1-Methylnaphthalene
Chemical compound
From Wikipedia, the free encyclopedia
1-Methylnaphthalene is an organic compound with the formula C11H10. It is a colorless liquid. It is isomeric with 2-methylnaphthalene. It is generally obtained as a minor component of coal tar.[3]
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| Names | |
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| Preferred IUPAC name
1-Methylnaphthalene | |
| Other names
α-methylnaphthalene | |
| Identifiers | |
3D model (JSmol) |
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| 506793 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.001.788 |
| EC Number |
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| KEGG | |
PubChem CID |
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| RTECS number |
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| UNII | |
| UN number | 3082 1993 |
CompTox Dashboard (EPA) |
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| Properties | |
| C11H10 | |
| Molar mass | 142.20 g/mol |
| Appearance | Liquid |
| Density | 1.001 g/mL |
| Melting point | â22 °C (â8 °F; 251 K) |
| Boiling point | 244.8 °C (472.6 °F; 518.0 K)[2] |
| Vapor pressure | 4.91 |
| â102.8·10â6 cm3/mol | |
| Hazards | |
| GHS labelling: | |
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| Danger | |
| H302, H304, H411 | |
| P264, P270, P273, P301+P310, P301+P312, P330, P331, P391, P405, P501 | |
| Flash point | 82 °C (180 °F; 355 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Reference fuel
1-Methylnaphthalene defines the lower (zero) reference point of cetane number, a measure of diesel fuel ignition quality, as it has a long ignition delay (poor ignition qualities). In contrast, cetane, with its short ignition delay, defines the upper reference point at 100.[4] In testing, isocetane (2,2,4,4,6,8,8-heptamethylnonane or HMN) replaced 1-methylnaphthalene as the low cetane number reference fuel in 1962 for reasons of better oxidation stability and ease of use in the reference engine. The scale is unchanged, as isocetane's cetane number is measured at 15, referenced to 1-methylnaphthalene and cetane.[5]
Methylnaphthalene anion
With alkali metals, 1-methylnaphthalene forms radical anion salts such as sodium 1-methylnaphthalene.
Compared to its structural analog sodium naphthalene, sodium 1-methylnaphthalene is more soluble, which is useful for low-temperature reductions.[6]