4537-13-7

Basic information

• Product Name: (1-methylnonyl)benzene
• Synonyms: (2-Decyl)benzene;(1-methylnonyl)benzene
• CAS NO: 4537-13-7
• Molecular Formula: C₁₆H₂₆
• Molecular Weight: 218.3776
• Product Categories: Aliphatics, Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 4537-13-7.mol
• Article Data: 14

Chemical Properties

• Melting Point: -0.5°C
• Boiling Point: 289.5°C
• Flash Point: 123.2°C
• Appearance: /
• Density: 0.8549 (estimate)
• Vapor Pressure: 0.00389mmHg at 25°C
• Refractive Index: 1.4919 (estimate)
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly), THF, Ethyl Acetate, DMF
• Stability: Volatile
• CAS DataBase Reference: (1-methylnonyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (1-methylnonyl)benzene(4537-13-7)
• EPA Substance Registry System: (1-methylnonyl)benzene(4537-13-7)

Safety Data

• Hazardous Substances Data: 4537-13-7(Hazardous Substances Data)

Usage

Uses

(2-Decyl)benzene is a linear alkylbenzene used to synthesize aryl olefins.

InChI:InChI=1/C16H26/c1-3-4-5-6-7-9-12-15(2)16-13-10-8-11-14-16/h8,10-11,13-15H,3-7,9,12H2,1-2H3

Upstream product

• 100-42-5 styrene 
• 3386-35-4 1-octyl p-toluenesulfonate 
• 4237-71-2 di-isoamylmagnesium 
• 111-83-1 1-bromo-octane 
• 90878-19-6 phenethylmagnesium chloride 
• 334-56-5 1-fluorodecane 
• 1356536-81-6 C₂₄BF₂₀^(1-)*C₃₃H₄₅Si⁽¹⁺⁾ 
• 23897-15-6 tris(2,4,6-trimethylphenyl)phosphine 
• 71-43-2 benzene 
• 544-76-3 Hexadecane 
• 591-50-4 iodobenzene 
• 872-05-9 1-Decene 
• 934-10-1 3-phenylbut-1-ene 
• 463-11-6 1-Fluoro-octane 

Downstream Products

• 6796-14-1 racem.-1,4-Di--benzol 
• 4621-36-7 (1-ethyloctyl)benzene 

Relevant articles and documents

Zr-catalyzed olefin alkylations and allylic substitution reactions with electrophiles

Disubstituted aryl olefins undergo efficient alkylations in the presence of 5 mol % Cp2ZrCl2, n-BuMgCl, and alkyl tosylates or alkyl bromides. In one class of reactions (Table 1), the resulting alkyl zirconocene (initial alkylation product) undergoes β-hydride abstraction with a hydrogen atom from within the substrate to afford allylic alkylation products (Scheme 5). In another category of reactions, where cyclic allylic ethers (chromenes) are used (Table 2), Zr-alkoxide elimination occurs after the C-C bond formation to effect a net allylic substitution. It is proposed that these reactions involve the nucleophilic attack of substrate-derived zirconates or zirconocene-Grignard reagents on various tosylates and bromides. There is little or no competitive electrophile alkylation by the n-alkyl Grignard reagent. Several mechanistic and synthetic aspects of these Zr-catalyzed C-C bond forming reactions are examined and discussed.

Branch-Selective Hydroarylation: Iodoarene-Olefin Cross-Coupling

A combination of cobalt and nickel catalytic cycles enables a highly branch-selective (Markovnikov) olefin hydroarylation. Radical cyclization and ring scission experiments are consistent with hydrogen atom transfer (HAT) generation of a carbon-centered radical that leads to engagement of a nickel cycle.

Silylium ion/phosphane lewis pairs

The reactivity of a series of silylium ion/phosphane Lewis pairs was studied. Triarylsilylium borates 4[B(C6F5)4] form frustrated Lewis pairs (FLPs) of moderate stability with sterically hindered phosphanes 2. Some of these FLPs are able to cleave dihydrogen under ambient conditions. The combination of bulky trialkylphosphanes with triarylsilylium ions can be used to sequester CO2 in the form of silylacylphosphonium ions 12. The ability to activate molecular hydrogen by reaction of silylium ion/phosphane Lewis pairs is dominated by thermodynamic and steric factors. For a given silylium ion increasing proton affinity and increasing steric hindrance of the phosphane proved to be beneficial. Nevertheless, excessive steric hindrance leads to a breakdown of the dihydrogen-splitting activity of a silylium/phosphane Lewis pair.