23132-52-7

Basic information

• Product Name: 1-TERT-BUTYL-3-NITROBENZENE
• Synonyms: 1-TERT-BUTYL-3-NITROBENZENE;Benzene, 1-(1,1-dimethylethyl)-3-nitro-;1-(1,1-Dimethylethyl)-3-nitrobenzene;3-tert-Butylnitrobenzene
• CAS NO: 23132-52-7
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.22
• EINECS: 245-443-2
• Mol File: 23132-52-7.mol
• Article Data: 19

Chemical Properties

• Melting Point: 2℃
• Boiling Point: 254℃
• Flash Point: 87.8°C
• Appearance: /
• Density: 1.0643
• Vapor Pressure: 0.0648mmHg at 25°C
• Refractive Index: 1.5300-1.5309 (589.3 nm 27℃)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-TERT-BUTYL-3-NITROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-TERT-BUTYL-3-NITROBENZENE(23132-52-7)
• EPA Substance Registry System: 1-TERT-BUTYL-3-NITROBENZENE(23132-52-7)

Safety Data

• Hazardous Substances Data: 23132-52-7(Hazardous Substances Data)

Usage

General Description

1-Tert-butyl-3-nitrobenzene, also known as 3-nitro-tert-butylbenzene, is a chemical compound with the molecular formula C10H13NO2. It is a nitroaromatic compound that consists of a benzene ring with a nitro group and a tert-butyl group attached. It is commonly used as an intermediate in the synthesis of various compounds, such as pharmaceuticals, agrochemicals, and dyes. 1-Tert-butyl-3-nitrobenzene is a yellow crystalline solid that is insoluble in water but soluble in most organic solvents. It is a flammable substance and should be handled and stored with proper safety precautions.

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

Upstream product

• 253185-03-4 tert-butylbenzene 
• 7664-93-9 sulfuric acid 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 40655-37-6 N-(4-(tert-butyl)-2-nitrophenyl)acetamide 
• 20330-45-4 4-tert-butylacetanilide 
• 769-92-6 4-tert-Butylaniline 
• 598-58-3 methyl nitrate 
• 6310-19-6 4-tert-butyl-2-nitroaniline 

Downstream Products

• 89303-54-8 1-Benzenesulfonylmethyl-4-tert-butyl-2-nitro-benzene 
• 5369-19-7 3-tert-butylaniline 

Relevant articles and documents

Regioselective nitration of aromatics with nanomagnetic solid superacid SO42-/ZrO2-MxOy-Fe 3O4 and its theoretical studies

A series of micro- and nanosulfated zirconia loaded on Fe3O 4 or other metal oxides (SO42-/ZrO 2-MxOy-Fe3O4 (M=Ti 4+, V5+, and Zn2+)) was prepared, characterized, and used in nitration. The nitration conditions with these solid superacids were then optimized to achieve the best regioselectivity and improve the performances of the catalysts as well. In the experimental results, SZTF (SO42-/ZrO2-TiO2-Fe 3O4) showed excellent catalytic activity and it increased the surface area of SO42-/ZrO2 by up to 15 %. The increase not only facilitated the generation of NO2+, but also provided more opportunities for metal ions to interact with aromatic compounds. With chlorobenzene as substrate, theoretical research on its geometric parameters, electron clouds, and electron spin density was used to investigate the interaction between transition metals and chlorobenzene.

Reusable and efficient polystryrene-supported acidic ionic liquid catalyst for mononitration of aromatic compounds

A series of polystyrene-supported 1-(propyl-3-sulfonate)-3-methyl- imidazolium hydrosulfate acidic ionic liquid (PS-[SO3H-PMIM][HSO 4]) catalysts were prepared and tested for mononitration of simple aromatics compounds with nitric acid. It was found that the reactivity of the catalysts increased with increasing [SO3HPMIM][ HSO4] content. The para-selectivity was not only related to the [SO 3H-PMIM][HSO4] content but also the substituent groups in aromatics. A reaction mechanism of nitration over this new catalyst was proposed. The catalytic activity of this catalyst decreased slightly after fifth runs in the synthesis of nitrotoluene.

Electrophilic nitration of aromatics in ionic liquid solvents

Potential utility of a series of 1-ethyl-3-methylimidazolium salts [emim][X] with X = OTf-, CF3COO-, and NO3- as well as [HNEtPri2][CF3COO] (protonated Huenig's base) ionic liquids were explored as solvent for electrophilic nitration of aromatics using a variety of nitrating systems, namely NH4NO3/TFAA, isoamyl nitrate/BF3·Et2O, isoamyl nitrate/TfOH, Cu(NO3)/TFAA, and AgNO3/Tf2O. Among these, NH4NO3/TFAA (with [emim][CF3COO], [emim][NO3]) and isoamyl nitrate/BF3·Et2O, isoamyl nitrate/TfOH (with [emim][OTf]) provided the best overall systems both in terms of nitration efficiency and recycling/reuse of the ionic liquids. For [NO2][BF4] nitration, the commonly used ionic liquids [emim][AlCl4] and [emim][Al2Cl7] are unsuitable, as counterion exchange and arene nitration compete. [Emim][BF4] is ring nitrated with [NO2][BF4] producing [NO2-emim][BF4] salt, which is of limited utility due to its increased viscosity. Nitration in ionic liquids is surveyed using a host of aromatic substrates with varied reactivities. The preparative scope of the ionic liquids was also extended. Counterion dependency of the NMR spectra of the [emim][X] liquids can be used to gauge counterion exchange (metathesis) during nitration. Ionic liquid nitration is a useful alternative to classical nitration routes due to easier product isolation and recovery of the ionic liquid solvent, and because it avoids problems associated with neutralization of large quantities of strong acid.