198005
2-Chloro-1-methylpyridinium iodide
97%
Synonym(s):
Mukaiyama reagent
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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 Level
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
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Ming-Kung Yeh et al.
Journal of biomaterials science. Polymer edition, 23(7), 973-990 (2011-05-10)
We prepared a novel porous gelatin (GEL) sponge which was cross-linked (CL) with a zero-length crosslinker of 2-chloro-1-methylpyridinium iodide (CMPI), and compared CPMI with 1-ethyl-3,3-dimethylaminoproplycarbodiimide (EDC). The ninhydrin assay indicated that the CMPI-CL-GEL sponge had a higher degree of cross-linking
A novel cell support membrane for skin tissue engineering: Gelatin film cross-linked with 2-chloro-1-methylpyridinium iodide
Yeh Ming-kung, et al.
Polymer, 52(4), 996-1003 (2011)
Jenn-Jong Young et al.
Journal of biomaterials science. Polymer edition, 15(6), 767-780 (2004-07-17)
In order to obtain much slower biodegradable films, which are often required for biomedical applications, we have developed a series of studies on heterogeneous cross-linking of hyaluronic acid (HA) films by using 2-chloro-1-methylpyridinium iodide (CMPI) or 1-ethyl-(3,3-dimethylaminopropyl)carbodiimide (EDC) as cross-linking
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 487031-5G | 04061833366325 |
| 198005-100G | 04061838346964 |
| 198005-25G | 04061838762634 |
| 198005-10G | 04061838762627 |