4636-73-1

Basic information

• Product Name: triethylammonium iodide
• Synonyms: triethylammonium iodide
• CAS NO: 4636-73-1
• Molecular Formula: C₆H₁₆N*I
• Molecular Weight: 229.10241
• EINECS: 225-061-2
• Mol File: 4636-73-1.mol
• Article Data: 17

Chemical Properties

• Melting Point: 173 °C (decomp)
• Boiling Point: 90.5°Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 56.1mmHg at 25°C
• CAS DataBase Reference: triethylammonium iodide(CAS DataBase Reference)
• NIST Chemistry Reference: triethylammonium iodide(4636-73-1)
• EPA Substance Registry System: triethylammonium iodide(4636-73-1)

Safety Data

• Hazardous Substances Data: 4636-73-1(Hazardous Substances Data)

Usage

Purification Methods

Purify it as for triethylammonium bromide, except the solution for precipitation in precooled acetone at -10o and the precipitate is twice recrystallised from a cooled acetone/hexane mixture at -10o. Store it in the dark. [Beilstein 4 IV 327.]

InChI:InChI=1/C6H15N.HI/c1-4-7(5-2)6-3;/h4-6H2,1-3H3;1H

Upstream product

• 75-30-9 2-iodo-propane 
• 64-17-5 ethanol 
• 121-44-8 triethylamine 
• 33216-40-9 1-Methyl-2-benzylpyridinium iodide 
• 3747-49-7 phenyl-carbamic acid-(2-iodo-ethyl ester) 
• 67-64-1 acetone 
• 1066-54-2 trimethylsilylacetylene 
• 13517-10-7 boron triiodide 
• 110-70-3 N,N`-dimethylethylenediamine 
• 591-50-4 iodobenzene 
• 98-80-6 phenylboronic acid 
• 554-68-7 triethylamine hydrochloride 
• 856622-60-1 Triethyl-amine; compound with GENERIC INORGANIC NEUTRAL COMPONENT 
• 111-33-1 1,3-bis(methylamino)propane 

Downstream Products

• 870854-21-0 RuCl(η⁵-indenyl)(PHCy₂)(PPh₃) 
• 311-28-4 tetra-(n-butyl)ammonium iodide 
• 14999-75-8 Triethylammonium perchlorate 

Relevant articles and documents

Cyclic amidine hydroiodide for the synthesis of cyclic carbonates and cyclic dithiocarbonates from carbon dioxide or carbon disulfide under mild conditions

Hydroiodides of amidines can catalyze the reaction of carbon dioxide and epoxides under mild conditions such as ordinary pressure and ambient temperature, and the corresponding five-membered cyclic carbonates were obtained in high yields. The reaction of epoxide with carbon disulfide was also examined under the same conditions. Detailed investigation showed that the catalytic activity was highly affected by the counter anions of the amidine salts; the iodides were effective catalysts for both of the reaction of epoxide with carbon dioxide and carbon disulfide, whereas the bromide, chloride and fluoride counterparts exhibited almost no catalysis.

Deciphering a 20-Year-Old Conundrum: The Mechanisms of Reduction by the Water/Amine/SmI2 Mixture

The reaction of SmI2 with the substrates 3-methyl-2-butanone, benzyl chloride, p-cyanobenzyl chloride, and anthracene were studied in the presence of water and an amine. In all cases, the water content versus rate profile shows a maximum at around 0.2 M H2O. The rate versus amine content profile shows in all cases, except for benzyl chloride, saturation behavior, which is typical of a change in the identity of the rate-determining step. The mechanism that is in agreement with the observed data is that electron transfer occurs in the first step. With substrates that are not very electrophilic, the intermediate radical anions lose the added electron back to samarium(III) relatively quickly and the reaction cannot progress efficiently. However, in a mixture of water/amine, the amine deprotonates a molecule of water coordinated to samarium(III). The negatively charged hydroxide, which is coordinated to samarium(III), reduces its electrophilicity, and therefore, lowers the rate of back electron transfer, which allows the reaction to progress. In the case of benzyl chloride, in which electron transfer is rate determining, deprotonation by the amine is coupled to the electron-transfer step.