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7688-21-3

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7688-21-3 Usage

Description

cis-2-Hexene, one of the isomeric forms of hexene, is a clear colorless liquid obtained from 2-hexyne through semihydrogenation in the presence of Pd78(phen) [phen = 1,10-Phenanthroline] on titanium dioxide in n-octane. It is also formed as a primary product from the dimerization of propylene in the presence of a nickel oxide-silica-alumina catalyst. cis-2-Hexene undergoes isomerization/hydrosilylation reaction with phenyl silane in the presence of a cobalt catalyst to produce 1-hexylphenylsilane.

Uses

Used in Organic Chemical Synthesis:
cis-2-Hexene is utilized as an organic chemical synthesis intermediate for various applications in the chemical industry. Its unique structure and reactivity make it a valuable component in the synthesis of a wide range of organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Polymer Industry:
cis-2-Hexene is used as a monomer in the production of various types of polymers, such as polyolefins and copolymers. These polymers are widely used in the manufacturing of plastics, films, fibers, and other materials with diverse applications in packaging, automotive, construction, and textile industries.
Used in Fragrance Industry:
Due to its unique chemical structure, cis-2-hexene can be used as a starting material for the synthesis of various fragrance compounds. These synthesized compounds can be used in the production of perfumes, cosmetics, and other personal care products.
Used in Flavor Industry:
Similarly, cis-2-hexene can be employed in the synthesis of flavor compounds, which can be used in the food and beverage industry to enhance the taste and aroma of various products.
Used in Chemical Research:
cis-2-Hexene is also used as a research compound in academic and industrial laboratories. Its unique properties and reactivity make it an interesting subject for studying various chemical reactions and processes, contributing to the advancement of chemical science and technology.

Purification Methods

Purify it as for 1-hexene above. [Beilstein 1 IV 833.]

Check Digit Verification of cas no

The CAS Registry Mumber 7688-21-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,6,8 and 8 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 7688-21:
(6*7)+(5*6)+(4*8)+(3*8)+(2*2)+(1*1)=133
133 % 10 = 3
So 7688-21-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H12/c1-3-5-6-4-2/h3,5H,4,6H2,1-2H3/b5-3-

7688-21-3 Well-known Company Product Price

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  • Alfa Aesar

  • (H53506)  cis-2-Hexene, 96%   

  • 7688-21-3

  • 5g

  • 431.0CNY

  • Detail
  • Alfa Aesar

  • (H53506)  cis-2-Hexene, 96%   

  • 7688-21-3

  • 25g

  • 2037.0CNY

  • Detail

7688-21-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name (Z)-hex-2-ene

1.2 Other means of identification

Product number -
Other names cis-Hex-2-ene

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:7688-21-3 SDS

7688-21-3Relevant articles and documents

Highly cis-selective and lead-free hydrogenation of 2-hexyne by a supported Pd catalyst with an ionic-liquid layer

Schwab, Frederick,Weidler, Natascha,Lucas, Martin,Claus, Peter

, p. 10406 - 10408 (2014)

A simple Pd/SiO2 catalyst which was modified with the ionic liquid [BMPL][DCA] gave an excellent yield of 88% towards cis-2-hexene in the stereoselective hydrogenation of 2-hexyne. The catalyst outperforms, even at full conversion, the commonly used lead-poisoned, toxic Lindlar catalyst and supported colloidal-based Pd as well. This journal is the Partner Organisations 2014.

Geometrically Constrained Cationic Low-Coordinate Tetrylenes: Highly Lewis Acidic σ-Donor Ligands in Catalytic Systems

Keil, Philip M.,Hadlington, Terrance J.

supporting information, (2022/01/13)

A novel non-innocent ligand class, namely cationic single-centre ambiphiles, is reported in the phosphine-functionalised cationic tetrylene Ni0 complexes, [PhRDippENi(PPh3)3]+ (4 a/b (Ge) and 5 (Sn); PhRDipp={[Ph2PCH2SiR2](Dipp)N}?; R=Ph, iPr; Dipp=2,6-iPr2C6H3). The inherent electronic nature of low-coordinate tetryliumylidenes, combined with the geometrically constrained [N?E?Ni] bending angle enforced by the chelating phosphine arm in these complexes, leads to strongly electrophilic EII centres which readily bind nucleophiles, reversibly in the case of NH3. Further, the GeII centre in 4 a/b readily abstracts the fluoride ion from [SbF6]? to form the fluoro-germylene complex PhRDippGe(F)Ni(PPh3)3 9, despite this GeII centre simultaneously being a σ-donating ligand towards Ni0. Alongside the observed catalytic ability of 4 and 5 in the hydrosilylation of alkynes and alkenes, this forms an exciting introduction to a multi-talented ligand class in cationic single-centre ambiphiles.

Immobilized Platinum Hydride Species as Catalysts for Olefin Isomerizations and Enyne Cycloisomerizations

Bauer, Matthias,Cronin, Steve P.,Dyballa, Michael,Estes, Deven P.,Li, Zheng,Maier, Sarah,Nowakowski, Michal,Vu Dinh, Manh-Anh

supporting information, p. 1751 - 1757 (2021/06/28)

Platinum hydride species catalyze a number of interesting organic reactions. However, their reactions typically involve the use of high loadings of noble metal and are difficult to recycle, making them somewhat unsustainable. We have synthesized surface-immobilized Pt-H species via oxidative addition of surface OH groups to Pt(PtBu3)2 (1), a rarely used immobilization technique in surface organometallic chemistry. The hydride species thus made were characterized by infrared, magic-angle spinning nuclear magnetic resonance, and X-ray absorption spectroscopies and catalyzed both olefin isomerization and cycloisomerization of a 1,6 enyne (5) with a high selectivity and low Pt loading.

Comparative Study of Homogeneous and Silica Immobilized N^N and N^O Palladium(II) Complexes as Catalysts for Hydrogenation of Alkenes, Alkynes and Functionalized Benzenes

Akiri, Saphan O.,Ngcobo, Nondumiso L.,Ojwach, Stephen O.

, p. 2850 - 2862 (2020/03/30)

Abstract: This work reports the use of homogeneous and silica immobilized palladium(II) complexes of ligands (2-phenyl-2-((3(triethoxysilyl)propyl)imino)ethanol) (L1), (4-methyl-2-((3(triethoxysilyl)propyl)imino)methyl)phenol) (L2), [L1-MCM-41] (L1im), and [L2-MCM-41] (L2im) as catalysts in molecular hydrogenation of alkenes, alkynes and functionalized benzenes. The homogeneous complexes [Pd(L1)2] (Pd1), [Pd(L2)2] (Pd2), [Pd(L1)(Cl2)] (Pd3),?and [Pd(L2)(Cl2)] (Pd4), and their respective silica immobilized?complexes [Pd(L1)2]-MCM-41] (Pd1im), [Pd(L2)2)-MCM-4] (Pd2im), [Pd (L1)(Cl2)-MCM-41] (Pd3im) and [Pd(L2)(Cl2)]-MCM-41] (Pd4im) formed active catalysts in?the molecular hydrogenation of these substrates. The catalytic activities and product distribution in these reactions were largely dictated by the nature of the substrate. The kinetic studies revealed a pseudo-first order dependence on styrene substrate for both the homogeneous and immobilized catalysts. Significantly, the selectivity of both homogeneous and immobilized catalysts were comparable in the hydrogenation of both?alkynes and multi-functionalized benzenes. The supported catalysts could be recycled up to four times with minimum loss of catalytic activity and showed absence of any leaching from hot filtration experiments. Kinetics and poisoning studies established that complexes Pd1–Pd4 were largely homogeneous in nature, while the immobilized complexes Pd1im–Pd4im formed Pd(0) nanoparticles as the main active species. Graphic Abstract: [Figure not available: see fulltext.].

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