1-Methylnaphthalene

Last updated
1-Methylnaphthalene [1]
1-Methylnaphthalene.svg
1-Methylnaphthalene 3D.png
Names
Preferred IUPAC name
1-Methylnaphthalene
Other names
α-methylnaphthalene
Identifiers
3D model (JSmol)
506793
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.788 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 201-966-8
KEGG
PubChem CID
RTECS number
  • QJ9630000
UNII
UN number 3082 1993
  • InChI=1S/C11H10/c1-9-5-4-7-10-6-2-3-8-11(9)10/h2-8H,1H3 Yes check.svgY
    Key: QPUYECUOLPXSFR-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C11H10/c1-9-5-4-7-10-6-2-3-8-11(9)10/h2-8H,1H3
    Key: QPUYECUOLPXSFR-UHFFFAOYAD
  • Cc1cccc2cccc12
Properties
C11H10
Molar mass 142.20 g/mol
AppearanceLiquid
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
-102.8·10−6 cm3/mol
Hazards
GHS labelling:
GHS-pictogram-exclam.svg GHS-pictogram-silhouette.svg GHS-pictogram-pollu.svg
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).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

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

Contents

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. [2] 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. [3]

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. [4]

See also

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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.