2-Chloro-1-methylpyridinium iodide

Base Information

• Chemical Name: 2-Chloro-1-methylpyridinium iodide
• CAS No.: 14338-32-0
• Molecular Formula: C6H7ClIN
• Molecular Weight: 255.486
• Hs Code.: 29333999
• European Community (EC) Number: 238-288-7
• NSC Number: 200739
• UNII: RLQ88NYZ68
• DSSTox Substance ID: DTXSID6022260
• Wikidata: Q27288178
• Mol file: 14338-32-0.mol

Synonyms:2-Chloro-1-methylpyridinium iodide;14338-32-0;2-chloro-1-methylpyridin-1-ium iodide;Mukaiyama Reagent;Pyridinium, 2-chloro-1-methyl-, iodide;N-methyl-2-chloropyridinium iodide;MFCD00011984;2-chloro-1-methylpyridiniumiodide;2-Chloro-N-methylpyridinium iodide;1-methyl-2-chloropyridinium iodide;EINECS 238-288-7;2-chloropyridine methiodide;UNII-RLQ88NYZ68;2-chloro-1-methylpyridin-1-ium;iodide;RLQ88NYZ68;2-chloro-1-methyl-pyridinium iodide;NSC-200739;2-Chloro-1-methylpyridinium iodide (1:1);C6H7ClIN;Clc1ccccn1C;QUETIAPINEFUMARATE;C6H7ClN.I;C6-H7-Cl-N.I;SCHEMBL123176;MUKAIYAMA REAGENT [MI];2-Chloropyridinium iodomethylate;2-chloro-methylpyridinium iodide;DTXSID6022260;2-chloro-1-methlypridinium iodide;2-chloro-1-methylpridinium iodide;CS-D1115;2-chloro-N-methyl pyridinium iodide;2-chloro-N-methyl-pyridinium iodide;2-Chloro-1-methyl pyridinium iodide;NSC200739;AKOS002377422;AM83817;BS-4698;NSC 200739;2-chloro-1-methylpyridine-1-ium iodide;AC-24869;SY019030;2-Chloro-1-methylpyridinium iodide, 97%;LS-184963;FT-0611689;EN300-21556;O10713;A808062;J-508615;Q27288178;F3318-0006;Z104501460;2-chloro-1-methyl-pyridin-1-ium;2-Chloro-1-methylpyridinium Iodide

Chemical Property of 2-Chloro-1-methylpyridinium iodide

Chemical Property:

• Appearance/Colour: yellow crystalline solid
• Vapor Pressure: 0.417mmHg at 25°C
• Melting Point: 200 °C (dec.)(lit.)
• Refractive Index: 1.546
• Boiling Point: 195.5°C at 760 mmHg
• Flash Point: 72.1°C
• PSA: 3.88000
• Density: 1.13g/cm³
• LogP: -1.83150
• Storage Temp.: Store at 0-5°C
• Sensitive.: Moisture & Light Sensitive
• Water Solubility.: soluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 254.93117
• Heavy Atom Count: 9
• Complexity: 74.9

Purity/Quality:

98% ^*data from raw suppliers

CMPI [2-Chloro-1-methylpyridinium iodide] ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C[N+]1=CC=CC=C1Cl.[I-]
• Uses: Condensation reagent for the synthesis of esters and ketenes, and for the kinetic resolution of carboxylic acids and alcohols. 2-Chloro-1-methylpyridinium iodide is a reagent in a wide variety of dehydrative coupling reactions. It is also used to form carboxylate esters from acids and alcohols, carboxamides from acids and amines, lactones from -hydroxy acids and carbodiimides from N,N-disubstituted thioureas.

Technology Process of 2-Chloro-1-methylpyridinium iodide

There total 2 articles about 2-Chloro-1-methylpyridinium 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: 37.9%

→ 2-chloro-1-methyl-pyridinium iodide (14338-32-0)

Guidance literature:

Reference yield: 37.0%

2-chloropyridine (109-09-1) + methyl iodide (74-88-4) → 2-chloro-1-methyl-pyridinium iodide (14338-32-0)

Guidance literature:

for 2h; Heating;

DOI:10.1055/s-2008-1072578

Reference yield: 98.0%

2,6-dimethylpyridine (108-48-5) + phenylacetic acid (103-82-2) + 2-chloro-1-methyl-pyridinium iodide (14338-32-0) → benzyl 2-phenylacetate (102-16-9)

Guidance literature:

With benzyl alcohol; In dichloromethane;

upstream raw materials:

2-chloropyridine

methyl iodide

Downstream raw materials:

Bis(dithiobenzoic)thioanhydride

2-benzenethiocarbonylthio-1-methylpyridinium iodide

bis(4-methylbenzenethiocarbonyl) sulphide

1-methyl-2-<4-methylphenyl(thiocarbonylthio)>pyridinium iodide

Refernces

• 1、 Khoroshilov, Gennadiy,Demchak, Ivan,Saraeva, Tatjana. "Stereoselective synthesis of 2-[1-methylpyridin-2(1H)-ylidene]malononitrile derivatives". experimental part. p. 1541 - 1544. Retrieved 2009/04/11.
• 2、 Brenelli, Eugenia Cristina Souza,Moran, Paulo Jose Samenho. "The Reactivity of Some Primary Amines in SN2Ar Reactions with 2- and 4-Chloro-1-methylpyridinium Ions". . p. 1219 - 1222. Retrieved 2007/10/02.