Skip to Content
Merck
All Photos(2)

Documents

656577

Sigma-Aldrich

1,3-Diisopropylimidazolium chloride

greener alternative

97%

Synonym(s):

N,N′-(Isopropyl)imidazolium chloride

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C9H17ClN2
CAS Number:
139143-09-2
Molecular Weight:
188.70
MDL number:
MFCD03840577
UNSPSC Code:
12352005
PubChem Substance ID:
24884209
NACRES:
NA.22

Assay

97%

form

solid

reaction suitability

reagent type: catalyst

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

182-186 °C

greener alternative category

Aligned,

SMILES string

[Cl-].CC(C)n1cc[n+](c1)C(C)C

InChI

1S/C9H17N2.ClH/c1-8(2)10-5-6-11(7-10)9(3)4;/h5-9H,1-4H3;1H/q+1;/p-1

InChI key

DOFXKPAOJLLPII-UHFFFAOYSA-M

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

1,3-Diisopropylimidazolium chloride may be used to prepare:
  • 1,3-Diisopropylimidazole-2-thione by reacting with sulfur in the presence of potassium carbonate.
  • (C9H7)NiCl(1,3-diisopropylimidazol-2- ylidene) by reacting with bis-indenyl nickel-(II).
  • Ruthenium N-heterocyclic carbene complexes, which are efficient catalysts for the amidation of primary alcohols and amines.
Ligand for ruthenium-catalyzed greener amide bond formation by dehydrogenative coupling of amines and alcohols.

Amide Synthesis from Alcohols and Amines by the Extrusion of Dihydrogen

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Indenylnickel (II) N-heterocyclic carbene complexes: Synthesis via indene elimination and catalytic activity for ethylene dimerization.
Sun HM, et al.
Organometallics, 24(2), 331-334 (2005)
Amide Synthesis from Alcohols and Amines Catalyzed by Ruthenium N-Heterocyclic Carbene Complexes.
Dam JH, et al.
Chemistry?A European Journal , 16(23), 6820-6827 (2010)
Chen C and Hong SH.
Organic & Biomolecular Chemistry, 9(1), 20-26 (2011)
A dinuclear Bi (III) complex of a 1, 3-disubstituted imidazole-2-thione and its use as a transmetallation agent toward Pd (II).
Jagenbrein M, et al.
Journal of Organometallic Chemistry, 796, 11-16 (2015)

Protocols

Bestmann-Ohira Reagent: Alkynes from Aldehydes

Acetylene chemistry's versatile applications from organic synthesis to bioorganic chemistry demand efficient synthesis methods.

Bestmann-Ohira Reagent: Alkynes from Aldehydes

Acetylene chemistry's versatile applications from organic synthesis to bioorganic chemistry demand efficient synthesis methods.

Bestmann-Ohira Reagent: Alkynes from Aldehydes

Acetylene chemistry's versatile applications from organic synthesis to bioorganic chemistry demand efficient synthesis methods.

Bestmann-Ohira Reagent: Alkynes from Aldehydes

Acetylene chemistry's versatile applications from organic synthesis to bioorganic chemistry demand efficient synthesis methods.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service