39410
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:
Molecular Weight:
104.15
UNSPSC Code:
12352128
PubChem Substance ID:
NACRES:
NA.22
MDL number:
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
Quality Level
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Related Categories
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
signalword
Warning
hcodes
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)
A new, low impact and efficient synthesis of $\omega$-nitro esters under solid heterogeneous catalysis
Chiurchiu E, et al.
Green Chemistry, 19(20), 4956-4960 (2017)
$\beta$-Nitroacrylates as Starting Materials of Thiophene-2-Carboxylates Under Continuous Flow Conditions
Chiurchiu E, et al.
Advanced Synthesis & Catalysis, 361(9), 2042-2047 (2019)
E.F. Scriven
Chemical Society Reviews, 12, 129-129 (1983)
Szu-Yuan Chou et al.
Scientific reports, 10(1), 18519-18519 (2020-10-30)
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