20651-75-6

Basic information

• Product Name: 1-butyl-4-nitrobenzene
• Synonyms: 1-butyl-4-nitrobenzene;Benzene, 1-butyl-4-nitro-;1-Nitro-4-butylbenzene;4-Butyl-1-nitrobenzene;Einecs 243-941-4;4-Butylnitrobenzene
• CAS NO: 20651-75-6
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.21572
• EINECS: 243-941-4
• Mol File: 20651-75-6.mol
• Article Data: 23

Chemical Properties

• Melting Point: 1°C (estimate)
• Boiling Point: 136 °C / 10mmHg
• Flash Point: 119°C
• Appearance: /
• Density: 1.06
• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.5300-1.5340
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-butyl-4-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-butyl-4-nitrobenzene(20651-75-6)
• EPA Substance Registry System: 1-butyl-4-nitrobenzene(20651-75-6)

Safety Data

• Hazardous Substances Data: 20651-75-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Medicinal Chemistry, 25, p. 630, 1982 DOI: 10.1021/jm00348a005

InChI:InChI=1/C10H13NO2/c1-2-3-4-9-5-7-10(8-6-9)11(12)13/h5-8H,2-4H2,1H3

Upstream product

• 109-72-8 n-butyllithium 
• 98-95-3 nitrobenzene 
• 693-04-9 butyl magnesium bromide 
• 4426-47-5 butylboronic acid 
• 100-00-5 4-chlorobenzonitrile 
• 42930-39-2 n-butylzinc chloride 
• 3249-50-1 1-propenyl acetate 
• 1067-52-3 tributyltin methoxide 
• 586-78-7 para-nitrophenyl bromide 
• 1239384-08-7 butyl[2-(2-hydroxyprop-2-yl)phenyl]diisopropylsilane 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 1119-90-0 di-n-butylzinc 
• 92273-73-9 n-butylzinc bromide 
• 1461-25-2 tetra-n-butyltin(IV) 

Downstream Products

• 104-13-2 4-Butylaniline 
• 4197-69-7 4-(2,5-dihydroxyphenyl)butane 
• 35352-49-9 N-(4-Butyl-phenyl)-hydroxylamine 
• 37592-94-2 1,2-Bis(4-butylphenyl)diazene 
• 148-24-3 8-quinolinol 
• 5263-87-6 6-methoxy quinoline 
• 91-22-5 quinoline 
• 5369-17-5 m-(n-butyl)-aniline 
• 3663-21-6 N-(4-butyl-2-nitrophenyl)acetamide 
• 3663-20-5 N-(4-butylphenyl)acetamide 
• 3663-22-7 4-n-butyl-2-nitroaniline 
• 20651-76-7 1-butyl-3-nitro-benzene 
• 80998-19-2 N-(4-Butyl-phenyl)-N-hydroxy-acetamide 
• 59-46-1 Procaine 

Relevant articles and documents

Scalable Negishi Coupling between Organozinc Compounds and (Hetero)Aryl Bromides under Aerobic Conditions when using Bulk Water or Deep Eutectic Solvents with no Additional Ligands

Pd-catalyzed Negishi cross-coupling reactions between organozinc compounds and (hetero)aryl bromides have been reported when using bulk water as the reaction medium in the presence of NaCl or the biodegradable choline chloride/urea eutectic mixture. Both C(sp3)-C(sp2) and C(sp2)-C(sp2) couplings have been found to proceed smoothly, with high chemoselectivity, under mild conditions (room temperature or 60 °C) in air, and in competition with protonolysis. Additional benefits include very short reaction times (20 s), good to excellent yields (up to 98 %), wide substrate scope, and the tolerance of a variety of functional groups. The proposed novel protocol is scalable, and the practicability of the method is further highlighted by an easy recycling of both the catalyst and the eutectic mixture or water.

Regioselective mononitration of aromatic compounds with N2O5 by acidic ionic liquids via continuous flow microreactor

We employed N2O5 as highly active nitrating reagents and a host of acidic ionic liquid as catalysts in these reactions which were conducted in a continuous flow microreactor. When we utilized PEG400-DAIL as catalysts, the conversion of toluene was increased to 95.5 % and the yield of mononitration product (o/p ratio reached 1.10) significantly improved to 99 %, meanwhile the reaction time was drastically shortened to 1/120 of the conventional reactor. Nitration in ionic liquids was surveyed using a host of aromatic substrates with similar reactivity. The ionic liquid recycling procedures had also been devised.

Pd(PPh3)4-PEG 400 catalyzed protocol for the atom-efficient stille cross-coupling reaction of organotin with aryl bromides

(Chemical Equation Presented) Aryl bromides (4 equiv) were coupled efficiently with organotin (1 equiv) in an atom-efficient way using the tetra(triphenylphosphine)palladium/polyethylene glycol 400 (Pd(PPh 3)4/PEG 400) catalytic syst