99-52-5

Basic information

• Product Name: 2-Methyl-4-nitroaniline
• Synonyms: RedbaseRL;redrlbase;Sanyo Fast Red RL Base;Sanyo Fast Red Salt RL;sanyofastredrlbase;sanyofastredsaltrl;Spectrolene Red RL;spectroleneredrl
• CAS NO: 99-52-5
• Molecular Formula: C₇H₈N₂O₂
• Molecular Weight: 152.15
• EINECS: 202-762-1
• Product Categories: Intermediates of Dyes and Pigments;Aromatic Hydrocarbons (substituted) & Derivatives;Functional Materials;Organic Nonlinear Optical Materials;Amines;Aromatics;Miscellaneous Reagents
• Mol File: 99-52-5.mol

Chemical Properties

• Melting Point: 130-132 °C(lit.)
• Boiling Point: 294.61°C (rough estimate)
• Flash Point: 157.2℃
• Appearance: Yellow to khaki or brownish/Crystalline Powder or Fine Needles
• Density: 1.1586
• Vapor Pressure: 20.4hPa at 133.5℃
• Refractive Index: 1.6276 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: Dichloromethane, DMSO, Ethyl Acetate, Methanol
• PKA: 0.92±0.10(Predicted)
• Water Solubility: <0.1 g/100 mL at 22℃
• BRN: 775772
• CAS DataBase Reference: 2-Methyl-4-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-4-nitroaniline(99-52-5)
• EPA Substance Registry System: 2-Methyl-4-nitroaniline(99-52-5)

Safety Data

• Hazard Codes: T,N,Xi
• Statements: 23/24/25-33-51/53
• Safety Statements: 28-36/37-45-61-28A
• RIDADR: UN 2660 6.1/PG 3
• WGK Germany: 2
• RTECS: XU8210000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 99-52-5(Hazardous Substances Data)

Usage

Uses

Used in Dye Industry:
2-Methyl-4-nitroaniline is used as a red azoic dye, which is a type of dye that is insoluble in water and is used in the coloring of textiles, paper, and other materials. Its chemical structure allows it to form stable and vibrant red pigments that are valued for their colorfastness and resistance to fading.
Used in Textile Industry:
In the textile industry, 2-Methyl-4-nitroaniline is used as a starting reagent in the synthesis of 3-chloro-5-methylphenyl isocyanate, which is an important intermediate in the production of dyes and pigments. 2-Methyl-4-nitroaniline contributes to the development of new dye formulations that can enhance the color and performance of textiles.
Used in Nanotechnology:
2-Methyl-4-nitroaniline is used in preparing in-plane aligned nanofibers by the electrospinning technique. This process allows for the creation of nanofibers with specific orientations, which can be beneficial for various applications, such as in the development of advanced materials with improved mechanical properties or for use in sensors and other electronic devices.
Used in Thin Film Deposition:
2-Methyl-4-nitroaniline is also used to deposit polycrystalline thin films on various substrates, such as Ag (silver), Cu (copper), and Si (silicon), through conventional and partially ionized beam deposition methods. These thin films can be employed in a range of applications, including solar cells, electronic devices, and protective coatings, due to their unique electrical, optical, and mechanical properties.

Reference

2. Seo, Kang, and C. Bonner. "Growth of organic thin films on Si (100) surfaces: 2-Methyl-4-Nitroaniline (MNA)." APS Southeastern Section Meeting APS Southeastern Section Meeting Abstracts, 2002.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2-Methyl-4-nitroaniline is incompatible with acids, acid chlorides, acid anhydrides, chloroformates and strong oxidizing agents.

Fire Hazard

Flash point data for 2-Methyl-4-nitroaniline are not available; however, 2-Methyl-4-nitroaniline is probably combustible.

Purification Methods

Crystallise the nitrotoluidine from EtOH. The acetyl and benzoyl derivatives have m 200o and 174o (EtOH) respectively. [Beilstein 12 IV 1809.]

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

Upstream product

• 120-66-1 N-(2-methylphenyl)acetamide 
• 619-15-8 2,5-dinitrotoluene 
• 97-15-4 4-methyl-N-(2-methyl-4-nitrophenyl)benzenesulfonamide 
• 95-53-4 o-toluidine 
• 99-08-1 1-methyl-3-nitrobenzene 
• 14150-94-8 3,5-dinitro-1-methyl-2-pyridone 
• 78-93-3 butanone 
• 36164-91-7 toluquinone dioxime 
• 7664-93-9 sulfuric acid 
• 56-23-5 tetrachloromethane 
• 60-29-7 diethyl ether 
• 7664-41-7 ammonia 
• 7647-01-0 hydrogenchloride 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 200394-14-5 Furan-2-carboxylic acid (2-methyl-4-nitro-phenyl)-amide 
• 33329-27-0 2-(2-methyl-4-nitrophenyl)-1H-isoindole-1,3(2H)-dione 
• 295364-86-2 (2-methyl-4-nitro-phenyl)-carbamic acid ethyl ester 
• 2719-15-5 2-methyl-4-nitroacetanilide 
• 102308-59-8 2-((2-methyl-4-nitrophenyl)amino)acetic acid 
• 83473-10-3 2-chloro-N-(2-methyl-4-nitrophenyl)acetamide 
• 86785-33-3 N-(2-methyl)-4-nitrophenylbenzenesulfonamide 
• 109037-96-9 N-(4-chloro-benzoyl)-N'-(2-methyl-4-nitro-phenyl)-thiourea 
• 97-15-4 4-methyl-N-(2-methyl-4-nitrophenyl)benzenesulfonamide 
• 117574-84-2 (2,4-dinitro-phenyl)-(2-methyl-4-nitro-phenyl)-amine 
• 116529-86-3 6-nitro-8-methylquinoline 
• 32417-74-6 N,N,2-trimethyl-4-nitroaniline 
• 16939-26-7 3-nitro-benzenesulfonic acid-(2-methyl-4-nitro-anilide) 
• 56309-59-2 1-isocyanato-2-methyl-4-nitrobenzene 

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