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25067-06-5

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25067-06-5 Usage

General Description

1-Hexene, homopolymer is a type of polymeric material derived from the monomer 1-hexene. It is a linear hydrocarbon polymer with a high molecular weight and is classified as an olefin. The homopolymer of 1-hexene is known for its excellent thermal stability, chemical resistance, and low density. It is commonly used in various industrial applications such as in the production of plastic pipes, packaging materials, and as a component in adhesive formulations. The polymer is also valued for its strong tensile strength and flexibility, making it suitable for use in a wide range of products that require durable and lightweight materials.

Check Digit Verification of cas no

The CAS Registry Mumber 25067-06-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,0,6 and 7 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 25067-06:
(7*2)+(6*5)+(5*0)+(4*6)+(3*7)+(2*0)+(1*6)=95
95 % 10 = 5
So 25067-06-5 is a valid CAS Registry Number.

25067-06-5Relevant articles and documents

Hierarchically micro-/mesoporous Pt/KL for alkane aromatization: Synergistic combination of high catalytic activity and suppressed hydrogenolysis

Lee, Kyungho,Choi, Minkee

, p. 66 - 75 (2016)

Pt/KL is a highly active and selective monofunctional catalyst for aromatization of n-alkanes due to its 1-dimensionally connected cage-like micropores. The unique micropore structure of the KL zeolite, however, can also inhibit the diffusion of bulky aromatic products out of the catalyst, which can cause unwanted side reactions that can decrease the aromatic yields. In this work, we investigated the effect of secondary mesoporosity, which can substantially facilitate molecular diffusion in Pt/KL during C6-C8 alkane aromatizations. The results showed that the hierarchically micro-/mesoporous Pt/KL synthesized with a subsequent dealumination/desilication method exhibited enhanced aromatic yields, compared with a conventional Pt/KL. In particular, in C7 and C8 aromatizations, the hierarchical Pt/KL showed substantially less formation of dealkylated aromatic products than the Pt/KL due to suppressed secondary hydrogenolysis. Pt supported on a solely mesoporous γ-Al2O3 also showed significantly suppressed secondary hydrogenolysis (dealkylation), which indicates that fast diffusion of alkylated aromatics out of the catalyst structure is important for suppressing the secondary hydrogenolysis. However, the solely mesoporous Pt/γ-Al2O3 showed markedly lower aromatization activities than the KL-supported catalysts, which indicates that Pt located inside the zeolite micropores is crucial for obtaining high catalytic activity due to the preorganization of n-alkanes in the micropores. The present results showed that the hierarchical Pt/KL provides the synergistically combined benefits of the Pt/KL and the mesoporous Pt catalyst, namely high aromatization activity and suppressed secondary hydrogenolysis, respectively.

Ethylene trimerization with a half-sandwich titanium complex bearing a pendant thienyl group

Huang, Jiling,Wu, Tianzhi,Qian, Yanlong

, p. 2816 - 2817 (2003)

A half-sandwich titanium complex with a pendant thienyl group, activated by methylalumoxane (MAO), can trimerize ethylene to 1-hexene with considerable activity and high selectivity; the coodination of the sulfur atom to the titanium center is proposed to be responsible for the selective trimerization of ethylene.

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Brace,N.O.,Van Elswyk,J.E.

, p. 766 - 771 (1976)

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Trimerization of ethylene to 1-hexene with titanium complexes bearing phenoxy-imine ligands with pendant donors combined with MAO

Suzuki, Yasuhiko,Kinoshita, Shinsuke,Shibahara, Atsushi,Ishii, Seiichi,Kawamura, Kazumori,Inoue, Yoshihisa,Fujita, Terunori

, p. 2394 - 2396 (2010)

New Ti complexes bearing phenoxy-imine ligands with pendant aryl-OMe donors have been developed for ethylene trimerization to produce 1-hexene. These Ti complexes combined with methylaluminoxane selectively trimerize ethylene to form 1-hexene with exceptionally high activity (e.g., 6.59 tons of 1-hexene/((g of Ti) h)).

Reduction of alkyl halides by sodium naphthalene: proton sources

Walsh, Thomas D.,Dabestani, Reza

, p. 1222 - 1224 (1981)

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Synthesis and optimization of ethylene trimerization using [Bis-(2-dodecylsulfanyl-ethyl)-amine]CrCl3 catalyst

Mohamadnia, Zahra,Ahmadi, Ebrahim,Haghighi, Mehdi Nekoomanesh,Salehi-Mobarakeh, Hamid

, p. 474 - 480 (2011)

The bis-(2-dodecylsulfanyl-ethyl)-amine (SNS) ligand was prepared in good yield and high purity using inexpensive reagents and reacted with CrCl 3(THF)3 at room temperature to give the corresponding SNS/CrCl3 catalyst in high yield. An ethylene trimerization reaction at 90 °C and 23 bar ethylene, using the SNS/CrCl3 complex activated by 700 equivalents of MAO, afforded 99.97% 1-C6. Only 0.10% PE was produced and the catalyst activity was 159283 g/g Cr/h.

Ethylene oligomerization on the chromium ethylhexanoate-triethylaluminum-2, 5-dimethylpyrrol catalytic system in the presence of carbon tetrachloride

Khasbiullin,Belov,Kharlampidi,Vil'Ms

, p. 442 - 447 (2011)

The kinetics of the selective ethylene oligomerization reaction on the chromium(III) ethylhex-anoate-Al(C2H5)3-2,5- dimethylpyrrol homogeneous catalytic system in the presence of CCl4 has been studied. The reaction rate order in ethylene, the activation energy, and the selectivity of reaction for 1-hexene have been determined. Pleiades Publishing, Ltd., 2011.

Competing Nucleophilic Displacement and Radical Chain Reduction in Reactions of Transition-Metal Hydride Anions with Alkyl Bromides

Ash, Carlton E.,Hurd, Philip W.,Darensbourg, Marcetta Y.,Newcomb, Martin

, p. 3313 - 3317 (1987)

The reactions of group 6 metal hydrides, PPN+HM(CO)4L- (M=Cr, L=CO, M=W, L=CO, P(OMe)3), with two mechanistic probes, 6-bromo-1-hexene (1) and 4-bromo-3,3-dimethyl-1-butene (3), in THF at 25 deg C were studied.Neopentyl-like probe 3 was reduced (presumably) exclusively by a radical chain process, and the second-order rate constants (kH) for hydrogen atom abstraction from HM(CO)4L- by the intermediate radical, 2,2-dimethyl-3-butenyl, were determinated.Unhindered probe 1 was reduced by both an SN2 pathway and a radical chain process.The second-order rate constants for hydrogen atom abstraction from HM(CO)4L- by 5-hexenyl were estimated, and the percentages of reduction of 1 by the SN2 pathway and the radical chain process were calculated; the percentage of reduction by the SN2 pathway increased in the order HCr(CO)5- - -.The combination of a hindered and an unhindered probe as used in this study has expanded the utility of mechanistic probes by permitting quantitation of competing pathways.

Single-site heterogeneous Cr-based catalyst for the selective trimerisation of ethylene

Nenu, Cristina N.,Weckhuysen, Bert M.

, p. 1865 - 1867 (2005)

TAC-Cr3+/SiO2 complexes are highly active and selective ethylene trimerisation catalysts and possess single-site catalytic behaviour, an unusual property for heterogeneous catalysts. The Royal Society of Chemistry 2005.

Kinetic parameters for radical reductions involving chiral nonracemic (1R,2S,5R)-menthyl substituted stannanes

Zeng, Le,Perchyonok, V. Tamara,Schiesser, Carl H.

, p. 995 - 999 (2004)

Absolute rate constants and Arrhenius parameters for hydrogen atom abstraction by primary alkyl radicals from chiral nonracemic, (1R,2S,5R) -menthyl (Men) substituted stannanes, 1-3, as well as stannanes containing both the menthyl as well as the 8-dimethylaminonaphthyl (L) or 2-[(1S)-1- dimethylaminoethyl]phenyl (L*) substituents, namely MenPhLSnH 4 and MenPhL*SnH 5 have been determined in tert-butylbenzene through utilization of the '5-hexenyl radical clock' reaction. At 80°C, MenPh 2SnH, Men2PhSnH and Men3SnH react with primary alkyl radicals with rate constants that fall in the range, 0.61-1.36 × 107 M-1 s-1, while similar values for MenPhLSnH and MenPhL*SnH are 1.30 and 2.74 × 107 M -1 s-1 (80°C), respectively. Arrhenius expressions have been determined for all reactions studied; values for log (A/M -1 s-1) are found to lie in the range: 9.54-9.95, with activation energies determined to be: 15.8-19.7 kJ mol-1. Menthyl substitution appears to affect both the energy and entropy of activation. The effect of intramolecular coordination on the rate constants for the reactions involving MenPhLSnH and MenPhL*SnH is discussed and computational data presented.

Detection and Properties of Triplet State Thiiranes

Lown, E. M.,Sidhu, K. S.,Jackson, A. W.,Jodhan, A.,Green, M.,Strausz, O. P.

, p. 1089 - 1091 (1981)

The major primary step in the long wavelength (λ > 240 nm) photolysis of the thiirane is intersystem crossing to the lowest excited triplet (T1) state with a quantum yield of ca. 0.86.Triplet thiirane has a long radiative lifetime, is highly resistant to collisional deactivation, and is capable of undergoing reversible addition to alkenes and thereby including their geometrical isomerization.Inefficient irreversible addition also occurs.This provides a novel example of an excited triplet molecular sensitization not involving energy transfer.Thiirane T1 has a cyclic structure which is retained in the alkene adduct and shows strong diradical character.

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Brown,Ravindran

, p. C5 (1973)

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The effect of substituents in PNPN=H ligands on activity and selectivity of a chromium-based catalyst system for highly selective ethylene trimerization

Heinig, Stefan,Woehl, Anina,Mueller, Wolfgang,Al-Hazmi, Mohammed H.,Mueller, Bernd H.,Peulecke, Normen,Rosenthal, Uwe

, p. 3107 - 3113 (2013)

The influence of ligand substituents on a highly selective homogeneous catalyst system for the trimerization of ethylene to 1-hexene consisting of chromium(III) acetylacetonate, a ligand with a PNPN=H backbone, tetraphenylphosphonium chloride as chlorine source, and triethyl aluminum as activator was investigated. These N-modified and P-modified ligands, which differ strongly in their electronic and steric properties of the substituents, were tested in the ethylene trimerization at three temperatures (50, 70, and 90°C). Interestingly, the substituents at the N atoms of the PNPN=H-backbone had only little effect on the catalytic activity, on 1-hexene selectivity, and on thermal stability of the catalyst system, whereas the substituents at the P atoms significantly influenced the efficiency of the system. This is even more surprising as the PNP ligand from SASOL for ethylene tetramerization is much more sensitive against substituent variation at its N atom. A family competition between selected ligands with a PNPN=H motive turns out to be a neck-and-neck race. A highly selective trimerization catalyst for ethylene is optimized through fine-tuning of structural and electronic properties.

Isolation of single-component trimerization and polymerization chromium catalysts: The role of the metal oxidation state

Jabri, Amir,Mason, Chris B.,Sim, Yan,Gambarotta, Sandro,Burchell, Tara J.,Duchateau, Robbert

, p. 9717 - 9721 (2008)

(Chemical Equation Presented) One more trimer: A series of chromium complexes of different oxidation states are employed as catalysts for the polymerization/oligomerization of ethylene. The results suggest a link between chromium oxidation state and catalytic performance, with CrIII leading to oligomerization, CrII to polymerization, and Cr I to selective trimerization.

The Selective Trimerization of Ethylene to Hex-1-ene

Briggs, John R.

, p. 674 - 675 (1989)

A homogeneous three-component catalyst of chromium, hydrolysed alkylaluminum, and dimethoxyethane, trimerizes ethylene to hex-1-ene in 74percent selectivity at a rate of 1.2 mol (mol Cr)-1s-1.

Selective Dimerization of Propylene with Ni-MFU-4l

Comito, Robert J.,Metzger, Eric D.,Wu, Zhenwei,Zhang, Guanghui,Hendon, Christopher H.,Miller, Jeffrey T.,Dinc?, Mircea

, p. 1681 - 1683 (2017)

We report the selective dimerization of propylene to branched hexenes using Ni-MFU-4l, a solid catalyst prepared by cation exchange. Analysis of the resulting product distribution demonstrates that the selectivity arises from 2,1-insertion and slow product reinsertion, mechanistic features reproduced by a molecular nickel tris-pyrazolylborate catalyst. Characterization of Ni-MFU-4l by X-ray absorption spectroscopy provides evidence for discrete, tris-pyrazolylborate-like coordination of nickel, underscoring the small-molecule analogy that can be made at metal-organic framework nodes.

First Cr(III)-SNS complexes and their use as highly efficient catalysts for the trimerization of ethylene to 1-hexene

McGuinness, David S.,Wasserscheid, Peter,Keim, Wilhelm,Morgan, David,Dixon, John T.,Bollmann, Annette,Maumela, Hulisani,Hess, Fiona,Englert, Ulli

, p. 5272 - 5273 (2003)

Cr(III) complexes of tridentate SNS ligands have been prepared and evaluated as catalysts for ethylene trimerization, with several giving very high activity and excellent selectivity toward 1-hexene when activated with methylaluminoxane. The new complexes

On-chip catalysis using a lithographically fabricated glass microreactor - The dehydration of alcohols using sulfated zirconia

Wilson, Natalie G.,McCreedy, Tom

, p. 733 - 734 (2000)

A heated microreactor has been fabricated for heterogeneous catalysis, employing channels microfabricated in glass using photolithography and wet chemical etching; the demonstration reaction is the dehydration of alcohols.

REACTIVITY OF THE 5-HEXENYL RADICAL TOWARD THE ANION OF 2-NITROPROPANE AND BOROHYDRIDE ANION

Russell, Glen A.,Guo, Deliang

, p. 5239 - 5242 (1984)

The 5-hexenyl radical adds to the anion of 2-nitropropane with a rate constant of ca. 1x106 L/mol-s at 40 deg C.Hydrogen atom abstraction from BH4(1-) occurs more slowly than abstraction from CH3O(1-) and with a rate constant less then 1x104 L/mol-s at 30 deg C.The reaction of Δ5-hexenylmercury chloride with sodium borohydride in MeOH/NaOH proceeds via hydrogen abstraction by the hexenyl radical from RHgH and not from NaBH4.

Relative Migratory Aptitudes of Alkyl Groups in the Iodination of Ethenyltrialkylborates. A Conformational Analysis

Slayden, Suzanne W.

, p. 2753 - 2757 (1982)

Relative migratory aptitudes of various alkyl groups have been determined in the iodine-induced rearrangement of bromomagnesium ethenyltrialkylborates.Trialkylboranes of types R3-nBR'n, B-R-9-BBN, and CH(CH3)2C(CH3)2BRR' were complexed with vinylmagnesium bromide and then iodinated.Alkyl rerrangement to the ethenyl terminus, followed by deiodoboration, produced a mixture of 1-alkenes.The overall migratory aptitude order is cyclohexyl > sec-butyl > isobutyl > n-butyl, bicyclooctyl > thexyl.The magnitude of the migratory aptitude ratios after statistical correction varies with the alkyl substitution pattern in the borate.The migration order is most conveniently explained by consideration of relative conformational stability in the iodinated intermediates before rearrangement.

RATE OF ELECTROPHILIC ADDITION OF ACETIC ACID TO 1-HEXENE WHEN CATALYZED BY HETEROPOLY ACIDS

Kulikov, S. M.,Kozhevnicov, I. V.

, p. 1470 - 1472 (1982)

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Iron-catalyzed chain growth of ethylene: In situ regeneration of ZnEt2 by tandem catalysis

Cariou, Renan,Shabaker, John W.

, p. 4363 - 4367 (2015)

A dual catalyst system to implement in situ regeneration of ZnEt2, the Chain Transfer Agent (CTA) in Catalyzed Chain Growth of ethylene (CCG), has been demonstrated. As in typical CCG systems, an Fe homogeneous catalyst is used to grow oligomeric chains that transfer rapidly to ZnEt2. However, rather than liberating alkane products and destroying the expensive chain transfer agent via acid hydrolysis workup, a second Fe-alkyl catalyst, (BiPy)2FeEt2, has been introduced to regenerate ZnEt2 via ethyl/alkyl exchange and liberate the oligomer chains as α-olefins via ss-hydride elimination. This improvement reduces the ZnEt2 loading and leaves the chain growth catalyst competent, in contrast to Ni(acac)2 shown to be unsuitable for in situ tandem catalysis. These findings greatly enhance the industrial viability of the chemistry.

On the use of (TMS)3CH as novel tin-free radical reducing agent

Perchyonok, V. Tamara

, p. 5163 - 5165 (2006)

(TMS)3CH is an efficient free radical reducing agent. Debromination, deiodation, dechlorination as well as decarboxylation of Barton and Kim esters can proceed smoothly using this tin-free reducing agent. Rate constants for hydrogen atom abstraction from TMS3CH by primary radicals were also determined.

LIGANDS FOR PRODUCTION OF 1-HEXENE IN CHROMIUM ASSISTED ETHYLENE OLIGOMERIZATION PROCESS

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Paragraph 0054-0056, (2022/01/12)

Catalyst compositions and processes for the oligomerization of ethylene to 1-hexene are described. The catalyst composition includes a triamino bisphospino (NPNPN) ligand system with specific phosphorous and nitrogen ligands. The terminal nitrogen atoms include linear alkyl hydrocarbons that differ in the number of carbon atoms by 3.

Precursor Nuclearity and Ligand Effects in Atomically-Dispersed Heterogeneous Iron Catalysts for Alkyne Semi-Hydrogenation

Faust Akl, Dario,Ruiz-Ferrando, Andrea,Fako, Edvin,Hauert, Roland,Safonova, Olga,Mitchell, Sharon,López, Núria,Pérez-Ramírez, Javier

, p. 3247 - 3256 (2021/05/31)

Nanostructuring earth-abundant metals as single atoms or clusters of controlled size on suitable carriers opens new routes to develop high-performing heterogeneous catalysts, but resolving speciation trends remains challenging. Here, we investigate the potential of low-nuclearity iron catalysts in the continuous liquid-phase semi-hydrogenation of various alkynes. The activity depends on multiple factors, including the nuclearity and ligand sphere of the metal precursor and their evolution upon interaction with the mesoporous graphitic carbon nitride scaffold. Density functional theory predicts the favorable adsorption of the metal precursors on the scaffold without altering the nuclearity and preserving some ligands. Contrary to previous observations for palladium catalysts, single atoms of iron exhibit higher activity than larger clusters. Atomistic simulations suggest a central role of residual carbonyl species in permitting low-energy paths over these isolated metal centers.

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