99-55-8

Basic information

• Product Name: 2-Methyl-5-nitroaniline
• Synonyms: SCARLET G BASE;P-NITRO-P-TOLUIDINE;PNOT;TIMTEC-BB SBB007597;1-amino-2-methyl-5-nitrobenzene;2-amino-4-nitrotoluene[qr];2-methyl-5-nitroaniline[qr];2-methyl-5-nitro-benzenamin
• CAS NO: 99-55-8
• Molecular Formula: C₇H₈N₂O₂
• Molecular Weight: 152.15
• EINECS: 202-765-8
• Product Categories: Dyes and Pigments;Anilines, Aromatic Amines and Nitro Compounds
• Mol File: 99-55-8.mol

Chemical Properties

• Melting Point: 103-106 °C(lit.)
• Boiling Point: 294.61°C (rough estimate)
• Flash Point: 153 °C
• Appearance: Ochre to yellow-orange/Crystalline Powder
• Density: 1.2333 (estimate)
• Refractive Index: 1.6276 (estimate)
• Storage Temp.: 2-8°C
• PKA: 2.34±0.10(Predicted)
• Water Solubility: <0.1 g/100 mL at 19℃
• Stability: Stable. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, acids, chloroformates.
• BRN: 879021
• CAS DataBase Reference: 2-Methyl-5-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-5-nitroaniline(99-55-8)
• EPA Substance Registry System: 2-Methyl-5-nitroaniline(99-55-8)

Safety Data

• Hazard Codes: T,Xi
• Statements: 23/24/25-40-52/53
• Safety Statements: 36/37-45-61
• RIDADR: UN 2660 6.1/PG 3
• WGK Germany: 3
• RTECS: XU8225000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 99-55-8(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 99-55-8 differently. You can refer to the following data:
1. yellow powder
2. 5-Nitro-o-toluidine is a yellow, crystalline solid.

Uses

Different sources of media describe the Uses of 99-55-8 differently. You can refer to the following data:
1. 5-Nitro-o-toluidine is used in the synthesis of numerous dyes.
2. 2-Methyl-5-nitroaniline may be employed as analytical standard for the surfactant mediated transformations (?254nm) of 2,4-dinitrotoluene.

Preparation

2-Methyl-5-nitrobenzenamine?in concentrated sulfuric acid nitration.

Definition

ChEBI: A C-nitro compound in which the nitro compound is meta to the amino group and para to the methyl group of o-toluidine.

Air & Water Reactions

Insoluble in water. 2-Methyl-5-nitroaniline is sensitive to moisture, light, or prolonged exposure to air.

Reactivity Profile

2-Methyl-5-nitroaniline is incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides and chloroformates.

Fire Hazard

Flash point data for 2-Methyl-5-nitroaniline are not available; however, 2-Methyl-5-nitroaniline is probably combustible.

Safety Profile

Confirmed carcinogen with experimental carcinogenic data. Moderately toxic by ingestion. Mutation data reported. Decomposes exothermically when heated to 150℃. When heated to decomposition it emits toxic fumes of NOx. See also NITRO COMPOUNDS OF AROMATIC HYDROCARBONS.

Carcinogenicity

There are no data available for evaluating carcinogenic risk to humans. When 5-nitro-o-toluidine was administered in a dietary feeding study to F344 rats (50 or 100 ppm) and B6C3F1 mice (1200 or 2300 ppm) of both sexes, hepatocellular carcinomas were produced in mice but not in rats.

Shipping

UN2660 Nitrotoluidines (mono), Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Purification Methods

Acetylate the aniline, and the acetyl derivative is crystallised to constant melting point; then hydrolyse it with 70% H2SO4 and the free base is regenerated by treatment with NH3 [Bevan et al. J Chem Soc 4284 1956]. [Beilstein 12 H 844. 12 IV 1807.]

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, acid chlorides; acid anhydrides; chloroformates.

InChI:InChI=1/C7H8N2O2/c1-5-2-3-6(9(10)11)4-7(5)8/h2-4H,8H2,1H3

Upstream product

• 121-14-2 2,4-dinitrotoluene 
• 95-80-7 4-methylbenzene-1,3-diamine 
• 120-66-1 N-(2-methylphenyl)acetamide 
• 64-19-7 acetic acid 
• 95-53-4 o-toluidine 
• 36192-16-2 N'-(2-methyl-5-nitrophenyl)-N,N-dimethylformamidine 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 2464-33-7 N-(2-methylphenyl)phthalimide 
• 7664-41-7 ammonia 
• 7647-01-0 hydrogenchloride 
• 7664-93-9 sulfuric acid 
• 136833-45-9 2-nitro-4-amino-5-methylobenzoic acid 
• 7745-93-9 2-bromo-4-nitrotoluene 

Downstream Products

• 21460-74-2 2,2'-(5-Nitro-o-tolylimino)diethanol 
• 85142-57-0 2-Methyl-5-nitrofumaranilic acid 
• 33238-32-3 2-(2-methyl-5-nitrophenyl)isoindoline-1,3-dione 
• 16648-52-5 ethyl (2-methyl-5-nitrophenyl)carbamate 
• 2879-79-0 N-(2-methyl-5-nitrophenyl)acetamide 
• 56288-98-3 N-benzyl-2-methyl-5-nitro-aniline 
• 66947-40-8 N-(2-methyl-5-nitro-phenyl)-glycine 
• 35588-36-4 2-chloro-N-(2-methyl-5-nitrophenyl)acetamide 
• 121-77-7 benzenesulfonic acid-(2-methyl-5-nitro-anilide) 
• 19871-37-5 4-methyl-N-(2-methyl-5-nitrophenyl)benzenesulfonamide 
• 64976-62-1 8-methyl-5-nitroquinoline 
• 63245-15-8 3-hydroxy-[2]naphthoic acid-(2-methyl-5-nitro-anilide) 

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