1,2,3-Trichloro-5-nitrobenzene
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1,2,3-Trichloro-5-nitrobenzene
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CAS No:
20098-48-0
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Formula:
C6H2Cl3NO2
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Chemical Name:
1,2,3-Trichloro-5-nitrobenzene
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Synonyms:
Benzene,1,2,3-trichloro-5-nitro-;1,2,3-Trichloro-5-nitrobenzene;3,4,5-Trichloronitrobenzene;NSC 523881;3,4,5-Trichloro-1-nitrobenzene
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CAS No:
Description
white to light yellow crystal powder
3,4,5-trichloronitrobenzene appears as pale-yellow crystals or yellow crystalline solid. (NTP, 1992)
3,4,5-trichloronitrobenzene appears as pale-yellow crystals or yellow crystalline solid. (NTP, 1992)
1,2,3-Trichloro-5-nitrobenzene Basic Attributes
226.44
226.44
2505480
243-511-6
AH0CU8672K
523881
2811
DTXSID5026205
29049090
Characteristics
45.8
3.9
3,4,5-trichloronitrobenzene appears as pale-yellow crystals or yellow crystalline solid. (NTP, 1992)
1.807 (NTP, 1992)
72.5 °C
284.1°C at 760 mmHg
125.6±25.9 °C
1.609
H2O: <0.1 g/100 mL at 15 ºC
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
0.00522mmHg at 25°C
Insoluble in water.
Nitro, Nitroso, Nitrate, and Nitrite Compounds, Organic
This type of compound is incompatible with strong bases and strong oxidizing agents. (NTP, 1992).
Safety Information
III
6.1
2811
3
20/21/22-36/37/38
36/37/39-36/37
Xn
Harmful
Stable under normal temperatures and pressures.
P261-P280-P305 + P351 + P338
H302-H312-H315-H319-H332-H335
Flash point data for this compound are not available; however, it is probably combustible. (NTP, 1992)
|Warning|H302 (97.78%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 78 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: 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. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. 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. (ERG, 2016)
SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Drug Information
SYMPTOMS: Exposure to this type of compound may cause eye and skin irritation. Absorption into the body leads to formation of methemoglobin which in sufficient concentration causes cyanosis. ACUTE/CHRONIC HAZARDS: This type of compound may be harmful by inhalation, ingestion or skin absorption. It causes skin and eye irritation. When heated to decomposition, this type of compound may emit very toxic fumes of carbon monoxide, carbon dioxide, oxides of nitrogen and hydrogen chloride gas. (NTP, 1992)
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
1,2,3-Trichloro-5-nitrobenzene Use and Manufacturing
96g of 98percent concentrated sulfuric acid was added to the reaction flask at 20 ° C, and 7.2 g of sodium nitrite was added thereto with stirring, and the temperature was raised to 70 ° C.After all the sodium nitrite was dissolved, it was then cooled to 50 ° C; 20 g of 2, 6-dichloro-4-nitroaniline was added in one portion.After 1 h of heat preservation reaction, the cooling temperature was 5 ° C, and 27.3 g of glacial acetic acid was added dropwise. After the completion of the dropwise addition, the mixture was stirred for 1 h.A 2, 6-dichloro-4-nitroaniline diazotized salt solution was obtained.Adding 18 g of cuprous chloride and 7.14 g of concentrated hydrochloric acid to another reaction flask;The above diazonium salt solution is slowly added dropwise under rapid stirring, and the temperature is maintained below 15 ° C;After the completion of the dropwise addition, the reaction was kept for 1 h, and then the temperature was raised to 70 ° C for 1 h;After the reaction was completed, the mixture was cooled to room temperature, and the reaction solution was poured into a 2 L reaction flask, and 60 g of water was added thereto with stirring, and after 0.5 h, suction filtration was performed.3, 4, 5-trichloronitrobenzene yellow solid, dry weighing 21.5g, yield: 98.5percent, HPLC: 98.3percentInto a 250 mL four-necked flask was placed 62.5 mL of concentrated sulfuric acid, and 11.5 g of sodium nitrite was added under stirring. The mixture was heated to 70° C. and stirred for 10 minutes. The temperature was lowered to 55° C., 31.2 g of 2, 6-dichloro-4-nitroaniline was slowly added, and the temperature was lowered to 5° C. after 20 minutes of incubation. Add acetic acid 40mL and heat for 30min to prepare diazo solution.In a separate 250 mL four-necked flask, 125 mL of 36.5percent hydrochloric acid and 15 g of cuprous chloride were added, and after stirring for 15 minutes, the above diazo solution was slowly added dropwise. The dropping process controls the temperature below 25°C. After the dropwise addition was completed, the temperature was raised to 70°C and incubated for 1 hour. After the end of the incubation, it was cooled down to normal temperature and washed with 1percent lye. The brown crystals were filtered and recrystallized from ethanol in a yield of 75percent with a content of 99percent (HPLC), melting point 69°C.
3,4,5-Trichloronitrobenzene a reagent, used in the synthesis of INT131, a PPARγ molecule that regulates insulin sensitivity. Also is used in the synthesis of thyroid hormone receptor β selective ligands that are used in hormone treatments.
Computed Properties
Molecular Weight:226.4
XLogP3:3.9
Hydrogen Bond Acceptor Count:2
Exact Mass:224.915111
Monoisotopic Mass:224.915111
Topological Polar Surface Area:45.8
Heavy Atom Count:12
Complexity:172
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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