1-Methylnaphthalene

1-Methylnaphthalene is an organic compound with the formula CH3C10H7. It is a colorless liquid. It is isomeric with 2-methylnaphthalene.

1-Methylnaphthalene[1]
Names
Preferred IUPAC name
1-Methylnaphthalene
Other names
α-methylnaphthalene
Identifiers
3D model (JSmol)
506793
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.788
EC Number
  • 201-966-8
KEGG
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 checkY
    Key: QPUYECUOLPXSFR-UHFFFAOYSA-N checkY
  • 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
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
-102.8·10−6 cm3/mol
Hazards
GHS labelling:
GHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
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).
checkY verify (what is checkY☒N ?)
Infobox references

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

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.


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