20667-19-0

Basic information

• Product Name: METHYLTRIPHENYLPHOSPHONIUM IODIDE
• Synonyms: MPJ;TRIPHENYLMETHYL PHOSPHONIUM IODIDE;METHYLTRIPHENYOLPHOSPHONIUM IODIDE;Iodo(methyl)triphenylphosphorane;Methyltriphenyliodophosphorane;iodo-methyl-tri(phenyl)-$l^{5}-phosphane
• CAS NO: 20667-19-0
• Molecular Formula: C₁₉H₁₈IP
• Molecular Weight: 404.22
• EINECS: 218-178-5
• Mol File: 20667-19-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: 183-185 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: METHYLTRIPHENYLPHOSPHONIUM IODIDE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYLTRIPHENYLPHOSPHONIUM IODIDE(20667-19-0)
• EPA Substance Registry System: METHYLTRIPHENYLPHOSPHONIUM IODIDE(20667-19-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 20667-19-0(Hazardous Substances Data)

Usage

General Description

METHYLTRIPHENYLPHOSPHONIUM IODIDE is a chemical compound with the formula (C6H5)3P+I-. It is a quaternary ammonium salt that is commonly used in organic chemistry as a phase-transfer catalyst. It is a white to off-white solid that is soluble in organic solvents such as chloroform, acetone, and ether. METHYLTRIPHENYLPHOSPHONIUM IODIDE is used to facilitate and accelerate reactions between immiscible phases by transferring reactants from one phase to another. It has been used in a variety of organic reactions, including alkylation, dealkylation, and cyanation reactions. It is also used in the synthesis of pharmaceuticals and other fine chemicals.

InChI:InChI=1/C19H18IP/c1-21(20,17-11-5-2-6-12-17,18-13-7-3-8-14-18)19-15-9-4-10-16-19/h2-16H,1H3

Upstream product

• 603-35-0 triphenylphosphine 
• 74-88-4 methyl iodide 

Downstream Products

• 130954-56-2 1-Methyl-4-[2-methylene-cyclohex-(E)-ylidenemethyl]-benzene 
• 1721-69-3 betulin diacetate 
• 160058-93-5 2-(p-methoxybenzyl)-3,3-dimethyl-1-methylenecyclohexane 
• 3435-51-6 4-ethenylbenzonitrile 
• 3825-81-8 1-fluoro-3-(prop-1-en-2-yl)benzene 
• 1352733-74-4 benzyl 4-allylpiperidine-1-carboxylate 
• 24892-82-8 1-bromo-2-(1-phenylpropen-1-yl)benzene 
• 2039-88-5 2-bromostyrene 
• 5162-44-7 1-bromo-4-butene 
• 7073-70-3 1-bromo-2-isopropenylbenzene 
• 171512-97-3 1-bromo-4-methyloxy-2-(prop-1-en-2-yl)benzene 
• 3710-23-4 2-isopropenylnaphthalene 
• 350-40-3 2-(4-fluorophenyl)-1-propene 
• 1712-70-5 1-chloro-4-(1-methylethenyl)-benzene 

Relevant articles and documents

Free-amine-directed alkenylation of C(sp2)-H and cycloamination by palladium catalysis

A new protocol for the palladium-catalyzed free-amine-directed alkenylation of C(sp2)-H bonds and cycloamination is described. Substituted biaryl-2-amines react with various alkenes, including electron-deficient alkenes, aryl alkenes and alkyl alkenes, to give the corresponding phenanthridines with exclusive regioselectivity. The use of α-branched styrenes leads to the formation of tricyclic compounds with a seven-membered amine ring. The method operates through a free-amine-directed alkenylation and a subsequent hydroamination cyclization reaction. Seven-membered cycloamination: A new protocol for the palladium-catalyzed free-amine-directed alkenylation of C(sp2)-H bonds and subsequent cycloamination is described (see scheme). Substituted biaryl-2-amines react with various alkenes to give the corresponding phenanthridines with exclusive regioselectivity. The use of α-branched styrenes leads to the formation of tricyclic compounds with a seven-membered amine ring. Copyright