294-62-2 Usage
Overview
Cyclododecane (CDD) is an explosive cyclic alkane and is moderately inert since it is exclusively hydrogen and carbon compounds and is non-polar. The colorless, translucent compound has a wax-like consistency as well as good film-forming properties. At room temperature, cyclododecane is stable and is commonly sold in form of irregularly formed crystals.
The compound has a boiling point of 243oC and a melting point of 58-61oC. The most attractive property of cyclododecane is that it sublimes, thus eliminating additional chemical procedures that can remove it. Studies have revealed that cyclododecane can sublime at the rate of 0.03 mm per 24 hours. Nevertheless, sublimation of cyclododecane is dependent on many factors such as film density and thickness, atmospheric pressure and temperature, substrate porosity, and air exchange over the film’s surface.
Uses
Different sources of media describe the Uses of 294-62-2 differently. You can refer to the following data:
1. Cyclododecane is considered as a new product in the conservation industry that is utilized as a temporary fixative, consolidant, barrier layer, and masking material in numerous fields of specialization. As a consolidant, it protects fragile ceramics while moving; therefore, allowing packaging and handling without any damage. As a temporary adhesive, cyclododecane has also been used remove subsequent of an adhesive without causing any damage.
Its film-forming properties are one of the desirable working characteristics. The compound has been employed as a fixative for moisture-sensitive media on paper in the process of aqueous treatment. Due to its non-polar quality, cyclododecane can be used to protect materials that are solvent-sensitive during local solvent treatment.
At room temperature, cyclododecane has the ability form a typically rigid solid, therefore, it has been used to secure friable substrates or flaking paint during transportation or during cleaning in surrounding. Moreover, it has been used to isolate the surface of an object when making mold.
2. Cyclooctane and cyclononane are used as starting materials
for organic synthesis. The major use of cyclododecane is as
an intermediate for the production of chemicals used to make
polyamides, polyesters, synthetic lubricating oils, and nylon
12; it is also used as a high-purity solvent. An emulsion of
cyclododecane can be used to emulsify pesticides. It is also
used as a mothproofing agent.
Application Methods
Cyclododecane can be applied as a solvent solution or a melt. There should be a consideration of the substrate when selecting an application methods. Cyclododecane is generally reapplied between treatments for works of art paper.
Cyclododecane melts at about 60oC and can applied with a wax-melting stylus, heated spatula, melting the compound, and spraying machine. A rheostat may be used to control the temperatures of the tools used to apply cyclododecane.
Brush application should not be used unless a solvent is added at lower melting point. Cyclododecane will solidify and form a film after cooling. On the other hand, an immediate transition in temperature will form a dense, homogeneous film.
Cyclododecane can be dissolved in aromatic and non-polar solvents and applied by syringe, brush, or aerosol-spray. However, it is almost impossible to produce uniform films and numerous applications are needed to build up the film. It is important to note that a film layer should be produced using a saturated solution. The concentration of solid will fluctuate with use of a heated stirring tool and the choice of solvent.
Treatment Considerations
It is important to evaluate the aims of the treatment and the stability of object. Also, sensitivity of object to hydrocarbon or to heat should be considered. Although CDD is comparatively transparent, areas that are normally covered with the compound have reduced clarity.
Health Effects
Contact of cyclododecane with the skin may cause rash or irritation while it can cause irritation and discomfort to the eye or a blurring vision. To avoid inhalation exposure through vapors, one should wear a respirator. Eye protection such as goggles and safety glasses is recommended to avoid contact through spraying or splashing of the material. In addition, gloves should always be used when handling cyclododecane solvents. As a volatile material, cyclododecane should be stored away from flames and sparks, which might ignite it. Moreover, it should not be mixed with strong oxidants.
Chemical Properties
Different sources of media describe the Chemical Properties of 294-62-2 differently. You can refer to the following data:
1. white solid
2. Cyclooctane and cyclononane are flammable liquids, and
cyclododecane a volatile, flammable solid.
Synthesis Reference(s)
Tetrahedron Letters, 36, p. 3897, 1995 DOI: 10.1016/0040-4039(95)00593-2
Check Digit Verification of cas no
The CAS Registry Mumber 294-62-2 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 4 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 294-62:
(5*2)+(4*9)+(3*4)+(2*6)+(1*2)=72
72 % 10 = 2
So 294-62-2 is a valid CAS Registry Number.
InChI:InChI=1/C12H24/c1-2-4-6-8-10-12-11-9-7-5-3-1/h1-12H2
294-62-2Relevant articles and documents
Saltiel,J.,Ng Lim,L.-S.
, p. 5404 - 5405 (1969)
Diastereomeric cyclic tris-allenes
Mustafa, Hussein H.,Baird, Mark S.,Al Dulayymi, Juma'A R.,Tverezovskiy, Viacheslav V.
, p. 2497 - 2499 (2013)
Both diastereomers of the tris-allene, cyclododeca-1,2,5,6,9,10-hexaene have been obtained using a triple cyclopropylidene-allene rearrangement. On the NMR timescale, one has D3 symmetry, and is the smallest hydrocarbon synthesised to have this symmetry, and the second has C2 symmetry.
Discrimination of Rotational Isomeric States in Cycloalkanes by Solid-State CP-MAS 13C NMR Spectroscopy
Moeller, Martin,Gronski, Wolfram,Cantow, Hans Joachim,Hoecker, Hartwig
, p. 5093 - 5099 (1984)
The solid-state behavior of three cycloalkanes, cyclododecane, cyclotetraeicosane, and cyclohexatriacontane, was investigated by means of temperature dependent magic angle cross-polarization 13C NMR experiments.For the two smaller ring molecules a state of high internal mobility like the "rotator phase" in n-alkanes was detected.It could be correlated with a phase transition in the solid state visible by means of DSC.In the case of (CH2)12 this is 151 K below the melting point, and in the case of (CH2)24 it is 25 K below the melting transition.The CP-MAS 13C NMR spectra show a transition from the fast exchange to the slow exchange regime of magnetically nonequivalent states.By comparison with X-ray diffraction data the well-resolved resonance signals for the low-temperature phases were assigned to molecular segments distinguished by the rotational isomeric states of the carbon-carbon bonds.Chemical shift differences due to conformational isomerism were as large as 12 ppm; thus, they exceed "packing effects" by far.
Sustainable System for Hydrogenation Exploiting Energy Derived from Solar Light
Ishida, Naoki,Kamae, Yoshiki,Ishizu, Keigo,Kamino, Yuka,Naruse, Hiroshi,Murakami, Masahiro
supporting information, p. 2217 - 2220 (2021/02/16)
Herein described is a sustainable system for hydrogenation that uses solar light as the ultimate source of energy. The system consists of two steps. Solar energy is captured and chemically stored in the first step; exposure of a solution of azaxanthone in ethanol to solar light causes an energy storing dimerization of the ketone to produce a sterically strained 1,2-diol. In the second step, the chemical energy stored in the vicinal diol is released and used for hydrogenation; the diol offers hydrogen onto alkenes and splits back to azaxanthone, which is easily recovered and reused repeatedly for capturing solar energy.
A New Protocol for Catalytic Reduction of Alkyl Chlorides Using an Iridium/Bis(benzimidazol-2′-yl)pyridine Catalyst and Triethylsilane
Fukuyama, Takahide,Hamada, Yuki,Ryu, Ilhyong
, p. 3404 - 3408 (2021/07/14)
The reduction of alkyl chlorides using triethylsilane is investigated. Primary, secondary, tertiary, and benzylic C-Cl bonds are effectively converted into C-H bonds using an [IrCl(cod)] 2/2,6-bis(benzimidazol-2′-yl)pyridine catalyst system. This catalyst system is quite simple since the tridentate N-ligand can be easily prepared in one step from commercially available reagents.