2-Chloro-1,3-dimethylimidazolidinium chloride
Description Sources- Product Name
- 2-Chloro-1,3-dimethylimidazolidinium chloride
- CAS No.
- 37091-73-9
- Chemical Name
- 2-Chloro-1,3-dimethylimidazolidinium chloride
- Synonyms
- 2-CHLORO-1,3-DIMETHYLIMIDAZOLINIUM CHLORIDE;2-Chloro-1,3-diMethyl-4,5-dihydro-1H-iMidazol-3-iuM chloride;2-chloro-1,3-diMethyl-1H-iMidazol-3-iuM chloride;[M2ClIm]Cl;oro-1,3-dimethyL;DMC (ca. 25% in Dichloromethane);Chlorodimethyllimidazoliniumchloride;2-CHLORO-1,3-DIMETHYLIMIDAZOLINIUM CHLOR;2-CHLORO-1,3-DIMETHYLIMIDAZOLIUM CHLORIDE;2-Chloro-l,3-dimethylimidazolium chloride
- CBNumber
- CB4175225
- Molecular Formula
- C5H10Cl2N2
- Formula Weight
- 169.05
- MOL File
- 37091-73-9.mol
2-Chloro-1,3-dimethylimidazolidinium chloride Property
- Melting point:
- 133-140 °C (lit.)
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- solubility
- Chloroform, Methanol, Water
- form
- Powder or Crystalline Powder
- color
- White to off-white
- Merck
- 13,3424
- Stability:
- Hygroscopic
- Major Application
- peptide synthesis
- InChI
- InChI=1S/C5H10ClN2.ClH/c1-7-3-4-8(2)5(7)6;/h3-4H2,1-2H3;1H/q+1;/p-1
- InChIKey
- AEBBXVHGVADBHA-UHFFFAOYSA-M
- SMILES
- ClC1=[N+](CCN1C)C.[Cl-]
- CAS DataBase Reference
- 37091-73-9(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 529249
- Product name
- 2-Chloro-1,3-dimethylimidazolinium chloride
- Packaging
- 5g
- Price
- $73.1
- Updated
- 2025/07/31
- Product number
- 529249
- Product name
- 2-Chloro-1,3-dimethylimidazolinium chloride
- Packaging
- 25g
- Price
- $235
- Updated
- 2025/07/31
- Product number
- C1408
- Product name
- 2-Chloro-1,3-dimethylimidazolinium Chloride
- Purity
- >98.0%(HPLC)
- Packaging
- 5g
- Price
- $50
- Updated
- 2025/07/31
- Product number
- C1408
- Product name
- 2-Chloro-1,3-dimethylimidazolinium Chloride
- Purity
- >98.0%(HPLC)
- Packaging
- 25g
- Price
- $146
- Updated
- 2025/07/31
- Product number
- 529249
- Product name
- 2-Chloro-1,3-dimethylimidazolinium chloride
- Packaging
- 100g
- Price
- $921
- Updated
- 2025/07/31
2-Chloro-1,3-dimethylimidazolidinium chloride Chemical Properties,Usage,Production
Description
2-Chloro-1,3-dimethylimidazolidinium chloride has various applications including being used as activating agent in total synthesis of macroviracin A, cycloviracin B1 and cyclic silanes; used as reagent for synthesis of tagged glucose as an intermediate in the synthesis of branched oligosaccharides; used as fluorescent chemosensors; 1,2-Diamines as inhibitors of co-activator associated arginine methyltransferase 1; used as allosteric glucokinase activators; as reactant for synthesis of organic azides from primary amines and for aza-Henry reactions1. It can act as a powerful dehydrating agent, replacing DCC under nearly neutral conditions, and has application for the construction of heterocycles2. Moreover, it can be used for one-pot synthesis of 2-aminobenzimidazoles3. It is also applicable to chlorination, oxidation, reduction, and rearrangement under nearly neutral conditions4.
Sources
- https://www.sigmaaldrich.com/catalog/product/aldrich/529249?lang=en®ion=US
- https://pubs.acs.org/doi/abs/10.1021/jo990210y
- www.sciencedirect.com/science/article/pii/S004040391001395X
- J. Org. Chem., 1999, 64 (16), pp 5832–5835
Chemical Properties
Brown Solid
Uses
Reagent for synthesis of:
Tagged glucose as an intermediate in the synthesis of branched oligosaccharides
Fluorescent chemosensors
1,2-Diamines as inhibitors of co-activator associated arginine methyltransferase 1
Allosteric glucokinase activators
Reactant for synthesis of:
Organic azides from primary amines
Reagent for aza-Henry reactions
Uses
Used in the one-pot synthesis of 2-aminobenzimidazoles.
reaction suitability
reaction type: Coupling Reactions
Synthesis
80-73-9
37091-73-9
General procedure for the synthesis of 2-chloro-1,3-dimethylimidazolium chloride from 1,3-dimethyl-2-imidazolidinone: In a 1000 ml three-necked reaction flask, 1,3-dimethyl-2-imidazolidinone (34.2 g, 0.3 mol) and carbon tetrachloride (400 ml) were added. A carbon tetrachloride solution of solid phosgene (containing 30 g of solid phosgene, 0.1 mole, dissolved in 100 mL of carbon tetrachloride) was added slowly and dropwise. The temperature of the reaction mixture was controlled below 5°C with vigorous stirring for 0.5 hours. Subsequently, the reaction mixture was brought to room temperature and the reaction was continued for 1 hour. Next, it was heated to 50°C and kept at this temperature for 4 hours. Upon completion of the reaction, the mixture was cooled to room temperature, filtered, and washed with a small amount of carbon tetrachloride to afford 49 g of a pure white crystalline product, 2-chloro-1,3-dimethylimidazolium chloride, in 96.6% yield.
References
[1] Patent: CN105367478, 2016, A. Location in patent: Paragraph 0021; 0027; 0028
[2] European Journal of Inorganic Chemistry, 2005, # 19, p. 3815 - 3824
[3] Chemistry - A European Journal, 2016, vol. 22, # 45, p. 16187 - 16199
[4] Synthesis, 2009, # 13, p. 2267 - 2277
[5] Helvetica Chimica Acta, 1985, vol. 68, p. 1543 - 1556
2-Chloro-1,3-dimethylimidazolidinium chloride Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-Chloro-1,3-dimethylimidazolidinium chloride manufacturers
- Product
- 2-Chloro-1,3-dimethylimidazolidinium chloride 37091-73-9
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-26
- Product
- 2-Chloro-1,3-dimethylimidazolidinium chloride 37091-73-9
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-02-23
- Product
- 2-Chloro-1,3-dimethylimidazolidinium chloride 37091-73-9
- Price
- US $10.00/Kg/Bag
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 Tons
- Release date
- 2021-08-24