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ALD00594

Sigma-Aldrich

2-Hydroxynicotinaldehyde

97%

Synonym(s):

2-Hydroxy-pyridine-3-carbaldehyde, TDG4

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About This Item

Empirical Formula (Hill Notation):
C6H5NO2
CAS Number:
Molecular Weight:
123.11
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.22

Assay

97%

form

powder or crystals

reaction suitability

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

mp

223 °C

functional group

aldehyde

storage temp.

2-8°C

InChI

1S/C6H5NO2/c8-4-5-2-1-3-7-6(5)9/h1-4H,(H,7,9)

InChI key

DNTYEVWEOFZXFE-UHFFFAOYSA-N

Application

This reagent was used as a catalytic transient directing group by Jin-Quan Yu′s lab for Pd(II)-catalyzed γ-C(sp3)-H arylation to couple free primary amines with aryl iodides. Reactions included Pd(OAc)2 683124 and low catalyst and directing group loading.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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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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