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4-Methyl-2-nitroaniline

4-Methyl-2-nitroaniline structure

CAS No:
89-62-3
Formula:
C7H8N2O2
Chemical Name:
4-Methyl-2-nitroaniline
Synonyms:
Benzenamine,4-methyl-2-nitro-;p-Toluidine,2-nitro-;4-Methyl-2-nitrobenzenamine;C.I. 37110;Amarthol Fast Red GL Base;Amarthol Fast Red GL Salt;Azobase NAT;Azoene Fast Red Red GL Salt;Azofix Red GL Salt;Azoic Diazo Component 8;C.I. Azoic Diazo Component 8;Devol Red G;Devol Red Salt G;Diazo Fast Red GL;Fast Red G Base;Fast Red 3NT Base;Fast Red Base GL;Fast Red Base JL;Fast Red GL;Fast Red GL Base;Fast Red MGL Base;Fast Red 3NT Salt;HD Fast Red GL Base;Hiltonil Fast Red GL Base;Hiltosal Fast Red GL Salt;Lake Red G Base;Lithosol Scarlet Base M;Lithosol Scarlet Base MB;Lithosol Scarlet Base MBW;Lithosol Scarlet Base MW;4-Methyl-2-nitroaniline;Mitsui Red GL Base;MNPT;Naphthanil Red G Base;Naphtoelan Fast Red GL Base;2-Nitro-p-toluidine;Red G Base;Red Base Ciba VII;Red Base Irga VII;Red Base NGL;Red G Salt;Red Salt Ciba VII;Red Salt Irga VII;Sanyo Fast Red GL Base;Shinnippon Fast Red GL Base;Toyo Fast Red GL Base;Tulabase Fast Red GL;2-Nitro-4-methylaniline;Azoamine Red A;1-Amino-2-nitro-4-methylbenzene;4-Amino-3-nitrotoluene;3-Nitro-4-aminotoluene;4-Methyl-6-nitroaniline;4-Methyl-o-nitroaniline;o-Nitro-p-methylaniline;NSC 2759;(4-Methyl-2-nitrophenyl)amine;F. Red Gl Base;Conazoic Diazo M;Dycosbase Red GL Base;Azobase Red NAT;p-Methyl-o-nitroaniline
Categories:
Organic Chemistry > Amides

Description

orange to orange-brown fine crystalline powder

4-methyl-2-nitroaniline appears as red crystals or bright orange powder. (NTP, 1992)

4-methyl-2-nitroaniline appears as red crystals or bright orange powder. (NTP, 1992)|2-nitro-p-toluidine is a C-nitro compound in which the nitro compound is ortho to the amino group and meta to the methyl group of p-toluidine. It derives from a p-toluidine.

4-Methyl-2-nitroaniline Basic Attributes

Molecular Weight：

152.15

Exact Mass：

152.15

BRN：

879506

EC Number：

201-924-9

UNII：

VA01LI60P4

NSC Number：

2759

UN Number：

2660

DSSTox ID：

DTXSID2025632

HScode：

29214300

Characteristics

PSA：

71.8

XLogP3：

2.29

Appearance：

Orange to orange-brown Fine Crystalline Powder

Density：

1.164 at 250° F (NTP, 1992)

Melting Point：

116.3 °C

Boiling Point：

169°C (21 mmHg)

Flash Point：

157°C

Refractive Index：

1.616

Water Solubility：

soluble in water (0.2 g/L at 20°C).

Storage Conditions：

−20°C

Vapor Density：

5.25 (NTP, 1992) (Relative to Air)

Toxicity：

LD50 intraperitoneal in mouse: > 500mg/kg

Air and Water Reactions：

Insoluble in water.

Reactive Group：

Nitro, Nitroso, Nitrate, and Nitrite Compounds, Organic

Reactivity Profile：

4-METHYL-2-NITROANILINE is incompatible with acids, acid chlorides, acid anhydrides, chloroformates, and strong oxidizers (NTP, 1992).

Safety Information

Packing level：

III

Hazard category：

6.1

Transport codes：

UN 2660 6.1/PG 3

wgk germany：

hazard class code：

23/24/25-33-51/53

safety instructions：

28-36/37-45-61

RTECS Number：

XU8227250

Marks：

T,N,Xi

Hazard note：

Irritant

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P261-P273-P280-P301 + P310-P311

Hazard Statements：

H301-H311-H331-H373-H411

Fire Hazards：

This chemical is combustible. (NTP, 1992)

GHS Classification：

|Danger|H301 (97.63%): Toxic if swallowed [Danger Acute toxicity, oral]|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|Aggregated GHS information provided by 170 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fire Fighting：

Fires involving this chemical can be controlled using a dry chemical, carbon dioxide, or Halon extinguisher. A water spray may also be used. (NTP, 1992)

Isolation and Evacuation：

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (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)

Nonfire Spill Response：

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, you should dampen the solid spill material with alcohol, then transfer the dampened material to a suitable container. Use absorbent paper dampened with alcohol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminate 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)

Personal Protective Equipment：

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

Health Hazards：

SYMPTOMS: Symptoms of exposure to this compound include irritation of the eyes and skin. ACUTE/CHRONIC HAZARDS: This compound may be harmful by inhalation, ingestion, or skin absorption. It produces toxic fumes of carbon monoxide, carbon dioxide, and nitrogen oxide on decomposition. (NTP, 1992)

First Aid：

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)

MeSH Entry Terms：

2-nitro-4-methylaniline

4-Methyl-2-nitroaniline Use and Manufacturing

Methods of Manufacturing

Method 1: Use p-toluidine as raw material, acylate with p-toluenesulfonyl chloride (or benzenesulfonyl chloride), nitrify with concentrated nitric acid, hydrolyze with sulfuric acid, then add alkali to neutralize, filter, dry and crush to get the finished product. . Method 2: Using p-methyl acetanilide as raw material, the product is obtained by nitrification and hydrolysis. . Add 198kg 65% nitric acid and 145kg 96% sulfuric acid to the nitrification kettle, then add 110kg p-methylacetanilide, stir, cool and maintain the temperature at 28-30°C, and nitrify for 2h. Then put the nitrate into 600L of water with stirring and filter. Put the filter cake into the hydrolysis pot to beat with 700L of water, then add 114kg of 45% NaOH solution, and boil to hydrolyze. It was cooled with stirring, filtered, and the filter cake was dried at 60°C to obtain about 80 kg of 2-nitro-p-toluidine. Method 3: Using p-toluidine as raw material, phosgenation, nitrification and hydrolysis to obtain the product. . Add 1500mL of water, 187.5g of p-toluidine, 177g of sodium bicarbonate to the reactor, heat to 50-55°C with stirring, pass phosgene until the pH value reaches below 6 as the end point, cool and filter to obtain (I) 199.5-199.7g. In another reactor, add 80mL of chlorobenzene, 6g (I) and 1mL of OP-10 aqueous solution (2%), add 3.85mL of dilute nitric acid (67.5%) dropwise with stirring, and add within 1h. Warm up to 75-80℃ and keep warm for 8h. During this period, 2mL of sodium nitrite aqueous solution (2%) was added intermittently, the reaction was completed, and chlorobenzene was steamed. Cool, filter and dry to give (II) 8-8.2g. Add 150mL of water, 10g (II) and 0.6g of activated carbon to the autoclave, close the reactor, heat to 160-170℃ (about 0.45-0.80MPa), keep the reaction under heat for 2-3h, cool and filter. The filter cake was dissolved with 150 mL of sulfuric acid (25%) at 90-95°C, and filtered while hot to remove insoluble materials. Cool, product precipitates, and filter. The filter cake was beaten with 100 mL of water, neutralized with ammonia to pH=7.5-8.0, filtered, washed with water, and dried to obtain 7.4-7.9 g of yellow powdery product. The total yield is 81%-86%.

Uses

A red Azo dye.

Manufacturing Info：

Benzenamine, 4-methyl-2-nitro-: ACTIVE

Computed Properties

Molecular Weight:152.15
XLogP3:2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:152.058577502
Monoisotopic Mass:152.058577502
Topological Polar Surface Area:71.8
Heavy Atom Count:11
Complexity:155
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

4-Methylaniline

Sodium hydroxide

Sodium bisulfite

Sodium nitrite

Sulfuric acid

Nitric acid

3-Nitrotoluene

Recommended Suppliers of 4-Methyl-2-nitroaniline

Shaanxi Dideu Medichem Co. Ltd Contact Supplier

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High Quality 99% Purity of 4-Methyl-2-nitroaniline CAS NO 89-62-3 ISO 9001:2005 REACH Verified Producer

CAS No.: 89-62-3

Grade: Industrial Grade

Content: 99%

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