4-(Dimethylamino)pyridine
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4-(Dimethylamino)pyridine
structure -
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CAS No:
1122-58-3
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Formula:
C7H10N2
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Chemical Name:
4-(Dimethylamino)pyridine
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Synonyms:
4-Pyridinamine,N,N-dimethyl-;Pyridine,4-(dimethylamino)-;N,N-Dimethyl-4-pyridinamine;4-(Dimethylamino)pyridine;N,N-Dimethyl-4-aminopyridine;γ-(Dimethylamino)pyridine;p-Dimethylaminopyridine;DMAP;4-DMAP;DMAP (catalyst);4-(N,N-Dimethylamino)pyridine;N,N-Dimethyl-4-pyridylamine;4DMAPy;2011746-50-0
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CAS No:
Description
4-Dialkylaminopyridines were soon found to have general applicability for catalysis of a wide variety of reactions. 4-dimethylaminopyridine’s (DMAP) wide applicability has been frequently reviewed since the first review appeared in 1978. [3] The accelerating pace of reported applications for DMAP and the availability of DMAP in commercial quantities, at modest prices, have continued to stimulate great interest in its use as a catalyst in the fields of organic, polymer, analytical and biochemist
OtherSolid; PelletsLargeCrystals
4-(Dimethylamino)pyridine Basic Attributes
122.16800
122.17
214-353-5
PFP1R6P0S8
DTXSID0044369
2933399090
Characteristics
16.13000
1.3
OtherSolid; PelletsLargeCrystals
1.012 g/cm3
112 °C
162 °C
110ºC
n20/D 1.431
76 g/L (25 ºC)
Store in dark
0.431mmHg at 25°C
LD50 orally in Rabbit: 140 mg/kg LD50 dermal Rabbit 90 mg/kg
Safety Information
II
8
UN 1760/2811
3
R24/25; R34
S26-S28-S36/37/39-S45
US8400000
T
Stable. Incompatible with acids, oxidizing agents.
Missing Phrase - N15.00950417-P262-P280-P302 + P352 + P310-P305 + P351 + P338-P361 + P364
H301-H310-H315-H319-H335
|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P260, P261, P262, P264, P270, P271, P273, P280, P301+P310, P301+P330+P331, P302+P350, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P307+P311, P310, P311, P312, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 624 companies from 44 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
4-(Dimethylamino)pyridine Use and Manufacturing
1. A highly efficient catalyst for acylation reactions.
2. 4-Dimethylaminopyridine is a versatile hypernucleophilic acylation catalyst, it is used to improve the yield, reduce the reaction time, improving relaxation process conditions. Widely used in perfumes, dyes, pigments, pesticides, pharmaceuticals and polymer compounds and other fields. Also used as a catalyst for the synthesis of polyurethane, a curing agent and a blowing catalyst.
3. DMAP is a useful highly basic nucleophilic catalyst for a variety of reactions such as esterifications with anhydrides, the Baylis-Hillman reaction, hydrosilylations, tritylation, the Steglich rearrangement.
4. A highly fluorescent adenosine analogue, which in a dimethoxytrityl, phosphoramidite protected form, can be site-specifically inserted into oligonucleotides through a 3?5?phosphodiester linkage using an automated DNA synthesizer
Intermediates
Intermediate
Pesticide, fertilizer, and other agricultural chemical manufacturing|4-Pyridinamine, N,N-dimethyl-: ACTIVE
Computed Properties
Molecular Weight:122.17
XLogP3:1.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:122.084398327
Monoisotopic Mass:122.084398327
Topological Polar Surface Area:16.1
Heavy Atom Count:9
Complexity:75
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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