2-Methyltridecane

2-Methyltridecane
Names
	Preferred IUPAC name 2-Methyltridecane
Identifiers
CAS Number	1560-96-9 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:84277;
ChemSpider	14534;
PubChem CID	15269;
UNII	6UNR6OUH0J;
CompTox Dashboard (EPA)	DTXSID30166027 ;
	InChI InChI=1S/C14H30/c1-4-5-6-7-8-9-10-11-12-13-14(2)3/h14H,4-13H2,1-3H3 Key: CJBFZKZYIPBBTO-UHFFFAOYSA-N;
	SMILES CC(C)CCCCCCCCCCC;
Properties
Chemical formula	C14H30
Molar mass	198.394 g·mol−1
Melting point	−21 °C (252 K)
Boiling point	121.5 °C (394.6 K)（12 Torr）
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

2-Methyltridecane is an organic compound with chemical formula C₁₄H₃₀. It is an isomer of tetradecane. It can be produced by reducing 2,2-dimethyl-3-decylthiirane.^[3] Metallic lanthanum in tetrahydrofuran can reduce 2-iodo-2-methyltridecane into 2-methyltridecane. In this reaction, the byproducts include 12,12,13,13-tetramethyltetracosane and some alkenes.^[4] Adding hydrogen to 13-bromo-2-methyldecan-2-ol can produce some 2-methyltridecane. This reaction is catalyzed by Raney nickel.^[5]

References

^ Petrov, A. D. Synthesis and properties of branched C12-C24 paraffins. Doklady - Akademiya Nauk Azerbaidzhanskoi SSR, 1955. 11 (11): 747-755. ISSN 0002-3078.
^ Petrov, Al. A.; Sergienko, S. R.; Nechitailo, N. A.; Tsedilina, A. L. Synthesis and properties of monomethyl alkanes of composition C12-16. Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1959. 1091-1097. ISSN 0002-3353.
^ J.R. Schauder, J.N. Denis, A. Krief (1983). "Reduction of thiiranes to alkenes and alkanes". Tetrahedron Letters. 24 (15): 1657–1660. doi:10.1016/S0040-4039(00)81737-2. Retrieved 2020-06-10.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ Toshiki Nishino, Toshihisa Watanabe, Mitsuo Okada, Yutaka Nishiyama, Noboru Sonoda (February 2002). "Reduction of Organic Halides with Lanthanum Metal: A Novel Generation Method of Alkyl Radicals". The Journal of Organic Chemistry. 67 (3): 966–969. doi:10.1021/jo016205n. ISSN 0022-3263. PMID 11856045. Retrieved 2020-06-10.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ Marie E. Krafft, William J. Crooks (January 1988). "Deoxygenation of tertiary alcohols using Raney nickel". The Journal of Organic Chemistry. 53 (2): 432–434. doi:10.1021/jo00237a041. ISSN 0022-3263. Retrieved 2020-06-10.

[1] Petrov, A. D. Synthesis and properties of branched C12-C24 paraffins. Doklady - Akademiya Nauk Azerbaidzhanskoi SSR, 1955. 11 (11): 747-755. ISSN 0002-3078.

[2] Petrov, Al. A.; Sergienko, S. R.; Nechitailo, N. A.; Tsedilina, A. L. Synthesis and properties of monomethyl alkanes of composition C12-16. Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1959. 1091-1097. ISSN 0002-3353.

[3] J.R. Schauder, J.N. Denis, A. Krief (1983). "Reduction of thiiranes to alkenes and alkanes". Tetrahedron Letters. 24 (15): 1657–1660. doi:10.1016/S0040-4039(00)81737-2. Retrieved 2020-06-10.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[4] Toshiki Nishino, Toshihisa Watanabe, Mitsuo Okada, Yutaka Nishiyama, Noboru Sonoda (February 2002). "Reduction of Organic Halides with Lanthanum Metal: A Novel Generation Method of Alkyl Radicals". The Journal of Organic Chemistry. 67 (3): 966–969. doi:10.1021/jo016205n. ISSN 0022-3263. PMID 11856045. Retrieved 2020-06-10.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[5] Marie E. Krafft, William J. Crooks (January 1988). "Deoxygenation of tertiary alcohols using Raney nickel". The Journal of Organic Chemistry. 53 (2): 432–434. doi:10.1021/jo00237a041. ISSN 0022-3263. Retrieved 2020-06-10.

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