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Sigma-Aldrich

2-Chloro-1,3-dimethylimidazolinium chloride

for peptide synthesis

Synonyme(s) :

2-Chloro-4,5-dihydro-1,3-dimethyl-1H-imidazolium chloride, DMC

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About This Item

Formule empirique (notation de Hill):
C5H10Cl2N2
Numéro CAS:
Poids moléculaire :
169.05
Numéro MDL:
Code UNSPSC :
12352005
ID de substance PubChem :
Nomenclature NACRES :
NA.22

product name

2-Chloro-1,3-dimethylimidazolinium chloride,

Forme

crystalline

Capacité de réaction

reaction type: Coupling Reactions

Pf

133-140 °C (lit.)

Application(s)

peptide synthesis

Chaîne SMILES 

[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

Clé InChI

AEBBXVHGVADBHA-UHFFFAOYSA-M

Application

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
Activating agent in total synthesis of macroviracin A, cycloviracin B1, and cyclic silanes.

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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Consulter la Bibliothèque de documents

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)
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
Yanzi Gou et al.
Journal of polymer science. Part A, Polymer chemistry, 51(12), 2588-2597 (2013-06-14)
Synthetic glycopolymers are important natural oligosaccharides mimics for many biological applications. To develop glycopolymeric drugs and therapeutic agents, factors that control the receptor-ligand interaction need to be investigated. A library of well-defined glycopolymers has been prepared by the combination of
Shonoi A Ming et al.
Glycobiology, 28(2), 100-107 (2017-12-12)
Neisseria meningitidis Group X is an emerging cause of bacterial meningitis in Sub-Saharan Africa. The capsular polysaccharide of Group X is a homopolymer of N-acetylglucosamine α(1-4) phosphate and is a vaccine target for prevention of disease associated with this meningococcal

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N-Acylimidazoles and carbonylimidazoles are reactive intermediates used for amino compound acylation, surpassing DCC as coupling reagents.

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