2010/10/15 by Uppuluri Venkata Mallavadhani, Nicolas Fleury‐Brégeot · 1 citation
Chemistry · #Chemical Reaction Mechanisms #Asymmetric Synthesis and Catalysis #Cyclopropane Reaction Mechanisms
paper · doi:10.1002/047084289x.rd010m.pub2
openalex publication_date 2010/10/15 · openalex created_date 2025/10/10 · openalex updated_date 2026/06/15
[280-57-9] C6H12N2 (MW 112.20) InChI = 1S/C6H12N2/c1-2-8-5-3-7(1)4-6-8/h1-6H2 InChIKey = IMNIMPAHZVJRPE-UHFFFAOYSA-N (forms crystalline organometallic complexes;2 selective base catalyst for Baylis–Hillman reaction;3 can activate sodamide;4 cleaves esters selectively;5 transalkylating agent;6 dehydrohalogenating agent;7 pyrolysis catalyst;8 nucleophilic acylating agent;9 additive for trialkyl borohydrides;10 reagent in miscellaneous reactions11-13) Alternate Names: DABCO; triethylenediamine; TED. Physical Data: mp 161 °C (subl. sample); bp 174 °C; fp 62 °C; d 1.14 g cm−3. Solubility: (g/100g of the solvent at 25 °C): water 45, ethanol 77, benzene 51, acetone 13, ethyl methyl ketone 26. Form Supplied in: colorless crystalline compound; commercially available. Analysis of Reagent Purity: HCl titration. Purification: purified by either vacuum sublimation or azeotropic distillation with benzene followed by recrystallization from petroleum ether or methanol–ethyl ether (1:1). Handling, Storage, and Precautions: is extremely hygroscopic, corrosive, and readily sublimes at room temperature. This reagent should be stored at 0–5 °C under nitrogen. Moderately toxic by ingestion or inhalation; skin and eye irritant. Use in a fume hood.