943-15-7

Basic information

• Product Name: 2-NITRO-4-CYMENE
• Synonyms: 4-Isopropyl-1-methyl-2-nitrobenzene;4-isopropyl-1-methyl-2-nitro-benzene;4-Isopropyl-2-nitrotoluene;Benzene, 1-methyl-4-(1-methylethyl)-2-nitro-;Methyl-4-isopropyl-2-nitro-benzene;2-NITRO-PARA-CYMENE, TECH., 90%;1-METHYL-4-(1-METHYLETHYL)-2-NITROBENZENE;2-Nitro-4-cymene,90%,tech.
• CAS NO: 943-15-7
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.22
• EINECS: 213-397-2
• Product Categories: Nitro Compounds;Nitrogen Compounds;Organic Building Blocks
• Mol File: 943-15-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 1°C (estimate)
• Boiling Point: 134 °C / 15mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.07 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.055mmHg at 25°C
• Refractive Index: n20/D 1.528(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 2-NITRO-4-CYMENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-NITRO-4-CYMENE(943-15-7)
• EPA Substance Registry System: 2-NITRO-4-CYMENE(943-15-7)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 36/37/39-26
• WGK Germany: 3
• Hazardous Substances Data: 943-15-7(Hazardous Substances Data)

Usage

Description

2-NITRO-4-CYMENE is an organic compound that serves as a key intermediate in the synthesis of various chemical compounds and dyes. Its reduction products are particularly significant in the dye industry, making it a valuable component in the production of dyes and pigments.

Uses

Used in Chemical Synthesis:
2-NITRO-4-CYMENE is used as a chemical intermediate for the synthesis of 5-isopropyl-8-methylquinoline, a compound with potential applications in various chemical processes and industries.
Used in Electrochemistry:
In the electrochemistry field, 2-NITRO-4-CYMENE is utilized as a mediator solvent in perchlorate ion-selective electrodes. This application takes advantage of its properties within a poly(vinyl chloride) matrix membrane on a conductive silver-epoxy composite, enhancing the electrode's selectivity and performance in detecting perchlorate ions.
Used in Dye Industry:
Reduction products of 2-NITRO-4-CYMENE are significant as dye intermediates, playing a crucial role in the production of various dyes and pigments. This makes it an essential component in the dye industry, contributing to the development of a wide range of colorants for different applications.

InChI:InChI=1/C10H13NO2/c1-7(2)9-5-4-8(3)10(6-9)11(12)13/h4-7H,1-3H3

Upstream product

• 88-72-2 1-methyl-2-nitrobenzene 
• 67-63-0 isopropyl alcohol 
• 99-87-6 4-methylisopropylbenzene 
• 52834-93-2 4-methyl-1-(1'-methylethyl)-t-4-nitrocyclohexa-2,5-dien-r-1-yl acetate 
• 56-23-5 tetrachloromethane 
• 7664-93-9 sulfuric acid 
• 108-20-3 di-isopropyl ether 

Downstream Products

• 2051-53-8 5-isopropyl-2-methylphenylamine 
• 51556-93-5 trans-2,2'-Azo-p-cymene 
• 858514-10-0 N-(5-isopropyl-2-methyl-phenyl)-hydroxylamine 
• 128175-69-9 1-chloro-5-isopropyl-2-methyl-3-nitro-benzene 
• 592478-90-5 1-(2,2-dimethoxy-ethyl)-4-isopropyl-2-nitro-benzene 
• 1153996-59-8 C₁₀H₁₃NO₃ 
• 1307854-21-2 2-azido-4-isopropyl-1-methylbenzene 
• 1307854-60-9 4-{3-ethyl-4-[(triisopropylsilyl)ethynyl]phenyl}-1-(5-isopropyl-2-methylphenyl)-1H-1,2,3-triazole 
• 1307854-63-2 5-ethyl-4-{3-ethyl-4-[(triisopropylsilyl)ethynyl]phenyl}-1-(5-isopropyl-2-methylphenyl)-1H-1,2,3-triazole 
• 1307854-65-4 5-ethyl-4-(3-ethyl-4-ethynylphenyl)-1-(5-isopropyl-2-methylphenyl)-1H-1,2,3-triazole 
• 1307854-67-6 3-[2-(4-{2-ethyl-4-[5-ethyl-1-(5-isopropyl-2-methylphenyl)-1H-1,2,3-triazol-4-yl]phenyl}-1H-1,2,3-triazol-1-yl)ethyl]-1H-indole 
• 1307854-80-3 1-(5-isopropyl-2-methylphenyl)-4-[3-(naphthalen-2-ylmethyl)phenyl]-1H-1,2,3-triazole 
• 1307854-82-5 1-{3-(5-isopropyl-2-methylphenyl)-5-[3-(naphthalen-2-ylmethyl)phenyl]-3H-1,2,3-triazol-4-yl}ethanol 
• 1307854-84-7 5-ethyl-1-(5-isopropyl-2-methylphenyl)-4-[3-(naphthalen-2-ylmethyl)phenyl]-1H-1,2,3-triazole 

Relevant articles and documents

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The Nitration of p-Cymene with Nitrogen Dioxide in Acetic Anhydride

Reaction of p-cymene (1) with nitrogen dioxide in acetic anhydride gives polynitro nitrates (4)-(10), polynitro acetates (11)-(13), and nitro aromatic compounds (14)-(17).X-Ray crystal analyses are reported for compounds (5)-(9), (11) and (12).

Electrophilic aromatic substitution. Part 24. The nitration of isopropylbenzene, 2- and 4-isopropyltoluene, 1-chloro-4-isopropylbenzene, 4-isopropylanisole, and 2-bromotoluene: Nitrodeisopropylation

The kinetics and products of nitration in aqueous sulphuric acid of the title compounds have been studied. 4-Isopropyl-phenol and -anisole are nitrated at or near the encounter rate. In 65-79% H2SO4 2-isopropyltoluene suffers ca. 25% ipso-attack; the only fate of W iPri (ipso-Wheland intermediate) is nitrodeisopropylation. From 4-isopropyltoluene WiPri is also nitrodeisopropylated, but some 1,2-nitro-migration may occur. From the same compound WiMe may be captured by water, rearrange, or give 4-methylacetophenone; a mechanism is proposed for the formation of the last compound. Nitrodeisopropylation occurs without the assistance of water. With 4-isopropylanisole, demethoxylation and nitrodeisopropylation are consequences of the formation of WiPri. The results are consistent with increasing attack at C-4 with increasing acidity, loss of isopropyl without assistance from water, and decomposition of the unobserved intermediate, 4-isopropyl-4-nitrocyclohexa-2,5-dienone, by two processes. One, acid-catalysed process gives 4-nitrophenol and possibly 4-isopropyl-2-nitrophenol. The other, probably radical, process gives 4-isopropyl-2-nitrophenol. In contrast to 4-bromotoluene, 2-bromotoluene is not nitrodebrominated.