19095-34-2

Basic information

• Product Name: 4-iodophenyltrimethylammonium
• Synonyms: 4-iodophenyltrimethylammonium
• CAS NO: 19095-34-2
• Molecular Formula: C₉H₁₃IN*I
• Molecular Weight: 0
• Mol File: 19095-34-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: 4-iodophenyltrimethylammonium(CAS DataBase Reference)
• NIST Chemistry Reference: 4-iodophenyltrimethylammonium(19095-34-2)
• EPA Substance Registry System: 4-iodophenyltrimethylammonium(19095-34-2)

Safety Data

• Hazardous Substances Data: 19095-34-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H13IN.HI/c1-11(2,3)9-6-4-8(10)5-7-9;/h4-7H,1-3H3;1H/q+1;/p-1

Upstream product

• 540-37-4 p-aminoiodobenzene 
• 74-88-4 methyl iodide 
• 106336-55-4 {(cyclo-C₆H₁₁)3SnC₆H₄-p-N(CH₃)3}I 
• 7553-56-2 iodine 
• 13190-50-6 4-dimethylaminophenyllithium 
• 102344-26-3 (cyclo-C₆H₁₁)3SnC₆H₄-p-N(CH₃)2 
• 121-69-7 N,N-dimethyl-aniline 
• 698-70-4 4-Iodo-N,N-dimethylaniline 
• 624-75-9 iodoacetonitrile 

Downstream Products

• 1358883-29-0 C₁₄H₂₀N⁽¹⁺⁾ 

Relevant articles and documents

Sequential photostimulated reactions of trimethylstannyl anions with aromatic compounds followed by palladium-catalyzed cross-coupling processes

The photostimulated reactions of several mono-, di-, and trichloroarenes and aryltrimethylammonium salts with Me3Sn- ions in liquid ammonia gave good yields of stannanes by the SRN1 mechanism. If the chloroarenes are not soluble in liquid ammonia, diglyme is another solvent to perform these reactions. The stannanes thus obtained can be arylated by further reaction with haloarenes through palladium-catalyzed reactions. If the palladium-catalyzed reaction is performed with a chloroiodoarene as substrate, the stannane reacts faster by the C-I bond via chemoselective cross-coupling reaction to give a chloroarene as product, which can be further arylated by a consecutive SRN1-Stille reaction or react with other substrates by another palladium-catalyzed reaction. These sequential reactions can also be performed with substrates with two leaving groups to give products in high yields.

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