2-Methyldodecane

2-Methyldodecane
Names
	Other names isotridecane
Identifiers
CAS Number	1560-97-0 [PubChem];
3D model (JSmol)	Interactive image;
ChemSpider	14535;
EC Number	271-369-5;
PubChem CID	15270;
UNII	A6360WD7Y3;
CompTox Dashboard (EPA)	DTXSID3028714 ;
	InChI 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;
	SMILES CCCCCCCCCCC(C)C;
Properties
Chemical formula	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 pictograms
GHS Signal word	Danger
GHS hazard statements	H304, H372, H373
GHS precautionary statements	P260, P264, P270, P301+310, P314, P331, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

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

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.
Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2020 ACD/Labs). Retrieved from SciFinder. [2020-06-11].
Jun Terao, Hirohisa Todo, Hideyuki Watanabe, Aki Ikumi, Nobuaki Kambe (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.CS1 maint: multiple names: authors list (link)
Gérard Cahiez, Christophe Chaboche, Christophe Duplais, Arianna Giulliani, Alban Moyeux (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.CS1 maint: multiple names: authors list (link)
Stefan Mark, Nikola Gaidzik, Sven Doye, Markus Enders (2009). "Organochromium complexes as catalysts for the carboalumination of unactivated terminal olefins". Dalton Transactions (25): 4875–7. doi:10.1039/b902609f. ISSN 1477-9226. PMID 19662278. Retrieved 2020-06-19.CS1 maint: multiple names: authors list (link)

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[Bashkirov-1] 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] Jun Terao, Hirohisa Todo, Hideyuki Watanabe, Aki Ikumi, Nobuaki Kambe (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.CS1 maint: multiple names: authors list (link)

[4] Gérard Cahiez, Christophe Chaboche, Christophe Duplais, Arianna Giulliani, Alban Moyeux (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.CS1 maint: multiple names: authors list (link)

[5] Stefan Mark, Nikola Gaidzik, Sven Doye, Markus Enders (2009). "Organochromium complexes as catalysts for the carboalumination of unactivated terminal olefins". Dalton Transactions (25): 4875–7. doi:10.1039/b902609f. ISSN 1477-9226. PMID 19662278. Retrieved 2020-06-19.CS1 maint: multiple names: authors list (link)