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]

2-Methyldodecane
Names
Preferred IUPAC name
2-Methyldodecane
Other names
Isotridecane
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 271-369-5
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:
GHS08: Health hazard
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).

References

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  1. ^ a b 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.