198005
2-Chloro-1-methylpyridinium iodide
97%
Synonym(s):
Mukaiyama reagent
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C6H7ClIN
CAS Number:
Molecular Weight:
255.48
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
238-288-7
Beilstein/REAXYS Number:
3572320
MDL number:
Assay:
97%
Quality Segment
assay
97%
mp
200 °C (dec.) (lit.)
functional group
chloro
SMILES string
[I-].C[n+]1ccccc1Cl
InChI
1S/C6H7ClN.HI/c1-8-5-3-2-4-6(8)7;/h2-5H,1H3;1H/q+1;/p-1
InChI key
ABFPKTQEQNICFT-UHFFFAOYSA-M
General description
2-Chloro-1-methylpyridinium iodide (Mukaiyama reagent), is a commonly used reagent in organic synthesis for the activation of the hydroxy group of alcohols and carboxylic acids. It is used to synthesize derivatives of esters, lactones, amides, lactams, and ketenes from the corresponding carboxylic acids. It is also used as an efficient coupling reagent in the synthesis of peptides because of its low toxicity, simple reaction conditions, and also less expensive than EDC.
Application
2-Chloro-1-methylpyridinium iodide (CMPI) can be used as:
- A dehydrating agent for the conversion of various aldoximes to nitriles, and alcohols into alkyl thiocyanates.
- A cross-linking agent to fabricate biodegradable cross-linked hyaluronic acid film and gelatin membranes for biomedical applications.
- A condensing agent to synthesize various β-lactams from β-amino acids.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.