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39410

Sigma-Aldrich

4-(Dimethylamino)pyridine, polymer-bound

extent of labeling: ~3.0 mmol/g "DMAP" loading, matrix crosslinked with 2% DVB

Synonym(s):

4-(Dimethylamino)pyridine on Polystyrene, DMAP on PS, polymer bound DMAP

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About This Item

Empirical Formula (Hill Notation):
C8H8
CAS Number:
82942-26-5
Molecular Weight:
104.15
MDL number:
MFCD04041220
UNSPSC Code:
12352128
PubChem Substance ID:
57649897
NACRES:
NA.22

reaction suitability

reaction type: solution phase peptide synthesis

extent of labeling

~3.0 mmol/g "DMAP" loading

matrix

crosslinked with 2% DVB

anion traces

chloride (Cl-): ≤5000 mg/kg

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General description

Polymer-bound 4-(dimethylamino)pyridine is used for improved derivatization of chiral and achiral aliphatic amines, amino alcohols and amino acids.

Application

Polymer-bound 4-(dimethylamino)pyridine is used as a supported base in the Michael addition and nitrous acid elimination process step involved in the synthesis of thiophene-2-carboxylates using β-nitroacrylates as starting materials, under a general and efficient continuous flow-based protocol. It also serves as a supported catalyst in the preparation of ω-nitro esters starting from cyclic 2-nitro ketones under solid heterogeneous catalysis.(5)

Other Notes

Polymer supported, recyclable acylation catalyst

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

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)

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’.

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$\beta$-Nitroacrylates as Starting Materials of Thiophene-2-Carboxylates Under Continuous Flow Conditions
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