Skip to Content
MilliporeSigma

Key Documents

View All Documentation

Skip To

696307

Chloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copper(I)

greener alternative

Greener Alternative

powder

Synonym(s):

[(iPr)CuCl], [1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copper(I) chloride

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View
Size/SKUAvailabilityPrice
250 mg

Available to ship TODAYfromMILWAUKEE

$69.90
1 g

Available to ship TODAYfromMILWAUKEE

$220.00

About This Item

Empirical Formula (Hill Notation):
C27H36ClCuN2
CAS Number:
578743-87-0
Molecular Weight:
487.59
UNSPSC Code:
12161600
PubChem Substance ID:
329761816
NACRES:
NA.22
MDL number:
MFCD09264276

$69.90

Available to ship TODAYDetails

​
Request a Custom Order
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Chloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copper(I),

form

powder

Quality Segment

100

reaction suitability

core: copper, reagent type: catalyst

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

>300 °C

greener alternative category

Aligned

SMILES string

CC(C)c1cccc(C(C)C)c1N2C=CN(\C2=[Cu]\Cl)c3c(cccc3C(C)C)C(C)C

InChI

1S/C27H36N2.ClH.Cu/c1-18(2)22-11-9-12-23(19(3)4)26(22)28-15-16-29(17-28)27-24(20(5)6)13-10-14-25(27)21(7)8;;/h9-16,18-21H,1-8H3;1H;/q;;+1/p-1

InChI key

JPUFNIIPFXQOCB-UHFFFAOYSA-M

General description

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives. This N-heterocyclic carbene ligand with bulky 2,6-diisopropylphenyl substituents is used for palladium-catalyzed Suzuki-Miyaura and Buchwald-Hartwig coupling reactions. Its strong ς-donor character stabilizes low-valent palladium intermediates while steric bulk promotes reductive elimination, enabling efficient coupling across diverse substrates, thus aligning with Green Chemistry principle "Catalysis". Click here for more information.

Application

"Use for reduction of olefin and carbonyl, carbene transfer reaction, aziridination of olefins, and methyleneation of aldehydes."

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item
715425696250696277
Chloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copper(I)

Sigma-Aldrich

696307

Chloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copper(I)

Chloro[1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]copper(I) 95%

Sigma-Aldrich

715425

Chloro[1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]copper(I)

Bis(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)copper(I) tetrafluoroborate

Sigma-Aldrich

696250

Bis(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)copper(I) tetrafluoroborate

[(IPr)AuCl] Umicore

Sigma-Aldrich

696277

[(IPr)AuCl]

description

-

description

95%

description

-

description

Umicore

reaction suitability

core: copper, reagent type: catalyst

reaction suitability

core: copper, reagent type: catalyst

reaction suitability

core: copper, reagent type: catalyst

reaction suitability

core: gold, reagent type: catalyst

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

>300 °C

mp

273-277 °C

mp

>300 °C

mp

298 °C

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

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

Visit the Document Library

Questions

1–2 of 2 Questions  

  1. 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/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. 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

      Helpful?

Reviews

No rating value

Active Filters