Propyne
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| Names | |
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Preferred IUPAC name
Prop-1-yne
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| Other names
Propyne
Methylacetylene Methyl acetylene Allylene |
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| Identifiers | |
74-99-7 
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| 3D model (Jmol) | Interactive image |
| 878138 | |
| ChEBI |
CHEBI:48086
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| ChEMBL |
ChEMBL116902 
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| ChemSpider | 6095 |
| ECHA InfoCard | 100.000.754 |
| EC Number | 200-828-4 |
| MeSH | C022030 |
| PubChem | 6335 |
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| Properties | |
| C3H4 | |
| Molar mass | 40.0639 g/mol |
| Appearance | Colorless gas |
| Odor | Sweet |
| Density | 0.53 g/cm3 |
| Melting point | −102.7 °C (−152.9 °F; 170.5 K) |
| Boiling point | −23.2 °C (−9.8 °F; 250.0 K) |
| Vapor pressure | 5.2 atm (20°C) |
| Hazards | |
| Explosive limits | 1.7%-? |
| US health exposure limits (NIOSH): | |
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PEL (Permissible)
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TWA 1000 ppm (1650 mg/m3) |
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REL (Recommended)
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TWA 1000 ppm (1650 mg/m3) |
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IDLH (Immediate danger)
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1700 ppm |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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 (what is ?) |
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| Infobox references | |
Propyne (methylacetylene) is an alkyne with the chemical formula CH3C≡CH. It was a component of MAPP gas—along with its isomer propadiene (allene), which was commonly used in gas welding. Unlike acetylene, propyne can be safely condensed.
Propyne exists in equilibrium with propadiene, the mixture of propyne and propadiene being called MAPD:
The coefficient of equilibrium Keq is 0.22 at 270 °C or 0.1 at 5 °C. MAPD is produced as a side product, often an undesirable one, by cracking propane to produce propene, an important in the chemical industry. MAPD interferes with the catalytic polymerization of propene.
Propyne can also be synthesized on laboratory scale by reducing 1-propanol,allyl alcohol or acetone vapors over magnesium.
European space companies have researched using light hydrocarbons with liquid oxygen as a relatively high performing liquid rocket propellant combination that would also be less toxic than the commonly used MMH/NTO (monomethylhydrazine/nitrogen tetroxide). Their research showed that propyne would be highly advantageous as a rocket fuel for craft intended for low Earth orbital operations. They reached this conclusion based upon a specific impulse expected to reach 370 s with oxygen as the oxidizer, a high density and power density—and the moderate boiling point, which makes the chemical easier to store than fuels that must be kept at extremely low temperatures. (See cryogenics.)
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Wikipedia