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696196

Sigma-Aldrich

1,3-Bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene

97%

Synonym(s):

Ipr, 1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene

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About This Item

Empirical Formula (Hill Notation):
C27H36N2
CAS Number:
244187-81-3
Molecular Weight:
388.59
MDL number:
MFCD07781991
UNSPSC Code:
12352005
PubChem Substance ID:
329761807
NACRES:
NA.22

assay

97%

form

solid

reaction suitability

reagent type: ligand

mp

213-217 °C

storage temp.

−20°C

SMILES string

CC(C)c1cccc(C(C)C)c1N2[C]N(C=C2)c3c(cccc3C(C)C)C(C)C

InChI

1S/C27H36N2/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

InChI key

VYCIHDBIKGRENI-UHFFFAOYSA-N

Application

Ligand for Pd complexes for amination reaction of aryl halides; used as C-C bond formation reaction, e.g. Kumada-Tamao-Corriu reaction, Suzuki coupling, and Stille coupling.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN8304
MKCN3891
MKBX6142V
MKBV7460V
MKBS5154V

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Yunxia Du et al.
Biochemical and biophysical research communications, 503(1), 177-180 (2018-06-11)
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Sheng Gao et al.
Molecular immunology, 81, 127-134 (2016-12-13)
Over activation of conventional dendritic cells (cDCs) contributes to the development of systemic lupus erythematosus (SLE). Triggering receptor expressed on myeloid cells 1 (TREM-1) is emerging as a potent amplifier of the inflammatory responses. We sought to determine the expression
C Wen et al.
Transplantation proceedings, 47(8), 2523-2527 (2015-11-01)
For patients with refractory systemic lupus erythematosus, current medications are insufficient to control their condition, and new treatments are necessary. We aimed to evaluate the therapeutic effect of fetal and neonatal murine peripheral blood (FNPB) mononuclear cells and their impact
Zhang, C.; Huang, J. et al.
The Journal of Organic Chemistry, 64, 3804-3804 (1999)
H Stetsun et al.
Arthropod structure & development, 52, 100882-100882 (2019-09-01)
Digger wasps of the family Crabronidae (Insecta: Hymenoptera) are generally known to use their sting to paralyze or kill a prey. However, only a few species of digger wasps transport their prey to the nest impaled on the sting. How
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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/449/386/product-dating-information-mk.pdf

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  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

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