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1-Methylnaphthalene

Chemical compound From Wikipedia, the free encyclopedia

1-Methylnaphthalene

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

Quick Facts Names, Identifiers ...
1-Methylnaphthalene[1]
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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 Y
    Key: QPUYECUOLPXSFR-UHFFFAOYSA-N Y
  • InChI=1/C11H10/c1-9-5-4-7-10-6-2-3-8-11(9)10/h2-8H,1H3
    Key: QPUYECUOLPXSFR-UHFFFAOYAD
  • Cc1cccc2ccccc12
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).
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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.[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

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