841-07-6

Basic information

• Product Name: 1,3,5-Tributylbenzene
• Synonyms: 1,3,5-Tributylbenzene
• CAS NO: 841-07-6
• Molecular Formula: C₁₈H₃₀
• Molecular Weight: 0
• Mol File: 841-07-6.mol
• Article Data: 49

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3,5-Tributylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-Tributylbenzene(841-07-6)
• EPA Substance Registry System: 1,3,5-Tributylbenzene(841-07-6)

Safety Data

• Hazardous Substances Data: 841-07-6(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Solubility

Insoluble in water, soluble in organic solvents (ethanol and ether)

Uses

a. Solvent in various industrial processes
b. Chemical intermediate in the production of other organic compounds
c. Manufacturing of plasticizers
d. Manufacturing of rubber chemicals
e. Other industrial products

Toxicity

Relatively non-toxic

Health and environmental hazards

Low health and environmental hazards associated with its use

Upstream product

• 109-65-9 1-bromo-butane 
• 108-70-3 1,3,5-trichlorobenzene 
• 693-03-8 n-butyl magnesium bromide 
• 626-39-1 1,3,5-trisbromobenzene 
• 92273-73-9 n-butylzinc bromide 
• 591-78-6 n-hexan-2-one 
• 693-02-7 hex-1-yne 
• 24886-73-5 1-Azidoadamantane 
• 172481-12-8 [Ti(N-4-C₆H₄Me)Cl₂(pyridine)3] 
• 15676-66-1 tri-n-butylindium 
• 536-74-3 phenylacetylene 
• 201230-82-2 carbon monoxide 
• 292638-85-8 acrylic acid methyl ester 
• 75-05-8 acetonitrile 

Downstream Products

• 1195295-64-7 2,4,6-tri(1-butyl)aniline 
• 1384979-68-3 N,N'-bis[2,4,6-tri(1-butyl)phenyl]-1,4-diaza-1,3-diene 
• 1384979-71-8 N,N'-bis-(2,4,6-tri(1-butyl)phenyl)ethylenediamine 
• 1384979-73-0 N,N'-bis-(2,4,6-tri(1-butyl)phenyl)-4,5-dihydroimidazolium chloride 
• 400886-01-3 1,3,5-tris(aminomethyl)-2,4,6-tributylbenzene 

Relevant articles and documents

Synthesis and Structures of Bis(indolyl)-Coordinated Titanium Dichlorido Complexes and Their Catalytic Application in the Cyclotrimerization of Alkynes

The impact of the terminal ligands on the titanium center on the coordination features of deprotonated 2,2′-bis(indolyl)methanes (henceforth: bis(indolyl)s) was studied via a structural comparison between {bis(indolyl)}Ti(NEt2)2 complexes and the corresponding dichlorido complexes. As a result, several flexible aspects of bis(indolyl) coordination were found. For example, it was revealed that an η1-coordinated indolyl moiety can change its coordination mode to coordination via the five-membered ring of indolyl when the terminal diethylamido ligands are replaced by chlorido ligands. Moreover, we found that the methoxy group in the central aromatic ring of the bis(indolyl) ligand can coordinate to the titanium center. The synthesized dichlorido complexes were applied for catalytic alkyne cyclotrimerization reactions, as Ti-based catalyst systems are less developed than Co-, Ni-, Ru-, Rh-, and Ir-based systems. During this study, the cyclotrimerization of HCCSiMe3 was found to preferentially produce the 1,3,5-form (1,3,5-form:1,2,4-form = 79:21), contrary to the typical trend of transition-metal-mediated alkyne cyclotrimerization, and the isolated yield (72%) is the highest among the known 1,3,5-favoring reactions using Ti-based catalyst systems. Furthermore, the reaction mechanism was experimentally verified to proceed through a typical stepwise mechanism involving monomeric species.

Cyclotrimerization of alkynes catalyzed by a self-supported cyclic tri-nuclear nickel(0) complex with α-diimine ligands

A cyclic tri-nuclear α-diimine nickel(0) complex [{Ni(μ-LMe-2,4)}3] (2) was synthesized from a “pre-organized”, trimerized trigonal LNiBr2-type precursor [Ni3(μ2-Br)3(μ3-Br)2(LMe-2,4)3]·Br (1; LMe-2,4 = [(2,4-Me2C6H3)NC(Me)]2). In complex 2, the α-diimine ligands not only exhibit the normal N,N′-chelating mode, but they also act as bridges between the Ni atoms through an unusual π-coordination of a C═N bond to Ni. Complex 2 is able to catalyze the cyclotrimerization of alkynes to form substituted benzenes in good yield and regio-selectivity for the 1,3,5-isomers, which is found to vary with the nature of the alkyne employed. This complex represents a convenient self-supported nickel(0) catalyst with no need for additional ligands and reducing agent.

Catalytic activity of a large Rhodium metallaborane towards the [2+2+2] cycloaddition of alkynes

Rhodadecaborane [6-(η5-C5Me5)-nido-6-RhB9H13] (1) was found to be able to catalyze the [2+2+2] cycloaddition of a series of terminal and internal alkynes to yield mixtures of 1,2,4- and 1,3,5-substituted benzene. The reactivity of compound 1 with alkynes demonstrates that decaborane based metallaborane can be used as the catalyst for [2+2+2] cycloaddition of alkynes. All compounds are characterized by NMR spectroscopy and MS spectrometry methods.