Azetidine
Structural formula | |||||||||||||||||||
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General | |||||||||||||||||||
Surname | Azetidine | ||||||||||||||||||
other names |
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Molecular formula | C 3 H 7 N | ||||||||||||||||||
Brief description |
colorless liquid with a characteristic odor |
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properties | |||||||||||||||||||
Molar mass | 57.10 g mol −1 | ||||||||||||||||||
Physical state |
liquid |
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density |
0.85 g cm −3 |
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Melting point |
−83 ° C |
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boiling point |
61-62 ° C |
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Vapor pressure |
176 h Pa (19 ° C) |
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solubility |
soluble in water |
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Refractive index |
1.4287 (25 ° C) |
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safety instructions | |||||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C |
Azetidine , also called trimethyleneimine , is the simplest nitrogen-containing saturated four-membered heterocycle . It forms the basic structure of the group of azetidines .
presentation
Azetidine can be obtained from the thermal reaction of 1,3-diaminopropane with hydrochloric acid .
properties
Azetidine is a colorless liquid with a boiling point of 61–62 ° C. It is a heterocyclic nitrogen base .
Reactions
The azetidine ring can be opened by nucleophiles . This enables the synthesis of terminal amines .
For example, react ethylenediamine with azetidine on palladium - catalyst under ring opening to give a triamine.
Web links
Commons : Azetidine - Collection of pictures, videos, and audio files
Individual evidence
- ↑ a b c d e data sheet azetidine (PDF) from Merck , accessed on August 20, 2015.
- ↑ GM Day, WD S Motherwell, HL Ammon, SXM Boerrierter, RG della Valle, E. Venuti, A. Dzyabchenko, JD Dunitz, B. Schweizer, BP van Eijck, P. Erk in: Acta Crystallogr. Sect. B 2005, 61, 5, 511-527.
- ↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-30.
- ↑ a b Azetidine data sheet from Sigma-Aldrich , accessed on March 9, 2011 ( PDF ).
- ^ Ladenburg, Sieber in: Chem. Ber. 1890, 23, 2727.
- ↑ S.-I. Murahashi, N. Yoshimura, T. Tsumiyama, T. Kojima in: J. Am. Chem. Soc. 1983, 105, 15, 5002-5011.