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Encyclopedia > Ethyne

The chemical compound acetylene, also called ethyne, was discovered in 1836 by Edmund Davy, in England; its chemical formula is C2H2 and its structure is:


image:acetylene.png


Acetylene is a colorless and extremely flammable gas at standard temperature and pressure and has a pleasantly sweet ethereal odor. However, when prepared using calcum carbide, it has a sharp, noxious garlic-like odor due to impurities in the carbide forming various other compounds such as phosphine, arsine and small amounts of hydrogen sulfide and possibly very small amounts of the following potentially harmful gasses: divinyl sulfide, ammonia, methane, carbon monoxide, vinyl acetylene, divinyl acetylene, diacetylene, propadiene, hexadiene, butadienyl acetylene, and methyl acetylene. The Compressed Gas Association Commodity Specification for Acetylene has established a grading system for identifying and quantifying phosphine, arsine, and hydrogen sulfide content in commercial grades of acetylene in order to limit exposure to these impurities[1] (http://www.cganet.com/publication_detail.asp?id=G-1.1). Acetylene can explode with extreme violence if the pressure of the gas exceeds about 100 kPa as a gas or when in liquid or solid form, so it is shipped and stored dissolved in acetone. The majority of acetylene's chemical energy is contained in the carbon-carbon triple bond.


Above 400°C (which is quite low for a hydrocarbon), the pyrolysis of acetylene will start. The main products are the dimer vinylacetylene (C4H4) and benzene. At temperatures above 900°C, the main product will be soot.


The principal raw materials for acetylene manufacture are calcium carbonate (limestone) and coal. The calcium carbonate is first converted into calcium oxide and the coal into coke, then the two are reacted with each other to form calcium carbide and carbon monoxide:

CaO + 3C → CaC2 + CO

Calcium carbide and water are then reacted by any of several methods to produce acetylene and calcium hydroxide.

CaC2 + 2H2O → Ca(OH)2 + C2H2

Acetylene can also be manufactured by the partial combustion of methane with oxygen, or by the cracking of hydrocarbons.


Approximately 80 percent of the acetylene produced annually in the United States is used in chemical synthesis. The remaining 20 percent is used primarily for oxyacetylene gas welding and cutting. Combustion with oxygen produces a flame of over 3300ºC, releasing 11,800 J/g.


Uses

Acetylene is also used in the acetylene lamp or carbide lamp, formerly found in mines (not to be confused with the Davy lamp), and on vintage cars; it is still sometimes used by cavers. In this context, it is generated by adding calcium carbide (CaC2) pellets to water. The lamp was first patented in Duluth, Minnesota on October 21, 1902 (U.S. Patent No. 711 871).


In former times a few towns used acetylene for lighting, including North Petherton in England, where it was installed in 1898.


Nowadays acetylene is used for carburization (i.e. hardening) of steel. Research in the last ten years has concluded that acetylene is the best hydrocarbon available for this purpose.


Burning Ice Cubes: a magic trick / experiment in acetylene synthesis


Required: calcium carbide pellets, matches, ice cubes, borosilicate oven glass bowl (or preferably beaker), pencil and paper (optional)


Preparation: Do this experiment outside or in a fume hood. The ice need not be pure.


Experimentation:


1. Place 3-5 calcium carbide pellets in the bottom of the beaker or bowl.


2. Explain that the "rocks" are there to hold the beaker or bowl down.


3. Place ice cubes in beaker or bowl and light with a match.


4. The reaction occurring is the following: CaC2+2H2O → Ca(OH-)2 + C2H2,
    followed by: 2C2H2+5O2 → 4CO2+2H2O. A pencil and paper may come in handy.


The remaining calcium hydroxide can be saved for use in chemistry or cleaning purposes, or diluted and poured down the drain. Diluting can be accomplished by running water from the tap down the drain along with the calcium hydroxide - pour slowly. Wash out bowl or beaker with soap and water.


External link

  • http://www.corpbrothers.com/ccgpdcts/acetylen.htm

  Results from FactBites:
 
PLI's Patent Bar Review (6901 words)
All of the foregoing heteroaromatic ethyne compounds may be used in the same manner as the compounds of formula (I).
Pharmaceutical compositions containing the heteroaromatic ethyne compounds may be prepared by mixing the compounds or an acid addition salt thereof with a pharmaceutical carrier according to conventional techniques.
For oral administration, the conventional pharmaceutical diluent or carrier may be used, including liquid media such as water, glycols, and oils for preparation of elixirs, suspensions, and solutions; and solid carriers, such as starches, sugars, and kaolin alone or together with lubricants, binders, and disintegrating agents for preparation of powders, capsules, and tablets.
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