81693-80-3

Basic information

• Product Name: Benzene, 1-hexyl-4-methoxy-
• CAS NO: 81693-80-3
• Molecular Formula: C13H20O
• Molecular Weight: 192.301
• Mol File: 81693-80-3.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: Benzene, 1-hexyl-4-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-hexyl-4-methoxy-(81693-80-3)
• EPA Substance Registry System: Benzene, 1-hexyl-4-methoxy-(81693-80-3)

Safety Data

• Hazardous Substances Data: 81693-80-3(Hazardous Substances Data)

Upstream product

• 6397-82-6 4'-methoxyhexanophenone 
• 623-12-1 4-chloromethoxybenzene 
• 42371-64-2 9-hexyl-9-borabicyclo[3.3.1]nonane 
• 638-45-9 1-Iodohexane 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 696-62-8 para-iodoanisole 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 21369-64-2 n-hexyllithium 
• 85630-18-8 N,N-diethyl-O-(4-methoxyphenyl)carbamate 
• 44767-62-6 n-hexylmagnesium chloride 
• 1138-62-1 4-methoxyphenyl dimethylsulfamate 
• 3761-92-0 n-hexylmagnesium bromide 
• 131558-77-5 4-(hexyn-1-yl)anisole 
• 14425-64-0 4-methoxyphenethyl bromide 

Downstream Products

• 2446-69-7 p-hexylphenol 
• 20056-58-0 1-(4-Methoxyphenyl)pentane 

Relevant articles and documents

Relevance of Single-Transmetalated Resting States in Iron-Mediated Cross-Couplings: Unexpected Role of σ-Donating Additives

Control of the transmetalation degree of organoiron(II) species is a critical parameter in numerous Fe-catalyzed cross-couplings to ensure the success of the process. In this report, we however demonstrate that the selective formation of a monotransmetalated FeII species during the catalytic regime counterintuitively does not alone ensure an efficient suppression of the nucleophile homocoupling side reaction. It is conversely shown that a fine control of the transmetalation degree of the transient FeIII intermediates obtained after the activation of alkyl electrophiles by a single-electron transfer (SET), achievable using σ-donating additives, accounts for the selectivity of the cross-coupling pathway. This report shows for the first time that both coordination spheres of FeII resting states and FeIII short-lived intermediates must be efficiently tuned during the catalytic regime to ensure high coupling selectivities.

Visible-Light-Induced Nickel-Catalyzed Cross-Coupling with Alkylzirconocenes from Unactivated Alkenes

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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.