17171-74-3

Basic information

• Product Name: 1,3-Dibutylbenzene
• Synonyms: 1,3-Dibutylbenzene;m-Dibutylbenzene
• CAS NO: 17171-74-3
• Molecular Formula: C₁₄H₂₂
• Molecular Weight: 190.32448
• Mol File: 17171-74-3.mol

Chemical Properties

• Boiling Point: 262.4°Cat760mmHg
• Flash Point: 109.2°C
• Appearance: /
• Density: 0.86g/cm³
• Vapor Pressure: 0.0178mmHg at 25°C
• Refractive Index: 1.489
• CAS DataBase Reference: 1,3-Dibutylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dibutylbenzene(17171-74-3)
• EPA Substance Registry System: 1,3-Dibutylbenzene(17171-74-3)

Safety Data

• Hazardous Substances Data: 17171-74-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 94, p. 4374, 1972 DOI: 10.1021/ja00767a075

InChI:InChI=1/C14H22/c1-3-5-8-13-10-7-11-14(12-13)9-6-4-2/h7,10-12H,3-6,8-9H2,1-2H3

Upstream product

• 104-51-8 1-butylbenzene 
• 693-03-8 n-butyl magnesium bromide 
• 541-73-1 1,3-Dichlorobenzene 
• 542-69-8 1-iodo-butane 
• 591-50-4 iodobenzene 
• 108-36-1 1,3-dibromobenzene 
• 92273-73-9 n-butylzinc bromide 

Relevant articles and documents

Two flavors of PEPPSI-IPr: Activation and diffusion control in a single NHC-ligated Pd catalyst?

Abnormal reactivity has been observed in Negishi, Suzuki-Miyaura, and Kumada-Tamao-Corriu cross-couplings in which PEPPSI-IPr (where PEPPSI stands for pyridine enhanced precatalyst preparation, stabilization, and initiation and IPr refers to the NHC ligand) is employed, implicating the presence of two distinct Pd0 species in the catalytic cycle. Polybrominated arenes and organometallic reagents react selectively to give the product of exhaustive polysubstitution regardless of the initial reaction stoichiometry. Competition experiments suggest that, after an initial activation controlled oxidative addition, reductive elimination produces an ultrareactive Pd0 species which consumes all remaining C-Br bonds in the molecule under diffusion control.

Palladium-catalyzed alkylation-hydride reduction sequence: Synthesis of meta-substituted arenes

(Chemical Equation Presented) A new three-component, palladium-catalyzed domino reaction which gives access to meta-substituted arenes using aryl iodides and primary alkyl halides is reported. Various functional groups are tolerated on both the aryl iodide and alkyl halide. In addition, isotopic labeling studies provide insight into the mechanism of this Catellani-type reaction.

Monoorganylation of dihaloaromatics

Process for the monoalkylation/monoarylation of dihaloaromatic compounds by treating the latter with selected magnesium or zinc organometallic reagents in the presence of a nickel/bidentate or tridentate phosphorus ligand. The products are intermediates to agricultural and pharmaceutical compounds.