4237-40-5

Basic information

• Product Name: 1-SEC-BUTYL-4-NITROBENZENE
• Synonyms: 1-SEC-BUTYL-4-NITROBENZENE;1-(1-Methylpropyl)-4-nitrobenzene;1-butan-2-yl-4-nitrobenzene;1-butan-2-yl-4-nitro-benzene;1-nitro-4-sec-butyl-benzene;2-(p-Nitrophenyl)butane;4-sec-Butyl-1-nitrobenzene;1-sec-Butyl-4-nitrobenzene
• CAS NO: 4237-40-5
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.22
• EINECS: 224-196-4
• Mol File: 4237-40-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 144 °C / 12mmHg
• Flash Point: 106.8°C
• Appearance: /
• Density: 1.067g/cm³
• Vapor Pressure: 0.0172mmHg at 25°C
• Refractive Index: 1.5300-1.5340
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-SEC-BUTYL-4-NITROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-SEC-BUTYL-4-NITROBENZENE(4237-40-5)
• EPA Substance Registry System: 1-SEC-BUTYL-4-NITROBENZENE(4237-40-5)

Safety Data

• Hazardous Substances Data: 4237-40-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H13NO2/c1-3-8(2)9-4-6-10(7-5-9)11(12)13/h4-8H,3H2,1-2H3

Upstream product

• 135-98-8 sec-Butylbenzene 
• 767-99-7 2-phenylbut-2-ene 
• 30273-11-1 4-sec-butylaniline 
• 142509-27-1 5-(1-methylpropyl)-1-aza-5-stannabicyclo[3.3.3]undecane 
• 100-00-5 4-chlorobenzonitrile 
• 88496-88-2 1-methylpropylboronic acid 
• 598-30-1 sec.-butyllithium 
• 586-78-7 para-nitrophenyl bromide 

Downstream Products

• 30273-11-1 4-sec-butylaniline 
• 62-23-7 4-nitro-benzoic acid 
• 61628-75-9 2-(p-nitriphenyl)butan-2-ol 
• 100-19-6 (4-nitrophenyl)ethanone 

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.

Stereoretentive Pd-catalysed Stille cross-coupling reactions of secondary alkyl azastannatranes and aryl halides

The development of transition metal-catalysed cross-coupling reactions has greatly influenced the manner in which the synthesis of complex organic molecules is approached. A wide variety of methods are now available for the formation of C(sp2)-C(sp2) bonds, and more recent work has focused on the use of C(sp3) electrophiles and nucleophiles. The use of secondary and tertiary alkyl nucleophiles in cross-coupling reactions remains a challenge because of the propensity of these alkyl groups to isomerize under the reaction conditions. Here, we report the development of a general Pd-catalysed process for the stereoretentive cross-coupling of secondary alkyl azastannatrane nucleophiles with aryl chlorides, bromides, iodides and triflates. Coupling partners with a wide range of electronic characteristics are well tolerated. The reaction occurs with minimal isomerization of the secondary alkyltin nucleophile, and with retention of absolute configuration. This process constitutes the first general method to use secondary alkyltin reagents in cross-coupling reactions.

Isomeric distribution in moninitration of monoalkylbenzenes

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