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291-64-5

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291-64-5 Usage

Description

Cycloheptane is a colorless oily liquid that is insoluble in water and less dense than water. It has a faint odor resembling cyclohexane, cyclooctane, or gasoline. It is a clear, flammable liquid with a flash point of 60°F and its vapors are heavier than air. Inhalation of high concentrations may have a narcotic effect. Cycloheptane is used to make other chemicals and can be used to obtain fluorocycloheptane.

Uses

Used in Chemical Industry:
Cycloheptane is used as a nonpolar solvent in the chemical industry due to its clear, colorless liquid properties and insolubility in water.
Used in Pharmaceutical Industry:
Cycloheptane serves as an intermediate in the manufacture of chemicals and pharmaceutical drugs, contributing to the development and production of various medications.
Used in Fluorocycloheptane Production:
Cycloheptane can be used to produce fluorocycloheptane, which has its own set of applications in different industries.

Synthesis Reference(s)

Journal of the American Chemical Society, 95, p. 1669, 1973 DOI: 10.1021/ja00786a057Tetrahedron Letters, 17, p. 463, 1976 DOI: 10.1016/S0040-4039(00)77883-XThe Journal of Organic Chemistry, 40, p. 3652, 1975 DOI: 10.1021/jo00913a008

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

Saturated aliphatic hydrocarbons, such as CYCLOHEPTANE, may be incompatible with strong oxidizing agents like nitric acid. Charring of the hydrocarbon may occur followed by ignition of unreacted hydrocarbon and other nearby combustibles. In other settings, aliphatic saturated hydrocarbons are mostly unreactive. They are not affected by aqueous solutions of acids, alkalis, most oxidizing agents, and most reducing agents.

Fire Hazard

Special Hazards of Combustion Products: Vapor may travel considerable distance to a source of ignition and flash back. Container explosion may occur under fire conditions. Forms explosive mixures in air.

Environmental fate

Biological. Cycloheptane may be oxidized by microbes to cycloheptanol, which may oxidize to give cycloheptanone (Dugan, 1972). Photolytic. The following rate constants were reported for the reaction of cycloheptane and OH radicals in the atmosphere: 1.31 x 10-12 cm3/molecule?sec at 298 K (Atkinson, 1985) and 1.25 x 10-11 cm3/molecule?sec (Atkinson, 1990). Chemical/Physical. Cycloheptane will not hydrolyze because it has no hydrolyzable functional group.

Purification Methods

Distil it from sodium using a Vigreux column (p 11), under nitrogen. It is highly flammable. [Bocian & Strauss J Am Chem Soc 99 2866 1977, Ruzicka et al. Helv Chim Acta 28 395 1945, Beilstein 5 H 92, 5 IV 92.]

Check Digit Verification of cas no

The CAS Registry Mumber 291-64-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 2,9 and 1 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 291-64:
(5*2)+(4*9)+(3*1)+(2*6)+(1*4)=65
65 % 10 = 5
So 291-64-5 is a valid CAS Registry Number.
InChI:InChI=1/C7H14/c1-2-4-6-7-5-3-1/h1-7H2

291-64-5 Well-known Company Product Price

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  • Alfa Aesar

  • (B22902)  Cycloheptane, 99%   

  • 291-64-5

  • 5g

  • 401.0CNY

  • Detail
  • Alfa Aesar

  • (B22902)  Cycloheptane, 99%   

  • 291-64-5

  • 25g

  • 1148.0CNY

  • Detail
  • Aldrich

  • (C98403)  Cycloheptane  98%

  • 291-64-5

  • C98403-5G

  • 478.53CNY

  • Detail
  • Aldrich

  • (C98403)  Cycloheptane  98%

  • 291-64-5

  • C98403-25G

  • 1,496.43CNY

  • Detail

291-64-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name CYCLOHEPTANE

1.2 Other means of identification

Product number -
Other names Suberane

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:291-64-5 SDS

291-64-5Relevant articles and documents

Titania-photocatalyzed transfer hydrogenation reactions with methanol as a hydrogen source: Enhanced catalytic performance by Pd-Pt alloy at ambient temperature

Zhao, Yubao,Pan, Feng,Li, Hui,Xu, Guo Qin,Chen, Wei

, p. 454 - 458 (2014)

Hydrogenation reactions are of great importance in scientific research and in industry productions. Herein, we designed a novel system to realize photocatalytic transfer hydrogenation by using solar light as the energy input and methanol as the hydrogen source. In this reaction, titania loaded with Pd-Pt bimetallic alloy nanocrystals as a cocatalyst exhibited photocatalytic performance that was remarkably superior to that exhibited by titania with Pd or Pt alone as the cocatalyst. This work has shed light on the rational design of multifunctional catalysts through selecting appropriate bimetallic alloys as efficient cocatalysts. Light up, as if you have a catalyst: Photocatalytic transfer hydrogenation is efficiently realized on Pd-Pt/TiO2 under mild reaction conditions with the use of light irradiation as the energy input and methanol as the hydrogen source at ambient temperature. The Pd-Pt alloy cocatalyst exhibits enhanced catalytic performance relative to that of the monometallic Pd or Pt component. Copyright

Rational Design of an Iron-Based Catalyst for Suzuki–Miyaura Cross-Couplings Involving Heteroaromatic Boronic Esters and Tertiary Alkyl Electrophiles

Byers, Jeffery A.,Crockett, Michael P.,Li, Bo,Wong, Alexander S.

supporting information, p. 5392 - 5397 (2020/03/04)

Suzuki–Miyaura cross-coupling reactions between a variety of alkyl halides and unactivated aryl boronic esters using a rationally designed iron-based catalyst supported by β-diketiminate ligands are described. High catalyst activity resulted in a broad substrate scope that included tertiary alkyl halides and heteroaromatic boronic esters. Mechanistic experiments revealed that the iron-based catalyst benefited from the propensity for β-diketiminate ligands to support low-coordinate and highly reducing iron amide intermediates, which are very efficient for effecting the transmetalation step required for the Suzuki–Miyaura cross-coupling reaction.

Triazolylidene Iridium Complexes for Highly Efficient and Versatile Transfer Hydrogenation of C=O, C=N, and C=C Bonds and for Acceptorless Alcohol Oxidation

Mazloomi, Zahra,Pretorius, René,Pàmies, Oscar,Albrecht, Martin,Diéguez, Montserrat

, p. 11282 - 11298 (2017/09/25)

A set of iridium(I) and iridium(III) complexes is reported with triazolylidene ligands that contain pendant benzoxazole, thiazole, and methyl ether groups as potentially chelating donor sites. The bonding mode of these groups was identified by NMR spectroscopy and X-ray structure analysis. The complexes were evaluated as catalyst precursors in transfer hydrogenation and in acceptorless alcohol oxidation. High-valent iridium(III) complexes were identified as the most active precursors for the oxidative alcohol dehydrogenation, while a low-valent iridium(I) complex with a methyl ether functionality was most active in reductive transfer hydrogenation. This catalyst precursor is highly versatile and efficiently hydrogenates ketones, aldehydes, imines, allylic alcohols, and most notably also unpolarized olefins, a notoriously difficult substrate for transfer hydrogenation. Turnover frequencies up to 260 h-1 were recorded for olefin hydrogenation, whereas hydrogen transfer to ketones and aldehydes reached maximum turnover frequencies greater than 2000 h-1. Mechanistic investigations using a combination of isotope labeling experiments, kinetic isotope effect measurements, and Hammett parameter correlations indicate that the turnover-limiting step is hydride transfer from the metal to the substrate in transfer hydrogenation, while in alcohol dehydrogenation, the limiting step is substrate coordination to the metal center.

Reduced graphene oxide supported nickel-palladium alloy nanoparticles as a superior catalyst for the hydrogenation of alkenes and alkynes under ambient conditions

?etinkaya, Yasin,Metin, ?nder,Balci, Metin

, p. 28538 - 28542 (2016/04/08)

Addressed herein is the superior catalytic performance of reduced graphene oxide supported Ni30Pd70 alloy nanoparticles (rGO-Ni30Pd70) for the direct hydrogenation of alkenes and alkynes to alkanes, which surpasses the commercial Pd/C catalyst both in activity and stability. A variety of cyclic or aromatic alkenes and alkynes (a total of 17 examples) were rapidly reduced to the corresponding alkanes with high yields (>99%) via the presented direct hydrogenation protocol under ambient conditions. Compared to the commercially available Pd/C (10 wt%) catalyst, the rGO-Ni30Pd70 catalyst provided higher yields in shorter reaction times under the optimized conditions. Moreover, the rGO-Ni30Pd70 catalysts were more stable and durable than the commercial Pd/C catalysts by preserving their initial activity after five consecutive runs in the hydrogenation reactions.

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