Tetraethylammonium iodide

Base Information

• Chemical Name: Tetraethylammonium iodide
• CAS No.: 68-05-3
• Molecular Formula: C8H20IN
• Molecular Weight: 257.158
• Hs Code.: 2923.90
• European Community (EC) Number: 200-676-9
• NSC Number: 215205
• UNII: 5YC77AN7EB
• DSSTox Substance ID: DTXSID80883217
• Wikipedia: Tetraethylammonium_iodide
• Wikidata: Q7706337
• Mol file: 68-05-3.mol

Synonyms:Bromide, Tetraethylammonium;Chloride, Tetraethylammonium;Hydroxide, Tetraethylammonium;Iodide, Tetraethylammonium;Ion, Tetraethylammonium;Tetraethylammonium;Tetraethylammonium Bromide;Tetraethylammonium Chloride;Tetraethylammonium Hydroxide;Tetraethylammonium Iodide;Tetraethylammonium Ion

Chemical Property of Tetraethylammonium iodide

Chemical Property:

• Appearance/Colour: White to yellow crystalline powder
• Melting Point: >300 °C(lit.)
• Flash Point: 80℃
• PSA: 0.00000
• Density: 1.566 g/cm3
• LogP: -1.11320
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Light Sensitive & Hygroscopic
• Solubility.: methanol: 0.1 g/mL hot, clear, colorless
• Water Solubility.: Soluble in water almost transparency.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 257.06405
• Heavy Atom Count: 10
• Complexity: 47.5

Purity/Quality:

99%min ^*data from raw suppliers

Tetraethylammonium Iodide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Quaternary Amines
• Canonical SMILES: CC[N+](CC)(CC)CC.[I-]
• Uses: Tetraethylammonium iodide is a quaternary ammonium compound with the chemical formula C8H20N+I?. It has been used as the source of tetraethylammonium ions in pharmacological and physiological studies, but is also used in organic chemical synthesis.Reagent for conversion of ?,?-enones in TFA to b-iodo ketones in high yield.

Technology Process of Tetraethylammonium iodide

There total 30 articles about Tetraethylammonium iodide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

methyl (2Z)-3-iodoprop-2-enoate (6214-23-9) + triethylamine (121-44-8) → methyl (E)-3-(diethylamino)-2-propenoate (58243-07-5) + tetraethylammonium iodide (68-05-3)

Guidance literature:

In toluene; Heating;

DOI:10.1016/S0040-4039(01)01806-8

Reference yield: 95.0%

(Et4N)(Mo(CO)4I3) (85543-14-2) + bis-diphenylphosphinomethane (2071-20-7) → Mo(CO)2I2(dppm)2 (26026-27-7,25896-01-9,26026-28-8,25448-58-2) + tetraethylammonium iodide (68-05-3)

Guidance literature:

In benzene; byproducts: CO; (Et4N)(Mo(CO)4I3), dppm and benzene stirred at room temp., after 6 h react mixt. brought to a boil and filtered hot, remaining solids treated hot benzene and filtered, combined filtrates treated hexane and refrigirated; product filtered, washed withhexane and vacuum dried; elem. anal.;

DOI:10.1016/S0277-5387(00)80795-0

Reference yield: 90.0%

tetraethylammonium octahydrotriborate(1-) + tetraethylammonium borohydride → tetraborane (18283-93-7) + tetraethylammonium iodide (68-05-3)

Guidance literature:

With methyl iodide; In 1,2-dichloro-ethane; byproducts: methane; inert atmosphere, room temp., 1 h; filtn., fractional condensation (50-100 Torr, -78°C-trap);

upstream raw materials:

2,2,6,6-Tetramethyl-4-piperidone

diethyl ether

ethyl iodide

bis-(diethylamino)methane

Downstream raw materials:

benzoic acid tetraethylammonium salt

iodobenzene

N,N,N,N-tetraethylammonium tetrafluoroborate

1,3-bis(hexadecyloxy)propan-2-ol

Refernces

• 1、 Calado, Antonio R. T.,Pinheiro, Lidia M. V.,Albuquerque, Lidia M. P. C.,Goncalves, Raquel M. C.,Roses, Marti,et al.. "INTERPRETATION OF HYDROXYLIC SOLVENT EFFECTS BASED ON CORRELATIONS WITH SOLVENT PARAMETERS. REACTION OF Et3N WITH EtI". . p. 898 - 904. Retrieved 1994.
• 2、 Santos, M. Soledade C.S.,Barbosa, Ester F.G.. "Silver (I) activated quaternization of tertiary amines by alkyl iodides: Overall analysis coupling homogeneous and heterogeneous processes". experimental part. p. 106 - 113. Retrieved 2012/04/17.