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39410

4-(Dimethylamino)pyridine, polymer-bound

Name: 4-(Dimethylamino)pyridine, polymer-bound
Brand: ALDRICH

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

UNSPSC Code:

12352128

PubChem Substance ID:

57649897

NACRES:

NA.22

MDL number:

MFCD04041220

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Properties

reaction suitability

reaction type: solution phase peptide synthesis

Quality Level

200

extent of labeling

~3.0 mmol/g "DMAP" loading

matrix

crosslinked with 2% DVB

anion traces

chloride (Cl^-): ≤5000 mg/kg

Description

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

Polymer supported, recyclable acylation catalystcitationcitationcitation

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pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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

Chiurchiu E, et al.

advanced synthesis and catalysis, 361(9), 2042-2047 (2019)