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Hexapropylbenzene is an organic compound with the molecular formula C24H42. It is a derivative of benzene, where each of the six hydrogen atoms on the benzene ring is replaced by a propyl group (a three-carbon alkyl chain). This results in a highly branched, non-polar molecule with a symmetrical structure. Hexapropylbenzene is a white, crystalline solid with a low melting point and is insoluble in water but soluble in organic solvents. It is primarily used as a chemical intermediate in the synthesis of various compounds, such as pharmaceuticals and dyes, and as a stabilizer in the production of polymers. Due to its non-polar nature and large molecular size, hexapropylbenzene has limited applications in everyday products but plays a significant role in the chemical industry as a building block for more complex molecules.

2456-68-0

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2456-68-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2456-68-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,5 and 6 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2456-68:
(6*2)+(5*4)+(4*5)+(3*6)+(2*6)+(1*8)=90
90 % 10 = 0
So 2456-68-0 is a valid CAS Registry Number.

2456-68-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,2,3,4,5,6-hezapropylbenzene

1.2 Other means of identification

Product number -
Other names hexapropylbenzene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2456-68-0 SDS

2456-68-0Relevant articles and documents

Mild and selective palladium-catalyzed dimerization of terminal alkynes to form symmetrical (Z,Z)-1,4-dihalo-1,3-dienes

Li, Jin-Heng,Liang, Yun,Xie, Ye-Xiang

, p. 8125 - 8127 (2004)

A regioselective and stereoselective palladium-catalyzed dimerization of terminal alkynes method for the synthesis of symmetrical (Z,Z)-1,4-dihalo-1,3- dienes is presented. In the presence of a catalytic amount of PdX2 and 3 equiv of CuX2

Synthesis of cyclopentadienones catalyzed by methylidynetricobalt nonacarbonyl

Sugihara,Wakabayashi,Takao,Imagawa,Nishizawa

, p. 2456 - 2457 (2001)

Easily prepared and air-stable methylidynetricobalt nonacarbonyl could be used as a catalyst for the intramolecular [2+2+1]-cocyclization of diynes and carbon monoxide producing cyclopentadienones.

Multifunctional palladium catalysis. 2. Tandem haloallylation followed by Wacker-Tsuji oxidation or Sonogashira cross-coupling

Thadani, Avinash N.,Rawal, Viresh H.

, p. 4321 - 4323 (2002)

(equationpresented) Multifunctional palladium catalysis is utilized in the one-pot stereocontrolled synthesis of tetrasubstituted methyl ketones and enynes. The homogeneous palladium dihalide catalyst utilized for the bromo-/chloroallylation of alkynes is

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

Itoh, Keigo,Miura, Narumi,Miyamoto, Ryo,Ohta, Shun,Okazaki, Masaaki,Saitoh, Keiichiro,Satoh, Sora

, p. 2826 - 2835 (2021/09/02)

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.

Case Study of N-iPr versus N-Mes Substituted NHC Ligands in Nickel Chemistry: The Coordination and Cyclotrimerization of Alkynes at [Ni(NHC)2]

Tendera, Lukas,Helm, Moritz,Krahfuss, Mirjam J.,Kuntze-Fechner, Maximilian W.,Radius, Udo

supporting information, p. 17849 - 17861 (2021/11/17)

A case study on the effect of the employment of two different NHC ligands in complexes [Ni(NHC)2] (NHC=iPr2ImMe 1Me, Mes2Im 2) and their behavior towards alkynes is reported. The reaction of a mixture of [Ni2(iPr2ImMe)4(μ-(η2 : η2)-COD)] B/ [Ni(iPr2ImMe)2(η4-COD)] B’ or [Ni(Mes2Im)2] 2, respectively, with alkynes afforded complexes [Ni(NHC)2(η2-alkyne)] (NHC=iPr2ImMe: alkyne=MeC≡CMe 3, H7C3C≡CC3H7 4, PhC≡CPh 5, MeOOCC≡CCOOMe 6, Me3SiC≡CSiMe3 7, PhC≡CMe 8, HC≡CC3H7 9, HC≡CPh 10, HC≡C(p-Tol) 11, HC≡C(4-tBu-C6H4) 12, HC≡CCOOMe 13; NHC=Mes2Im: alkyne=MeC≡CMe 14, MeOOCC≡CCOOMe 15, PhC≡CMe 16, HC≡C(4-tBu-C6H4) 17, HC≡CCOOMe 18). Unusual rearrangement products 11 a and 12 a were identified for the complexes of the terminal alkynes HC≡C(p-Tol) and HC≡C(4-tBu-C6H4), 11 and 12, which were formed by addition of a C?H bond of one of the NHC N-iPr methyl groups to the C≡C triple bond of the coordinated alkyne. Complex 2 catalyzes the cyclotrimerization of 2-butyne, 4-octyne, diphenylacetylene, dimethyl acetylendicarboxylate, 1-pentyne, phenylacetylene and methyl propiolate at ambient conditions, whereas 1Me is not a good catalyst. The reaction of 2 with 2-butyne was monitored in some detail, which led to a mechanistic proposal for the cyclotrimerization at [Ni(NHC)2]. DFT calculations reveal that the differences between 1Me and 2 for alkyne cyclotrimerization lie in the energy profile of the initiation steps, which is very shallow for 2, and each step is associated with only a moderate energy change. The higher stability of 3 compared to 14 is attributed to a better electron transfer from the NHC to the metal to the alkyne ligand for the N-alkyl substituted NHC, to enhanced Ni-alkyne backbonding due to a smaller CNHC?Ni?CNHC bite angle, and to less steric repulsion of the smaller NHC iPr2ImMe.

Robust Cobalt Catalyst for Nitrile/Alkyne [2+2+2] Cycloaddition: Synthesis of Polyarylpyridines and Their Mechanochemical Cyclodehydrogenation to Nitrogen-Containing Polyaromatics**

Wang, Chang-Sheng,Sun, Qiao,García, Felipe,Wang, Chen,Yoshikai, Naohiko

supporting information, p. 9627 - 9634 (2021/03/19)

The transition-metal-catalyzed [2+2+2] cycloaddition of nitriles and alkynes is an established synthetic approach to pyridines; however, these cycloadditions often rely on the use of tethered diynes or cyanoalkynes as one of the reactants. Thus, examples of efficient, fully intermolecular catalytic [2+2+2] pyridine synthesis, especially those employing unactivated nitriles and internal alkynes leading to pentasubstituted pyridines, remain scarce. Herein, we report on simple and inexpensive catalytic systems based on cobalt(II) iodide, 1,3-bis(diphenylphosphino)propane, and Zn that promote [2+2+2] cycloaddition of various nitriles and diarylacetylenes for the synthesis of a broad range of polyarylated pyridines. DFT studies support a reaction pathway involving oxidative coupling of two alkynes, insertion of the nitrile into a cobaltacyclopentadiene, and C-N reductive elimination. The resulting tetra- and pentaarylpyridines serve as precursors to hitherto unprecedented nitrogen-containing polycyclic aromatic hydrocarbons via mechanochemically assisted multifold reductive cyclodehydrogenation.

Group 4 Diarylmetallocenes as Bespoke Aryne Precursors for Titanium-Catalyzed [2 + 2 + 2] Cycloaddition of Arynes and Alkynes

Reiner, Benjamin R.,Tonks, Ian A.

supporting information, p. 10508 - 10515 (2019/09/13)

Despite the ubiquity of reports describing titanium (Ti)-catalyzed [2 + 2 + 2] cyclotrimerization of alkynes, the incorporation of arynes into this potent manifold has never been reported. The in situ generation of arynes often requires fluoride, which instead will react with the highly fluorophilic Ti center, suppressing productive catalysis. Herein, we describe the use of group 4 diarylmetallocenes, CpR2MAr2 (CpR = C5H5, C5Me5; M = Ti, Zr), as aryne precursors for the Ti-catalyzed synthesis of substituted naphthalenes via coupling with 2 equiv of an alkyne. Fair-to-good yields of the desired naphthalene products could be obtained with 1% catalyst loadings, which is roughly an order of magnitude lower than similar reactions catalyzed by palladium or nickel. Additionally, naphthalenes find broad applications in the electronics, photovoltaics, and pharmaceutical industries, urging the discovery of more economic syntheses. These results indicate that aryne transfer from a CpR2M(?2-aryne) complex to another metal is a viable route for the introduction of aryne fragments into organometallic catalytic processes.

Cobalt Octacarbonyl-Catalyzed Scalable Alkyne Cyclotrimerization and Crossed [2 + 2 + 2]-Cycloaddition Reaction in a Plug Flow Reactor

García-Lacuna, Jorge,Domínguez, Gema,Blanco-Urgoiti, Jaime,Pérez-Castells, Javier

supporting information, p. 5219 - 5223 (2018/09/13)

Cobalt-catalyzed alkyne cyclotrimerization and crossed [2 + 2 + 2] cycloadditions are developed in a plug flow reactor. The protocol generally uses 5 mol % of Co2(CO)8 and is scalable at least at multigram scale. Efficient and scalable use of Co2(CO)8 for crossed reactions of diynes and alkynes has hardly any precedent.

Alkyne [2 + 2 + 2] Cyclotrimerization Catalyzed by a Low-Valent Titanium Reagent Derived from CpTiX3 (X = Cl, O- i-Pr), Me3SiCl, and Mg or Zn

Okamoto, Sentaro,Yamada, Takeshi,Tanabe, Yu-Ki,Sakai, Masaki

, p. 4431 - 4438 (2019/01/03)

Inter-, partially intra-, and intramolecular [2 + 2 + 2] cycloadditions of alkynes were catalyzed by a low-valent titanium species generated in situ from the reduction of CpTi(O-i-Pr)3, CpTiCl3, or Cp?TiCl3 with Mg or Zn powder in the presence of Me3SiCl. The role of Me3SiCl as an additive in the reaction mechanism is discussed.

Can the Ti(OiPr)4/nBuLi combination of reagents function as a catalyst for [2+2+2] alkyne cyclotrimerisation reactions?

Siemiaszko, Gabriela,Six, Yvan

supporting information, p. 20219 - 20226 (2018/12/13)

Catalysis of the cyclotrimerisation of alkynes with the Ti(OiPr)4/nBuLi system was studied, leading to the development of a particularly convenient and reliable protocol. This method allows the [2+2+2] cycloaddition reaction to proceed within a few minutes under microwave conditions, with generally good selectivity from a variety of aromatic and aliphatic alkynes.

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