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Sigma-Aldrich

2-Chloro-1,3-dimethylimidazolinium chloride

for peptide synthesis

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C5H10Cl2N2
CAS Number:
37091-73-9
Molecular Weight:
169.05
MDL number:
MFCD09039290
UNSPSC Code:
12352005
PubChem Substance ID:
24877665
NACRES:
NA.22
Pricing and availability is not currently available.

Product Name

2-Chloro-1,3-dimethylimidazolinium chloride,

form

crystalline

Quality Level

100

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

Related Categories

Application

Activating agent in total synthesis of macroviracin A,[1] cycloviracin B1,[2] and cyclic silanes.[3]
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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5146V
WXBF3762V
WXBF3585V
WXBF2788V
WXBF4428V

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Journal of Organometallic Chemistry, 686, 175-182 (2003)
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
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
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
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

Articles

Imidazolium-Derived Reagents

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

Imidazolium-Derived Reagents

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

Imidazolium-Derived Reagents

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

Imidazolium-Derived Reagents

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

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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