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Home > Encyclopedia > 1,4-Dimethyl-2-nitrobenzene

1,4-Dimethyl-2-nitrobenzene

1,4-Dimethyl-2-nitrobenzene structure

1,4-Dimethyl-2-nitrobenzene 

structure
  • CAS No:

    89-58-7

  • Formula:

    C8H9NO2

  • Chemical Name:

    1,4-Dimethyl-2-nitrobenzene

  • Synonyms:

    Benzene,1,4-dimethyl-2-nitro-;p-Xylene,2-nitro-;1,4-Dimethyl-2-nitrobenzene;2,5-Dimethylnitrobenzene;2-Nitro-1,4-dimethylbenzene;2,5-Dimethyl-1-nitrobenzene;2-Nitro-p-xylene;Nitro-p-xylene;1-Nitro-2,5-dimethylbenzene;1,4-Dimethylnitrobenzene;NSC 5591;2-Nitro-4-xylene;35254-68-3

  • Categories:

    Organic Chemistry  >  Hydrocarbons and Derivatives

Description

pale yellow liquid


1,4-dimethyl-2-nitrobenzene is a clear pale yellow to amber liquid. (NTP, 1992)


1,4-dimethyl-2-nitrobenzene is a clear pale yellow to amber liquid. (NTP, 1992)

1,4-Dimethyl-2-nitrobenzene Basic Attributes

151.16

151.16

201-920-7

H2AU67681F

5591

1665

DTXSID2025137

29042090

Characteristics

45.8

2.5

1,4-dimethyl-2-nitrobenzene is a clear pale yellow to amber liquid. (NTP, 1992)

1.1228 g/cm3 @ Temp: 25 °C

-25 °C

240.5 °C

104℃

1.547

less than 1 mg/mL at 66° F (NTP, 1992)

Keep containers tightly closed. Store in a cool, dry area away from incompatible substances.

Oral-rat LD50: 2440 mg/kg

Open flame is flammable; heated to decompose toxic nitrogen oxide gas

Insoluble in water.

Nitro, Nitroso, Nitrate, and Nitrite Compounds, Organic

1,4-DIMETHYL-2-NITROBENZENE is incompatible with strong oxidizers and strong bases (NTP, 1992).

Safety Information

II

6.1

1665

36/37-39/23/24/25

26-36/37/39-24/25

ZE4686600

The warehouse is ventilated, low-temperature and dry; stored and transported separately from food raw materials and reducing agents

Explosive when mixed with oxidant

Stable. Incompatible with strong bases, strong oxidizing agents.

P260, P261, P262, P264, P270, P271, P273, P280, P284, P301+P310, P301+P312, P302+P350, P302+P352, P304+P312, P304+P340, P305+P351+P338, P310, P312, P320, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P391, P403+P233, P405, P501

H300

This compound is probably combustible. (NTP, 1992)

|Danger|H300 (66.67%): Fatal if swallowed [Danger Acute toxicity, oral]|P260, P262, P264, P270, P271, P280, P284, P301+P310, P302+P350, P302+P352, P304+P340, P305+P351+P338, P310, P320, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fires involving this compound can be controlled using a dry chemical, carbon dioxide, or Halon extinguisher. (NTP, 1992)

Excerpt from ERG Guide 152 [Substances - Toxic (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, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with ethanol followed by washing 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 under ambient temperatures. STORE AWAY FROM SOURCES OF IGNITION. (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)

Toxicity

moderately toxic

Drug Information

SYMPTOMS: Similar chemicals cause methemoglobinemia resulting in cyanosis. This type of compound may cause irritation of the eyes, skin, mucous membranes and upper respiratory tract. ACUTE/CHRONIC HAZARDS: This type of compound may be fatal if inhaled, swallowed or absorbed through the skin. Vapor or mist may be irritating to the eyes, skin, mucous membranes and upper respiratory tract. When heated to decomposition this type of compound may emit toxic fumes of carbon monoxide, carbon dioxide and oxides of nitrogen. (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)

1,4-Dimethyl-2-nitrobenzene Use and Manufacturing

Methods of Manufacturing

General procedure: Quantities are recorded in the footnotes to the appropriate tables. All reactions were carried out in a 50 mL two-necked round bottomed flask equipped with a water condenser and a magnetic stirrer. In a typical experiment, a mixture of zeolite HBEA-25 (Si/Al = 25, 0.11g), o-xylene (0.60 mL, 5 mmol ), nitric acid ( 65percent, 0.68 mL, 10 mmol ) in acetic anhydride (5.0 mL) at room temperature for 10 h. When the reaction was over, the zeolite was removed by filtration and the filter liquor was washed with NaHCOGeneral procedure: The reactions were carried out in a batch reactor. In a typical run: 5 mmol o-xylene ( 0.53 g ) and freshly activated zeolite ( 0.11 g Zeolites were calcined at 550 °C for 2 h in air prior to use) were taken in a 100 mL three necked flask along with 5 mL of acetic anhydride, and a balloon filled with oxygen was connected to reactor. The reaction was carried out with stir at room temperature. The mixture samples were drawn at regular intervals and analyzed with gas chromatography. On completion of the reaction, excess nitrogen dioxide was removed by blowing air into the solution, and collected in a cold trap for reuse. The mixture was filtered through a sintered glass funnel, and filtrate was diluted with water and organic phase was extracted with dichloromethane. The concentrated mixture was separated by column chromatography. The nitro isomer distribution and yield were analyzed from the peak areas based on the internal standard technique using gas chromatography (GC-2041C, WONDACAP-1 df=1.5μm 0.53mm I.D×30m). Nitro-o-xylene products were identified by comparison of their analytical data with those of authentic samples.General procedure: A typical nitration of m-xylene over zeolite with nitric acid and acetic anhydride was carried out as follows. Zeolite (0.1 g, calcinated at 550 °C for 2 h before use), m-xylene (5 mL), and acetic anhydride (0.613 g, 6 mmol) were mixed under stirring at 0 °C. Then nitric acid (0.199 g, 95 percent, 3 mmol) was added dropwise. The mixture was stirred for 30 min and then allowed to warm to room temperature and allowed to stand for 24 h. The catalyst was removed by filtration and washed with dichloromethane (10 mL). The organic layers were washed with water (10 mL x 2), NaHCOGeneral procedure: The ionic liquid (3.5–4.0 mL) was charged into an oven-dried Schlenk tube under a nitrogen atmosphere and Bi(NO

Benzene, 1,4-dimethyl-2-nitro-: ACTIVE

Computed Properties

Molecular Weight:151.16
XLogP3:2.5
Hydrogen Bond Acceptor Count:2
Exact Mass:151.063328530
Monoisotopic Mass:151.063328530
Topological Polar Surface Area:45.8
Heavy Atom Count:11
Complexity:153
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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