Chemistry:N,N'-Di-n-butylthiourea
From HandWiki
| |
| |
| Names | |
|---|---|
| Preferred IUPAC name
N,N′-Dibutylthiourea | |
| Other names
1,3-Dibutylthiourea
1,3-Di-n-butylthiourea Bis(butylamino)methane-1-thione | |
| Identifiers | |
3D model (JSmol)
|
|
| ChemSpider | |
PubChem CID
|
|
| UNII | |
| |
| |
| Properties | |
| C9H20N2S | |
| Molar mass | 188.33 g·mol−1 |
| Appearance | White to yellowish crystals |
| Density | 1.089 g cm−3 (diffraction) |
| Melting point | 64 to 67 °C (147 to 153 °F; 337 to 340 K) |
| Structure | |
| monoclinic | |
| P21/c, No. 14 | |
a = 12.6395(6) Å, b = 10.0836(6) Å, c = 9.0128(5) Å α = 90°, β = 90.476(5)°, γ = 90°
| |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
N,N′-Di-n-butylthiourea is an organic compound with the formula S=C(N(H)Bu)2 (Bu = butyl). A symmetrical N,N′-dialkyl thiourea derivative, it is a white solid. Like other thiourea derivatives, it features a planar core. The C=S bond distance is 1.712(2) Å, while C−N distances are in range of 1.33 to 1.46 Å.[1] Molecules of this compound exhibit syn-anti conformation.[2]
Synthesis
N,N′-Di-n-butylthiourea can be obtained in these routes:
- Reaction of n-butylamine with carbon disulfide in the presence of alumina.[3]
- Reaction of n-butylamine and n-butylisothiocyanate.[4]
References
- ↑ Okuniewski, Andrzej; Dąbrowska, Agnieszka; Chojnacki, Jarosław (2011). "1,3-Di-n-butylthiourea". Acta Crystallogr. E 67 (4): o925. doi:10.1107/S1600536811009743. PMID 21754195.
- ↑ Sahu, Sandhyamayee; Sahoo, Prangya R.; Patel, Sabita; Mishra, B. K. (2011). "Oxidation of thiourea and substituted thioureas: a review". J. Sulfur Chem. 32 (2): 171–197. doi:10.1080/17415993.2010.550294.
- ↑ Ranu, B. C.; Dey, S. S.; Bag, S. (2003). "A simple and green procedure for the synthesis of N,N′-disubstituted thioureas on the surface of alumina under microwave irradiation". Arkivoc 2003: 14. doi:10.3998/ark.5550190.0004.903.
- ↑ Moore, M. L.; Crossley, F. S. (1941). "Methylthiourea". Org. Synth. 21: 83. doi:10.15227/orgsyn.021.0083.
 |  |
