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ChemicalBook > CAS DataBase List > 2-Chloro-1,3-dimethylimidazolidinium chloride

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
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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
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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
RIDADR 
1593
WGK Germany 
3
3-10-21
HazardClass 
6.1
PackingGroup 
III
HS Code 
29332900
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
529249
Product name
2-Chloro-1,3-dimethylimidazolinium chloride
Packaging
5g
Price
$73.1
Updated
2025/07/31
Sigma-Aldrich
Product number
529249
Product name
2-Chloro-1,3-dimethylimidazolinium chloride
Packaging
25g
Price
$235
Updated
2025/07/31
TCI Chemical
Product number
C1408
Product name
2-Chloro-1,3-dimethylimidazolinium Chloride
Purity
>98.0%(HPLC)
Packaging
5g
Price
$50
Updated
2025/07/31
TCI Chemical
Product number
C1408
Product name
2-Chloro-1,3-dimethylimidazolinium Chloride
Purity
>98.0%(HPLC)
Packaging
25g
Price
$146
Updated
2025/07/31
Sigma-Aldrich
Product number
529249
Product name
2-Chloro-1,3-dimethylimidazolinium chloride
Packaging
100g
Price
$921
Updated
2025/07/31
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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

  1. https://www.sigmaaldrich.com/catalog/product/aldrich/529249?lang=en&region=US
  2. https://pubs.acs.org/doi/abs/10.1021/jo990210y
  3. www.sciencedirect.com/science/article/pii/S004040391001395X
  4. 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

Henan Aochuang Chemical Co.,Ltd.
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
Shaanxi Dideu New Materials Co. Ltd
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
Hebei Senko Biotechnology Co., Ltd.
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

37091-73-9, 2-Chloro-1,3-dimethylimidazolidinium chlorideRelated Search:


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  • 37091-73-9
  • C5H8Cl2N2
  • C5H10Cl2N2
  • Phosphonium/Uronium/Formamidinium
  • Synthetic Reagents
  • Coupling
  • Condensation & Active Esterification
  • Amines
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  • Coupling Reactions (Peptide Synthesis)
  • Peptide Synthesis
  • Synthetic Organic Chemistry
  • Phosphonium/Uronium/Formamidinium
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