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Tetraisobutylammonium iodide, with the chemical formula (CH3)4N+I-, is a quaternary ammonium salt that serves as a phase transfer catalyst and a source of iodide ion in a variety of organic reactions. It is characterized by its white crystalline solid form, mild odor, and solubility in organic solvents such as acetone, ethanol, and dichloromethane. Its unique ability to facilitate reactions at the interface between immiscible phases makes it a valuable component in organic synthesis, allowing for efficient and selective product formation.

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  • 5424-26-0 Structure
  • Basic information

    1. Product Name: TETRAISOAMYLAMMONIUM IODIDE
    2. Synonyms: 1-Butanaminium, 3-methyl-N,N,N-tris(3-methylbutyl)-, iodide;Ammonium, tetraisopentyl-, iodide;Tetraisoamylammonium ion;Tetraisopentylammonium iodide;TETRAISOAMYLAMMONIUM IODIDE;TETRAISOPENTHYLAMMONIUM IODIDE;Tetraisopentylaminium·iodide
    3. CAS NO:5424-26-0
    4. Molecular Formula: C20H44IN
    5. Molecular Weight: 425.47
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 5424-26-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: °Cat760mmHg
    3. Flash Point: °C
    4. Appearance: /
    5. Density: g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: TETRAISOAMYLAMMONIUM IODIDE(CAS DataBase Reference)
    10. NIST Chemistry Reference: TETRAISOAMYLAMMONIUM IODIDE(5424-26-0)
    11. EPA Substance Registry System: TETRAISOAMYLAMMONIUM IODIDE(5424-26-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 5424-26-0(Hazardous Substances Data)

5424-26-0 Usage

Uses

Used in Organic Synthesis:
Tetraisobutylammonium iodide is used as a phase transfer catalyst for facilitating reactions at the interface between immiscible phases, which is crucial for efficient and selective product formation in organic synthesis.
Used in the Preparation of Organoiodine Compounds:
TETRAISOAMYLAMMONIUM IODIDE is utilized as a reagent in the synthesis of various organoiodine compounds, which are important in chemical research and industry.
Used in Chemical Research and Industry:
Tetraisobutylammonium iodide is employed as a reagent in chemical research and industry, where its properties as a phase transfer catalyst and source of iodide ion are leveraged to enhance the efficiency of various chemical processes.

Check Digit Verification of cas no

The CAS Registry Mumber 5424-26-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,4,2 and 4 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 5424-26:
(6*5)+(5*4)+(4*2)+(3*4)+(2*2)+(1*6)=80
80 % 10 = 0
So 5424-26-0 is a valid CAS Registry Number.
InChI:InChI=1/C20H44N/c1-17(2)9-13-21(14-10-18(3)4,15-11-19(5)6)16-12-20(7)8/h17-20H,9-16H2,1-8H3/q+1

5424-26-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name tetrakis(3-methylbutyl)azanium,iodide

1.2 Other means of identification

Product number -
Other names 1-Butanaminium,3-methyl-N,N,N-tris(3-methylbutyl)-,iodide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5424-26-0 SDS

5424-26-0Downstream Products

5424-26-0Relevant articles and documents

Clathrate Hydrates in the System Tetraisopentylammonium Iodide-Water

Aladko,Dyadin,Mikina

, p. 327 - 330 (2003)

Two clathrate hydrates i-Pent4NI·36H2O and i-Pent4NI·32H2O were revealed in the system (i-Pent)4NI-H2O. The hydrates melt incongruently at 14.2 and 14.8°C, respectively. Along with the polyhydrates, tetraisopentylammonium dihydrate was found.

On Coulombic and Solvophobic Liquid-Liquid Phase-Separation in Electrolyte Solutions

Weingaertner, Hermann,Merkel, Thomas,Maurer, Ulrich,Conzen, Joerg-Peter,Glasbrenner, Heike,Kaeshammer, Stefan

, p. 1579 - 1586 (2007/10/02)

We have performed a systematic study of liquid-liquid phase equilibria in aqueous and non-aqueous solutions of tetraalkylammonium salts up to about 500 K, covering a large number of hydrogen-bonding, dipolar aprotic and non-polar solvents.There appear to be two different types of liquid-liquid phase equilibria resulting from long-range Coulombic and from short-range specific forces, respectively.These may be denoted as Coulombic and solvophobic unmixing.Coulombic unmixing is observed in solutions of 1:1-electrolytes in solvents of low dielectric constant, as is exemplified for solutions in hydrocarbons and long-chain alcohols.It appears to be closely related to a general instability of ionic fluids at low reduced temperatures.Increase of the dielectric constant results in complete miscibility, as is demonstrated for salts dissolved in short-chain alcohols and some common dipolar aprotic solvents.Solvophobic unmixing occurs if salts with large cations and anions are dissolved in water.A phenomenological analysis shows that this phase separation results from those thermodynamic pecularities which are usually attributed to the hydrophobic nature of the cations.Some cation-anion association appears also to play a role.Similar immiscibilities have been observed with other hydrogen-bonding solvents of high cohesive energy density, namely glycerol, ethylene glycol, 1,3-propanediol, formamide and nonoethanolamine, suggesting the existence of a more general solvophobic unmixing effect. Keywords: Electrolyte Solutions / Liquids / Low-Melting Salts / Thermodynamics

Ionization and Dissociation Equilibria in Liquid SO2. 12. The Behavior of Tetrahedral Ions

Lichtin, Norman N.,Wasserman, Bernard,Clougherty, Edward,Wasserman, June,Reardon, John F.

, p. 2946 - 2952 (2007/10/02)

Electrolytic conductance of their solutions in liquid sulfur dioxide over a wide range of concentrations was measured for the 21 ionophores, Me4NCl, MeΝClO4, PhMe3NBr, PhMe3NCl, PhMe3NI, Et4NI, Pr4NCl, Pr4NBr, Pr4NI, Bu4NBr, Bu4NI, Bu4NPc, (i-Am)4NBr, (i-Am)4NI, (i-Am)4NB(i-Am)4, (i-Am)3NHBr, Hex4NI, Ph4AsCl, Ph4AsI, Ph4AsPc, and Ph4PPc, at 273.15 K and other temperatures.Limiting equivalent conductances and dissociation constants were determined for these solutes by Shedlovsky's procedure.Utilizing the data of this and other investigations, we calculated thermodynamic quantities for the dissociation equilibria of many of the solutes.Values of Bjerrum's contact distance parameter, a, were calculated from the equilibrium data and compared to sums of estimated ionic radii.Limiting ionic conductances were evaluated by a Fuoss-Coplan division of the limiting equivalent conductance of (i-Am)4NB(i-Am)4.Stokes radii were calculated for the ions employed.The results of the measurements are interpreted in terms of ion-ion and ion-solvent interactions.

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