1595-05-7

Basic information

• Product Name: 4-N-BUTYLTOLUENE
• Synonyms: 4-N-BUTYLTOLUENE;1-butyl-4-methyl-benzene;1-Methyl,4-n-Butylbenzene;Benzene, 1-butyl-4-methyl-;benzene,1-butyl-4-methyl-;parabutyltoluene;p-butyltoluene;toluene,p-butyl-
• CAS NO: 1595-05-7
• Molecular Formula: C₁₁H₁₆
• Molecular Weight: 148.24
• Mol File: 1595-05-7.mol
• Article Data: 49

Chemical Properties

• Melting Point: -85°C
• Boiling Point: 80°C 10mm
• Flash Point: 73°C
• Appearance: /
• Density: 0,858 g/cm3
• Vapor Pressure: 0.355mmHg at 25°C
• Refractive Index: 1.4898
• CAS DataBase Reference: 4-N-BUTYLTOLUENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-N-BUTYLTOLUENE(1595-05-7)
• EPA Substance Registry System: 4-N-BUTYLTOLUENE(1595-05-7)

Safety Data

• Safety Statements: 23-24/25
• Hazardous Substances Data: 1595-05-7(Hazardous Substances Data)

Usage

Chemical Properties

colorless liquid

InChI:InChI=1/C11H16/c1-3-4-5-11-8-6-10(2)7-9-11/h6-9H,3-5H2,1-2H3

Upstream product

• 109-69-3 n-Butyl chloride 
• 7553-56-2 iodine 
• 108-88-3 toluene 
• 109-72-8 n-butyllithium 
• 106-38-7 para-bromotoluene 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 97-93-8 triethylaluminum 
• 109-65-9 1-bromo-butane 
• 104-85-8 para-methylbenzonitrile 
• 693-02-7 hex-1-yne 
• 78-79-5 isoprene 
• 5395-43-7 tri(p-tolyl)antimony 
• 542-69-8 1-iodo-butane 
• 4294-57-9 para-methylphenylmagnesium bromide 

Downstream Products

• 1616633-36-3 methyl (S)-2-(4-bromophenyl)-3-(4-butylphenyl)propanoate 
• 1064663-23-5 5-n-butyl-8-methyl-1,2,3,4-tetraphenylnaphthalene 

Relevant articles and documents

Palladium Catalysed Coupling Reactions of Chloroaryl Cr(CO)3 Complexes

Chloroaryl chromium tricarbonyl complexes undergo palladium catalysed coupling reactions with nucleophiles and palladium catalysed olefination reactions with alkenes.

Iron-Catalyzed Tunable and Site-Selective Olefin Transposition

The catalytic isomerization of C-C double bonds is an indispensable chemical transformation used to deliver higher-value analogues and has important utility in the chemical industry. Notwithstanding the advances reported in this field, there is compelling demand for a general catalytic solution that enables precise control of the C═C bond migration position, in both cyclic and acyclic systems, to furnish disubstituted and trisubstituted alkenes. Here, we show that catalytic amounts of an appropriate earth-abundant iron-based complex, a base and a boryl compound, promote efficient and controllable alkene transposition. Mechanistic investigations reveal that these processes likely involve in situ formation of an iron-hydride species which promotes olefin isomerization through sequential olefin insertion/β-hydride elimination. Through this strategy, regiodivergent access to different products from one substrate can be facilitated, isomeric olefin mixtures commonly found in petroleum-derived feedstock can be transformed to a single alkene product, and unsaturated moieties embedded within linear and heterocyclic biologically active entities can be obtained.

Water and Sodium Chloride: Essential Ingredients for Robust and Fast Pd-Catalysed Cross-Coupling Reactions between Organolithium Reagents and (Hetero)aryl Halides

Direct palladium-catalysed cross-couplings between organolithium reagents and (hetero)aryl halides (Br, Cl) proceed fast, cleanly and selectively at room temperature in air, with water as the only reaction medium and in the presence of NaCl as a cheap additive. Under optimised reaction conditions, a water-accelerated catalysis is responsible for furnishing C(sp3)–C(sp2), C(sp2)–C(sp2), and C(sp)–C(sp2) cross-coupled products, in competition with protonolysis, within a reaction time of 20 s, in yields of up to 99 %, and in the absence of undesired dehalogenated/homocoupling side products even when challenging secondary organolithiums serve as the starting material. It is worth noting that the proposed protocol is scalable and the catalyst and water can easily and successfully be recycled up to 10 times, with an E-factor as low as 7.35.