76611-16-0

Basic information

• Product Name: 1-chloro-4-isopropyl-3-nitrobenzene
• Synonyms: 1-chloro-4-isopropyl-3-nitrobenzene;4-Chloro-1-(1-methylethyl)-2-nitrobenzene
• CAS NO: 76611-16-0
• Molecular Formula: C₉H₁₀ClNO₂
• Molecular Weight: 199.6342
• EINECS: 278-499-1
• Mol File: 76611-16-0.mol

Chemical Properties

• Boiling Point: 283.6°C at 760 mmHg
• Flash Point: 125.3°C
• Appearance: /
• Density: 1.222g/cm³
• Vapor Pressure: 0.00537mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: 1-chloro-4-isopropyl-3-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-4-isopropyl-3-nitrobenzene(76611-16-0)
• EPA Substance Registry System: 1-chloro-4-isopropyl-3-nitrobenzene(76611-16-0)

Safety Data

• Hazardous Substances Data: 76611-16-0(Hazardous Substances Data)

Usage

Physical state

Pale yellow solid

Solubility

Insoluble in water, soluble in organic solvents

Uses

Starting material for the synthesis of other organic compounds, particularly in the production of pharmaceuticals and agrochemicals

Reactivity

Versatile intermediate in organic synthesis, able to undergo various chemical reactions such as nitration and chlorination

Applications

Used as a reagent in organic chemistry reactions, particularly in the synthesis of substituted benzene derivatives

Hazards

Can cause irritation to the skin, eyes, and respiratory system if proper safety precautions are not taken.

InChI:InChI=1/C9H10ClNO2/c1-6(2)8-4-3-7(10)5-9(8)11(12)13/h3-6H,1-2H3

Upstream product

• 2621-46-7 1-chloro-4-isopropylbenzene 
• 99-88-7 4-Isopropylaniline 
• 92765-42-9 4-isopropyl-3-nitroaniline 

Downstream Products

• 1403679-84-4 [5-chloro-2-(propan-2-yl)phenyl]boronic acid 
• 1369923-80-7 4-chloro-2-iodo-1-(propan-2-yl)benzene 
• 130566-32-4 5-chloro-2-isopropylaniline 

Relevant articles and documents

SUBSTITUTED PYRIMIDINYL-PYRROLES ACTIVE AS KINASE INHIBITORS

The present invention relates to substituted pyrimidinyl-pyrrole compounds of formula (I) which modulate the activity of protein kinases and are therefore useful in treating diseases caused by dysregulated protein kinase activity, in particular Janus kinases. The present invention also provides methods for preparing these compounds, pharmaceutical compositions comprising these compounds, and methods of treating diseases utilizing such compounds or the pharmaceutical compositions containing them.

Nitration of p-Chlorotoluene and p-Chloroisopropylbenzene

The nitrations of p-chlorotoluene and p-chloroisopropylbenzene with nitric acid in acetic anhydride have been studied.The product composition from the nitration of p-chlorotoluene in acetic anhydride when examined alongwith the previously known product compositions obtained from the nitrations of p-chlorotoluene in varying percentages of sulphuric acid gave information of the degree of attack by the nitronium ion at various positions in p-chlorotoluene.The relative rates of nitrations at various nuclear positions for chlorobenzene could then be calculated.Results from nitration of p-chloroisopropylbenzene were found to be in agreement with these values.

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.