7-甲基-1,5,7-三氮杂双环［4.4.0］癸-5-烯

7-甲基-1,5,7-三氮杂双环[4.4.0]癸-5-烯[1]
	IUPAC名; 1-Methyl-2,3,4,6,7,8-hexahydropyrimido[1,2-a]pyrimidine
别名	mTBD; 7-Methyl-TBD; 7-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene; 1,3,4,6,7,8-Hexahydro-1-methyl-2H-pyrimido[1,2-a]pyrimidine
识别
CAS号	84030-20-6
PubChem	123583
ChemSpider	110177
SMILES	CN1CCCN2C1=NCCC2;
InChI	InChI=1S/C8H15N3/c1-10-5-3-7-11-6-2-4-9-8(10)11/h2-7H2,1H3;
InChIKey	OEBXWWBYZJNKRK-UHFFFAOYSA-N
EINECS	281-791-1
性质
化学式	C8H15N3
	153.225 g/mol g·mol⁻¹
外观	澄清液体[2]
密度	1.063 g/cm3[2]; 1.18±0.1 g/cm3（20 °C）[3]
熔点	17 °C（290 K）[2]
沸点	263 °C（536 K）[2]
熱導率	0.144 W/m/K[2]
折光度n; D	1.5357[2]
黏度	7.1 cP[2]
危险性
	GHS危险性符号;
GHS提示词	危险
H-术语	H314
P-术语	P260, P264, P280, P301+330+331, P303+361+353, P304+340, P305+351+338, P310, P321, P363, P405, P501
热力学
热容	1.75 J/g/K[2]
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

7-甲基-1,5,7-三氮杂双环[4.4.0]癸-5-烯（mTBD）是一种桥环胍基强碱，在乙腈中pK_a = 25.43，在四氢呋喃中pK_a = 17.9。[4]

制备

标题化合物可由1,5,7-三氮杂双环[4.4.0]癸-5-烯的锂盐和氯甲烷反应得到[5]；或以碳酸二甲酯为甲基化试剂进行制备[6]。

性质及用途

7-甲基-1,5,7-三氮杂双环[4.4.0]癸-5-烯可以和一些金属化合物（如碘化亚铜等）反应，生成相应的配位化合物。[7]

它和其它1,5,7-三氮杂双环［4.4.0］癸-5-烯及胍类超碱一样，可以被用作一些化学反应的催化剂。[8]它可以和二氧化碳反应，可用于碳捕集与封存。[9]

它可以和一些酸反应，生成离子液体，并可用于纤维素的溶解。[10][11]

参考文献

（页面存档备份，存于） 7-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene. PubChem. [2019-08-14]
Baird, Zachariah Steven; Dahlberg, Artur; Uusi-Kyyny, Petri; Osmanbegovic, Nahla; Witos, Joanna; Helminen, Jussi; Cederkrantz, Daniel; Hyväri, Paulus; Alopaeus, Ville; Kilpeläinen, Ilkka; Wiedmer, Susanne K.; Sixta, Herbert. . International Journal of Thermophysics. 2019, 40 (71). doi:10.1007/s10765-019-2540-2.
Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2019 ACD/Labs). Retrieved from SciFinder. [2019-08-14]
Ishikawa, T. . John Wiley & Sons. 2009. ISBN 9780470740866.
Zhu, Jieping. . e-EROS Encyclopedia of Reagents for Organic Synthesis. 2003. doi:10.1002/047084289X.rn00330.
Thomas R. Welter. Process for the preparation of alkylated polycyclic guanidines by N-alkylation of polycyclic guanidines with dialkylcarbonate, 2013. WO 2013055747 A1.
Oakley, Sarah H.; Coles, Martyn P.; Hitchcock, Peter B. . Inorganic Chemistry. 2004, 43 (16): 5168–5172. ISSN 0020-1669. doi:10.1021/ic0495970.
Simoni, D.; Rondanin, R.; Morini, M.; Baruchello, R.; Invidiata, F. P. . Tetrahedron Lett. 2000, 41 (10): 1607–1610. doi:10.1016/S0040-4039(99)02340-0.
Yang, Z.-Z.; Zhao, Y.-N.; He, L.-N. . RSC Adv. 2011, 1 (4): 545– 567. doi:10.1039/C1RA00307K.
Parviainen, A.; King, A. W. T.; Mutikainen, I.; Hummel, M.; Selg, C.; Hauru, L. K. J.; Sixta, H.; Kilpeläinen, I. . ChemSusChem. 2013, 6 (11): 2161–2169. doi:10.1002/cssc.201300143.
Sixta, Herbert; Hummel, Michael; Le Boulch, Kadvael; Kilpelainen A., Ilkka; King, Alistair W. T.; Helminen K. J., Jussi; Hellsten, Sanna. A process for making a cellulose fiber or film using ionic liquids, 2018. WO 2018138416.

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[1] （页面存档备份，存于） 7-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene. PubChem. [2019-08-14]

[Baird2019-2] Baird, Zachariah Steven; Dahlberg, Artur; Uusi-Kyyny, Petri; Osmanbegovic, Nahla; Witos, Joanna; Helminen, Jussi; Cederkrantz, Daniel; Hyväri, Paulus; Alopaeus, Ville; Kilpeläinen, Ilkka; Wiedmer, Susanne K.; Sixta, Herbert. . International Journal of Thermophysics. 2019, 40 (71). doi:10.1007/s10765-019-2540-2.

[3] Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2019 ACD/Labs). Retrieved from SciFinder. [2019-08-14]

[4] Ishikawa, T. . John Wiley & Sons. 2009. ISBN 9780470740866.

[Zhu2003-5] Zhu, Jieping. . e-EROS Encyclopedia of Reagents for Organic Synthesis. 2003. doi:10.1002/047084289X.rn00330.

[6] Thomas R. Welter. Process for the preparation of alkylated polycyclic guanidines by N-alkylation of polycyclic guanidines with dialkylcarbonate, 2013. WO 2013055747 A1.

[7] Oakley, Sarah H.; Coles, Martyn P.; Hitchcock, Peter B. . Inorganic Chemistry. 2004, 43 (16): 5168–5172. ISSN 0020-1669. doi:10.1021/ic0495970.

[8] Simoni, D.; Rondanin, R.; Morini, M.; Baruchello, R.; Invidiata, F. P. . Tetrahedron Lett. 2000, 41 (10): 1607–1610. doi:10.1016/S0040-4039(99)02340-0.

[9] Yang, Z.-Z.; Zhao, Y.-N.; He, L.-N. . RSC Adv. 2011, 1 (4): 545– 567. doi:10.1039/C1RA00307K.

[10] Parviainen, A.; King, A. W. T.; Mutikainen, I.; Hummel, M.; Selg, C.; Hauru, L. K. J.; Sixta, H.; Kilpeläinen, I. . ChemSusChem. 2013, 6 (11): 2161–2169. doi:10.1002/cssc.201300143.

[11] Sixta, Herbert; Hummel, Michael; Le Boulch, Kadvael; Kilpelainen A., Ilkka; King, Alistair W. T.; Helminen K. J., Jussi; Hellsten, Sanna. A process for making a cellulose fiber or film using ionic liquids, 2018. WO 2018138416.