Tetrabutylammonium iodide

Base Information

• Chemical Name: Tetrabutylammonium iodide
• CAS No.: 311-28-4
• Molecular Formula: C16H36IN
• Molecular Weight: 369.373
• Hs Code.: 29239000
• European Community (EC) Number: 206-220-5
• NSC Number: 10414
• DSSTox Substance ID: DTXSID30878092
• Wikipedia: Tetra-n-butylammonium_iodide
• ChEMBL ID: CHEMBL1079248
• Mol file: 311-28-4.mol

Synonyms:Bu(4)NBr;tetra-n-butylammonium dodecylsulfate;tetra-n-butylammonium hexafluorophosphate;tetrabutylammonium;tetrabutylammonium azide;tetrabutylammonium bromide;tetrabutylammonium chloride;tetrabutylammonium cyanide;tetrabutylammonium fluoride;tetrabutylammonium hydrogen sulfate;tetrabutylammonium hydroxide;tetrabutylammonium iodide;tetrabutylammonium monophosphate;tetrabutylammonium nitrate;tetrabutylammonium perchlorate;tetrabutylammonium sulfate;tetrabutylammonium sulfate (1:1), sodium salt

Chemical Property of Tetrabutylammonium iodide

Chemical Property:

• Appearance/Colour: white or tan powder
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 141-143 °C(lit.)
• Boiling Point: 145.3℃[at 101 325 Pa]
• Flash Point: 100oC
• PSA: 0.00000
• Density: 1.20 g/mL at 25 °C
• LogP: 2.00760
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive & Hygroscopic
• Solubility.: acetonitrile: 0.1 g/mL, clear, colorless
• Water Solubility.: Soluble in water and methanol. Insoluble in benzene.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 12
• Exact Mass: 369.18925
• Heavy Atom Count: 18
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

Tetrabutyl ammonium iodide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Quaternary Amines
• Canonical SMILES: CCCC[N+](CCCC)(CCCC)CCCC.[I-]
• Uses: Tetrabutylammonium iodide is used in the preparation of novel quaternary amines to serve as antibacterial agents in the rise of drug-resistant bacteria,it is also used in phosphonium reversible inhibitors of cholinesterases.

Technology Process of Tetrabutylammonium iodide

There total 36 articles about Tetrabutylammonium 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: 95.0%

{PdCl[Ind(Ph2P=S)2]}(nBu4N) + methyl iodide (74-88-4) → methylene chloride (74-87-3) + {PdI[Ind(Me)(Ph2P=S)2]} + tetra-(n-butyl)ammonium iodide (311-28-4)

Guidance literature:

In dichloromethane; at 40 ℃; for 24h; Inert atmosphere;

DOI:10.1021/om200706q

Reference yield: 94.0%

tributyl-amine (102-82-9) + methyl (2Z)-3-iodoprop-2-enoate (6214-23-9) → tetra-(n-butyl)ammonium iodide (311-28-4) + methyl (E)-3-(N,N-dibutylamino)-2-propenoate

Guidance literature:

In toluene; Heating;

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

Reference yield:

1-iodo-butane (542-69-8) + tributyl-amine (102-82-9) → tetra-(n-butyl)ammonium iodide (311-28-4)

Guidance literature:

With butanone;

DOI:10.1021/ja01122a067

upstream raw materials:

1-iodo-butane

tributyl-amine

dibutylamine

N-butylamine

Downstream raw materials:

tetralin

tetra-n-butylammonium picrate

6'-nitro-3,4,5,6-tetrahydro-2H-[1,3']bipyridinyl

4-(6-nitropyridin-3-yl)morpholine

Refernces

• 1、 John, Marina E.,Karnik, Anil V.. "Chiral benzimidazole derived bis-phenyl triazoles as chiroptical sensors for iodide and chiral amines". supporting information. p. 2844 - 2853. Retrieved 2020/05/25.
• 2、 Amatore, Christian,Jutand, Anny,Leduc, Gaatan. "The triple role of fluoride ions in palladium-catalyzed Suzuki-Miyaura reactions: Unprecedented transmetalation from [ArPdFL2] complexes". . p. 1379 - 1382. Retrieved 2012/03/27.