tert-Butylamine is an organic chemical compound (specifically, an amine) with the formula (CH3)3CNH2, and occurs as a colorless liquid. tert-Butylamine is one of the four isomeric amines of butane, the others being n-butylamine, sec-butylamine and isobutylamine.
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| Names | |
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| IUPAC name
2-Methylpropan-2-amine[1]
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Other names
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| Identifiers | |
3D model (JSmol)
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| 605267 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.000.808 |
| EC Number |
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| 1867 | |
| MeSH | tert-butylamine |
PubChem CID
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| RTECS number |
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| UN number | 3286 |
CompTox Dashboard (EPA)
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| Properties | |
| C4H11N | |
| Molar mass | 73.139 g·mol−1 |
| Appearance | Colorless liquid |
| Odor | fishy, ammoniacal |
| Density | 0.696 g/mL |
| Melting point | −67.50 °C; −89.50 °F; 205.65 K |
| Miscible | |
| log P | 0.802 |
| Vapor pressure | 39.29 kPa (at 20 °C) |
Refractive index (nD)
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1.377 |
| Thermochemistry | |
Heat capacity (C)
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191.71 J K−1 mol−1 |
Std molar
entropy (S⦵298) |
233.63 J K−1 mol−1 |
Std enthalpy of
formation (ΔfH⦵298) |
−151.1–−150.1 kJ mol−1 |
Std enthalpy of
combustion (ΔcH⦵298) |
−2.9959–−2.9951 MJ mol−1 |
| Hazards | |
| GHS labelling: | |
  
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| Danger | |
| H225, H302, H314, H331 | |
| P210, P261, P280, P305+P351+P338, P310 | |
| NFPA 704 (fire diamond) | |
| Flash point | -38 °C |
| Explosive limits | 1.7–9.8% |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
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464 mg kg−1 (oral, rat) |
| Related compounds | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Preparation
tert-Butylamine is commercially available. It may be prepared by the hydrogenolysis of 2,2-dimethylethylenimine, or via tert-butylphthalimide.[2]
Uses
tert-Butylamine is used as an intermediate in the preparation of rubber accelerators, pesticides, pharmaceuticals, dyes and other organic compounds.[3]
References
- ^ "tert-butylamine - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification and Related Records. Retrieved 7 May 2012.
- ^ Kenneth N. Campbell, Armiger H. Sommers, and Barbara K. Campbell (1955). "tert'-Butylamine". Organic Syntheses
{{cite journal}}: CS1 maint: multiple names: authors list (link); Collected Volumes, vol. 3, p. 148. - ^ "TERT-BUTYLAMINE." Website of Chemicalland21.com (accessed 16 April 2007).