2-Methyldodecane

Last updated
2-Methyldodecane
2-Methyldodecane-2D-skeletal.svg
Names
Preferred IUPAC name
2-Methyldodecane
Other names
Isotridecane
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 271-369-5
PubChem CID
UNII
  • InChI=1S/C13H28/c1-4-5-6-7-8-9-10-11-12-13(2)3/h13H,4-12H2,1-3H3
    Key: HGEMCUOAMCILCP-UHFFFAOYSA-N
  • CCCCCCCCCCC(C)C
Properties
C13H28
Molar mass 184.367 g·mol−1
Density 0.754 g·cm−3（20 °C） [1]
Boiling point 103–104 °C (376–377 K)（10.5 Torr） [1]
227.7±3.0 °C（760 Torr） [2]
Hazards
GHS labelling:
GHS-pictogram-silhouette.svg
Danger
H304, H372, H373
P260, P264, P270, P301+P310, P314, P331, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2-Methyldodecane, an organic compound with a chemical formula C13H28, is an isomer of tridecane. It is produced by the reaction of 1-bromodecane and diisopropyl zinc. [3] Reaction of decylmagnesium bromide and 2-bromopropane produce 2-methyldodecane too. [4] Another method to produce 2-methyldodecane is react 1-dodecene and trimethylaluminium. [5]

References

  1. 1 2 Bashkirov, A. N.; Shaikhutdinov, E. M.; Gilyarovskaya, L. A. Oxidation of monomethyl-substituted paraffin hydrocarbons in the liquid phase in the presence of boric acid. Doklady Akademii Nauk SSSR, 1963. 148. 1309-1311. ISSN   0002-3264.
  2. ↑ Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2020 ACD/Labs). Retrieved from SciFinder. [2020-06-11].
  3. ↑ Terao, Jun; Todo, Hirohisa; Watanabe, Hideyuki; Ikumi, Aki; Kambe, Nobuaki (2004-11-19). "Nickel-Catalyzed Cross-Coupling Reaction of Alkyl Halides with Organozinc and Grignard Reagents with 1,3,8,10-Tetraenes as Additives" . Angewandte Chemie International Edition. 43 (45): 6180–6182. doi:10.1002/anie.200460246. ISSN   1433-7851. PMID   15549748.
  4. ↑ Cahiez, Gérard; Chaboche, Christophe; Duplais, Christophe; Giulliani, Arianna; Moyeux, Alban (2008-07-07). "Cobalt-Catalyzed Cross-Coupling Reaction between Functionalized Primary and Secondary Alkyl Halides and Aliphatic Grignard Reagents" . Advanced Synthesis & Catalysis. 350 (10): 1484–1488. doi:10.1002/adsc.200800166.
  5. ↑ Mark, Stefan; Gaidzik, Nikola; Doye, Sven; Enders, Markus (2009). "Organochromium complexes as catalysts for the carboalumination of unactivated terminal olefins" . Dalton Transactions (25): 4875–4877. doi:10.1039/b902609f. ISSN   1477-9226. PMID   19662278 . Retrieved 2020-06-19.
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