dichloro-benzenamin; 2,4-Dichlorobenzenamine; 2,4-Dichlorophenylamine; 2,4-dichloro-phenylamine; 2,4-di-Cl-aniline; 4-Dichloroaniline; Aniline, 2,4-dichloro-; AURORA KA-688; Benzenamine, 2,4-dichloro-; EINECS 209-057-8; MFCD00007661; o,p-Dichloroaniline;

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1.3 CAS No.: 554-00-7

1.4 CID: 11123

1.5 EINECS: 209-057-8

1.6 Molecular Formula: C6H5Cl2N

1.7 Inchi: InChI=1S/C6H5Cl2N/c7-4-1-2-6(9)5(8)3-4/h1-3H,9H2

1.8 InChkey: KQCMTOWTPBNWDB-UHFFFAOYSA-N

1.9 Canonical Smiles: C1=CC(=C(C=C1Cl)Cl)N

1.10 Isomers Smiles: C1=CC(=C(C=C1Cl)Cl)N

2. Properties

2.1 Solubility: methanol: soluble, clear, very faintly brownish-yellow

2.2 AnalyticLaboratory Methods: APPLICATION OF THE HALL ELECTROLYTIC CONDUCTIVITY DETECTOR FOR THE ANALYSIS OF CHLOROANILINES & CHLORONITROANILINES IN POTW (WATER; TREATMENT) SLUDGES. /CHLOROANILINES AND CHLORONITROANILINES/

2.3 Appearance: Beige crystals.

2.4 Storage: Ambient temperatures.

2.5 Chemical Properties: pale grey or beige-brown to red-brown crystalline

2.6 Color/Form: PRISMS FROM ACETONE; NEEDLES FROM DILUTED ALCOHOL OR PETROLEUM ETHER

2.7 Decomposition: When heated to decomposition it emits toxic vapors of nitrogen oxides and /hydrogen chloride;/.

2.8 Physical: PHYSICAL DESCRIPTION: Beige crystals. (NTP, 1992)

2.9 pKa: 2.05(at 22℃)

2.10 Water Solubility: Insoluble,

2.11 Spectral Properties: IR: 5787 (Coblentz Society Spectral Collection)
UV: 16957 (Sadtler Research Laboratories Spectral Collection)
MASS: 619 (National Bureau of Standards EPA-NIH Mass Spectra Data Base, NSRDS-NBS-63)
NMR: 8851 (Sadtler Research Laboratories Spectral Collection)

2.12 Stability: Stable under normal temperatures and pressures.

2.13 StorageTemp: 0-6°C

3. Use and Manufacturing

3.1 Description

2,4-Dichloroaniline, with the chemical formula C6H5Cl2N, has the CAS number 554-00-7. It appears as a white to light yellow crystalline solid with a faint odor. The basic structure of 2,4-Dichloroaniline consists of a benzene ring with two chlorine atoms and an amino group attached. This compound is sparingly soluble in water, but soluble in organic solvents such as ethanol and acetone. Safety information indicates that 2,4-Dichloroaniline may cause skin and eye irritation. It is also harmful if swallowed or inhaled. Precautions should be taken to avoid direct contact with this chemical. In case of ingestion or inhalation, immediate medical attention is required. It is important to handle 2,4-Dichloroaniline with caution to prevent any potential health hazards.

Applicable Fields

Agriculture: 2,4-Dichloroaniline is commonly used as an intermediate in the synthesis of herbicides, particularly in the production of 2,4-Dichlorophenoxyacetic acid (2,4-D). Its mechanism of action in herbicides involves disrupting plant growth by mimicking the action of plant hormones, leading to uncontrolled growth and eventual death of the target plants.

Chemical Industry: This compound is also utilized in the chemical industry as a starting material for the synthesis of various organic compounds. Its purpose in this field involves its reactivity and ability to undergo various chemical reactions, enabling the production of different products.

Storage

Conditions: Store in a cool and dry place.

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3.2 General Description: Beige crystals.

3.3 GHS Classification: Signal: Danger
GHS Hazard Statements
Aggregated GHS information provided by 61 companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

H301 (98.36%): Toxic if swallowed [Danger Acute toxicity, oral]
H311 (98.36%): Toxic in contact with skin [Danger Acute toxicity, dermal]
H331 (98.36%): Toxic if inhaled [Danger Acute toxicity, inhalation]
H373 (96.72%): Causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]
H400 (91.8%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
H410 (96.72%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
P260, P261, P264, P270, P271, P273, P280, P301+P310, P302+P352, P304+P340, P311, P312, P314, P321, P322, P330, P361, P363, P391, P403+P233, P405, and P501

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3.4 Methods of Manufacturing: NITRATION & REDUCTION OF 1,3-DICHLOROBENZENE; USING EITHER IRON; & HYDROCHLORIC ACID; OR CATALYTIC HYDROGENATION

3.5 Usage: 2,4-Dichloroaniline isused as an intermediate in the synthesis of dyestuffs, pigments,and pesticides.

4. Safety and Handling

4.1 Octanol/Water Partition Coefficient: log Kow= 2.91

4.2 Fire Hazard: Flash point data for 2,4-Dichloroaniline are not available. 2,4-Dichloroaniline is probably combustible. 2,4-Dichloroaniline Preparation Products And Raw materials Preparation Products

4.3 Other Preventative Measures: SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.
... ANILINE SHOULD BE REACTED IN CLOSED VESSELS AS FAR AS POSSIBLE. IN FACTORIES VENTILATION SHOULD BE SUFFICIENT TO KEEP ATMOSPHERIC ANILINE CONTENT WELL BELOW PERMITTED LEVEL. /ANILINE/
Eating and smoking should not be allowed in areas where liquid aniline is handled, processed, or stored. /Aniline/
Clothing which becomes soaked with aniline should be promptly removed. /Aniline/
In the case of /skin/ contact it should be washed for a long time with soap & tepid water. When eyes are /exposed to aniline/ copious irrigation with water is immediately necessary ... . /Aniline/
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. /Dichloroaniline/
Personnel protection: Avoid breathing dusts, and fumes from burning material. Keep upwind. Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. /Dichloroaniline/

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4.4 DisposalMethods: SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

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4.5 DOT Emergency Guidelines: /GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Health: TOXIC; inhalation, ingestion, or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. /Dichloroanilines; Dichloroanilines, liquid; Dichloroanilines, solid/
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors, and sewers explosion hazards. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. /Dichloroanilines; Dichloroanilines, liquid; Dichloroanilines, solid/
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas. /Dichloroanilines; Dichloroanilines, liquid; Dichloroanilines, solid/
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Dichloroanilines; Dichloroanilines, liquid; Dichloroanilines, solid/
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Evacuation: ... Fire: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. /Dichloroanilines; Dichloroanilines, liquid; Dichloroanilines, solid/
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Fire: Small fires: Dry chemical, CO2 or water spray. Large fires: Dry chemical, CO2, alcohol-resistant foam or water spray. Move containers from fire area if you can do it without risk. Dike fire control water for later disposal; do not scatter the material. Fire involving tanks or car/trailer loads: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. /Dichloroanilines; Dichloroanilines, liquid; Dichloroanilines, solid/
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Spill or Leak: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. /Dichloroanilines; Dichloroanilines, liquid; Dichloroanilines, solid/
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ First Aid: Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim warm and quiet. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. /Dichloroanilines; Dichloroanilines, liquid; Dichloroanilines, solid/

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4.6 Fire Fighting Procedures: If material on fire or involved in fire: Use dry chemical or carbon dioxide. Cool all affected containers with flooding quantities of water. use water in flooding quantities as fog. /Dichloroaniline/
Personnel protection: ... Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /Dichloroaniline/

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4.7 Protective Equipment and Clothing: POSSIBLE EXPOSURE TO HIGHER CONCN (PIPE BREAKAGE, SPLASHING, CLEANING OR REPAIR OF STORAGE TANKS) NECESSITATES USE OF SAFETY GOGGLES, GAS MASK, APRON, & RUBBER GLOVES. /ANILINE/
RESPIRATOR FOR ORGANIC VAPORS, SPLASHPROOF GOGGLES ... /&/ BOOTS. /ANILINE/
Respiratory protection from aniline is as follows: vapor concentration of 100 ppm or less: a chemical cartridge respirator with a full facepiece and an organic vapor cartridge(s) or a gas mask with a chin-style front or back-mounted organic vapor canister or any supplied-air respirator with a full facepiece, helmet or hood, or any self-contained breathing apparatus with a full facepiece; greater than 100 ppm or entry and escape from unknown concentrations: self-contained breathing apparatus with a full facepiece operated in pressure demand or other positive pressure mode or a combination respirator which includes a type C supplied-air respirator with a full facepiece operated in pressure-demand or other positive pressure or continuous-flow mode and an auxiliary self-contained breathing apparatus operated in pressure-demand or other positive pressure mode; escape: any gas mask providing protection against organic vapors or any self-contained breathing apparatus. /Aniline/
Butyl rubber protective clothing ... . /Aniline/
Wear special protective clothing and positive pressure self-contained breathing apparatus. /Dichloroanilines/

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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 3

Acute toxicity - Dermal, Category 3

Acute toxicity - Inhalation, Category 3

Specific target organ toxicity \u2013 repeated exposure, Category 2

Hazardous to the aquatic environment, short-term (Acute) - Category Acute 1

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 1

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Danger
Hazard statement(s)	H301 Toxic if swallowed H311 Toxic in contact with skin H331 Toxic if inhaled H373 May cause damage to organs through prolonged or repeated exposure H410 Very toxic to aquatic life with long lasting effects
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product. P280 Wear protective gloves/protective clothing/eye protection/face protection. P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P271 Use only outdoors or in a well-ventilated area. P260 Do not breathe dust/fume/gas/mist/vapours/spray. P273 Avoid release to the environment.
Response	P301+P310 IF SWALLOWED: Immediately call a POISON CENTER/doctor/\u2026 P321 Specific treatment (see ... on this label). P330 Rinse mouth. P302+P352 IF ON SKIN: Wash with plenty of water/... P312 Call a POISON CENTER/doctor/\u2026if you feel unwell. P361+P364 Take off immediately all contaminated clothing and wash it before reuse. P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. P311 Call a POISON CENTER/doctor/\u2026 P314 Get medical advice/attention if you feel unwell. P391 Collect spillage.
Storage	P405 Store locked up. P403+P233 Store in a well-ventilated place. Keep container tightly closed.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

ESR : OXIDATION WITH PERBENZOIC ACID

13C NMR : in CDCl3

IR : KBr disc

IR : nujol mull

Mass

7. Synthesis Route

554-00-7Total: 55 Synthesis Route

98-95-3 66 Suppliers

554-00-7 85 Suppliers

88-73-3

554-00-7 85 Suppliers

95-51-2 148 Suppliers

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8. Precursor and Product

precursor:

120-83-2

98-95-3

106-47-8

100-00-5

823-86-9

103-84-4

611-06-3

product:

120-83-2

790-50-1

120-82-1

697-86-9

50-84-0

634-93-5

541-73-1

697-90-5

609-62-1

611-06-3

9. Computed Properties

Molecular Weight：162.013g/mol
Molecular Formula：C₆H₅Cl₂N
Compound Is Canonicalized：True
XLogP3-AA：160.9799046
Monoisotopic Mass：160.9799046
Complexity：97.1
Rotatable Bond Count：0
Hydrogen Bond Donor Count：1
Hydrogen Bond Acceptor Count：1
Topological Polar Surface Area：26
Heavy Atom Count：：9
Defined Atom Stereocenter Count：0
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADcYBiAAAGAAAAAAAAAAAAAAAAAAAAAAAwAAAAAAAAAAABAAAAHAIQAAAACAqBECAwwIBAAACAACRCQACCAAAgBwAIiAAAZogIICKBk5GAIABgkAAIyAcQAAAAAABAAACAABAAAIAAAQAAIAAAAAAAAA==

10.Other Information

BRN: 386422

Chemical Properties: pale grey or beige-brown to red-brown crystalline

Uses: 2,4-Dichloroaniline is used as an intermediate in the synthesis of dyestuffs, pigments, and pesticides.

Uses: 2,4-Dichloroaniline can be used as a novel approach to predict aquatic toxicity from molecular structure.

Uses: 2,4-Dichloroaniline may be used as an analytical reference standard for the determination of the analyte in water samples by ultrasound-assisted ionic liquid dispersive liquid-phase micro-extraction, capillary electrophoresis with electrochemical and fluorescence detection and gas chromatography-mass spectrometry (GC-MS), respectively.

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12. Related Questions

: What are the characteristics and applications of 2,4-Dichloroaniline?Introduction 2,4-Dichloroaniline is an organic compound with the chemical formula C6H5Cl2N. It appears as a white to pale yellow crystalline powder at room temperature, exhibiting unique chemical prop..

13. Realated Product Infomation