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About This Item
Empirical Formula (Hill Notation):
C5H10Cl2N2
CAS Number:
Molecular Weight:
169.05
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
MDL number:
Product Name
2-Chloro-1,3-dimethylimidazolinium chloride,
form
crystalline
Quality Level
reaction suitability
reaction type: Coupling Reactions
mp
133-140 °C (lit.)
application(s)
peptide synthesis
functional group
chloro
SMILES string
[Cl-].CN1CC[N+](C)=C1Cl
InChI
1S/C5H10ClN2.ClH/c1-7-3-4-8(2)5(7)6;/h3-4H2,1-2H3;1H/q+1;/p-1
InChI key
AEBBXVHGVADBHA-UHFFFAOYSA-M
Application
Activating agent in total synthesis of macroviracin A, cycloviracin B1, and cyclic silanes.
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
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
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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Articles
N-Acylimidazoles and carbonylimidazoles are reactive intermediates used for amino compound acylation, surpassing DCC as coupling reagents.
Shunya Takahashi et al.
The Journal of organic chemistry, 69(13), 4509-4515 (2004-06-19)
The C(2)-symmetric macrodiolide core 2 of an antiviral agent, macroviracin A (1), was constructed in a single step by the intermolecular macrodimerization of C(22)-hydroxy carboxylic acid 3 with 2-chloro-1,3-dimethylimidazolinium chloride and DMAP in the presence of sodium hydride (NaH). The
Alois Fürstner et al.
Journal of the American Chemical Society, 125(43), 13132-13142 (2003-10-23)
The first total synthesis of the antivirally active glycolipid cycloviracin B(1) (1) is described. The approach is based on a two-directional synthesis strategy which constructs the C(2)()-symmetrical macrodiolide core of the target by an efficient template-directed macrodilactonization reaction promoted by
Journal of Organometallic Chemistry, 686, 175-182 (2003)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 529249-100G | 04061833548158 |
| 529249-5G | 04061832557977 |
| 529249-25G | 04061832557960 |
