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L511269

Sigma-Aldrich

2,2′-Azanediyldibenzonitrile

AldrichCPR

Synonym(s):

2-2′-Iminobis-benzonitrile, Yu-Li Auxiliary

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About This Item

Empirical Formula (Hill Notation):
C14H9N3
CAS Number:
117847-15-1
Molecular Weight:
219.24
MDL number:
MFCD12077570
UNSPSC Code:
12161600
PubChem Substance ID:
329817512

reaction suitability

reagent type: catalyst
reagent type: ligand
reaction type: C-H Activation

SMILES string

N#Cc1ccccc1Nc2ccccc2C#N

InChI

1S/C14H9N3/c15-9-11-5-1-3-7-13(11)17-14-8-4-2-6-12(14)10-16/h1-8,17H

InChI key

JGNDVMNUMRWBSN-UHFFFAOYSA-N

Application

Application of tethered nitriles as remote directing groups for palladium-catalyzed meta-selective C-H alkenylation and template-directed meta-selective C–H olefination of hydrocinnamic acid derivatives

Other Notes

Please note that Sigma-Aldrich provides this product to early discovery researchers as part of a collection of unique chemicals. Sigma-Aldrich does not collect analytical data for this product. Buyer assumes responsibility to confirm product identity and/or purity. All sales are final.

NOTWITHSTANDING ANY CONTRARY PROVISION CONTAINED IN SIGMA-ALDRICH′S STANDARD TERMS AND CONDITIONS OF SALE OR AN AGREEMENT BETWEEN SIGMA-ALDRICH AND BUYER, SIGMA-ALDRICH SELLS THIS PRODUCT "AS-IS" AND MAKES NO REPRESENTATION OR WARRANTY WHATSOEVER WITH RESPECT TO THIS PRODUCT, INCLUDING ANY (A) WARRANTY OF MERCHANTABILITY; (B) WARRANTY OF FITNESS FOR A PARTICULAR PURPOSE; OR (C) WARRANTY AGAINST INFRINGEMENT OF INTELLECTUAL PROPERTY RIGHTS OF A THIRD PARTY; WHETHER ARISING BY LAW, COURSE OF DEALING, COURSE OF PERFORMANCE, USAGE OF TRADE OR OTHERWISE.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

L511269-1G:

Certificates of Analysis (COA)

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Dasheng Leow et al.
Nature, 486(7404), 518-522 (2012-06-29)
Functionalization of unactivated carbon-hydrogen (C-H) single bonds is an efficient strategy for rapid generation of complex molecules from simpler ones. However, it is difficult to achieve selectivity when multiple inequivalent C-H bonds are present in the target molecule. The usual

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Yu Group – Professor Product Portal

The Yu program centers around the discovery of catalytic carbon–carbon and carbon–heteroatom bond forming reactions based on C–H activation. Target transformations are selected to enable 1) the use of simple and abundant starting materials such as aliphatic acids, amines and alcohols, and 2) disconnections that drastically shorten the synthesis of a drug molecule or a major class of biologically active compounds.

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