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1-Methylnaphthalene

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1-Methylnaphthalene
Names
Preferred IUPAC name 1-Methylnaphthalene
Other names α-methylnaphthalene
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 506793
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.788 Edit this at Wikidata
EC Number
  • 201-966-8
KEGG
PubChem CID
RTECS number
  • QJ9630000
UNII
UN number 3082 1993
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C11H10/c1-9-5-4-7-10-6-2-3-8-11(9)10/h2-8H,1H3Key: QPUYECUOLPXSFR-UHFFFAOYSA-N
  • InChI=1/C11H10/c1-9-5-4-7-10-6-2-3-8-11(9)10/h2-8H,1H3Key: QPUYECUOLPXSFR-UHFFFAOYAD
SMILES
  • Cc1cccc2ccccc12
Properties
Chemical formula C11H10
Molar mass 142.20 g/mol
Appearance Liquid
Density 1.001 g/mL
Melting point −22 °C (−8 °F; 251 K)
Boiling point 240–243 °C (464–469 °F; 513–516 K)
Vapor pressure 4.91
Magnetic susceptibility (χ) -102.8·10 cm/mol
Hazards
GHS labelling:
Pictograms GHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Signal word Danger
Hazard statements H302, H304, H411
Precautionary statements 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 , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

1-Methylnaphthalene is an organic compound with the formula C11H10. It is a colorless liquid. It is isomeric with 2-methylnaphthalene.

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. 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.

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.

See also

References

  1. 1-Methylnaphthalene Archived 2008-05-13 at the Wayback Machine at University of Oxford
  2. Speight, James G. (2015). Handbook of Petroleum Product Analysis. Hoboken, NJ: Wiley. pp. 158–159. ISBN 978-1-322-95015-0. OCLC 903318141.
  3. Jääskeläinen, Hannu (2007). Fuel Property Testing: Ignition Quality. DieselNet Technology Guide (Technical report). ECOpoint Inc. Archived from the original on 2019-06-26. Retrieved 2021-02-24.
  4. Liu, X.; Ellis, J. E. (2004). "Hexacarbonylvanadate(1−) and Hexacarbonylvanadium(0)". Inorg. Synth. 34: 96–103. doi:10.1002/0471653683.ch3. ISBN 0-471-64750-0.

External links

Polycyclic aromatic hydrocarbons
2 rings
3 rings
4 rings
5 rings
6 rings
7+ rings
General classes
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