107700
4-(Dimethylamino)pyridine
ReagentPlus®, ≥99%
Synonym(s):
N,N-Dimethylpyridin-4-amine, DMAP
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About This Item
Empirical Formula (Hill Notation):
C7H10N2
CAS Number:
Molecular Weight:
122.17
Beilstein:
110354
EC Number:
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.22
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grade
reagent grade
Quality Level
product line
ReagentPlus®
Assay
≥99%
form
chips
crystalline powder
flakes
concentration
≤100%
pH
(10,23 at -0,1 g/l at 22 °C)
bp
162 °C
mp
108-110 °C (lit.)
solubility
H2O: 50 mg/mL
functional group
amine
storage temp.
room temp
SMILES string
CN(C)c1ccncc1
InChI
1S/C7H10N2/c1-9(2)7-3-5-8-6-4-7/h3-6H,1-2H3
InChI key
VHYFNPMBLIVWCW-UHFFFAOYSA-N
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General description
4-(Dimethylamino)pyridine (DMAP) is a highly versatile nucleophilic catalyst for acylation reactions and esterifications. It is also employed in various organic transformations like Baylis-Hillman reaction, Dakin-West reaction, protection of amines, C-acylations, silylations, applications in natural products chemistry, and many others.
Application
4-(Dimethylamino)pyridine can be used as a catalyst:
- To synthesize 3,5-disubstituted 2,6-dicyanoaniline by reacting malononitrile, aldehydes, and β-nitroolefins.
- For the acylation of alcohols with acid anhydrides under auxiliary base- and solvent-free conditions to synthesize corresponding esters.
- In Baylis-Hillman reaction to form carbon-carbon bond by the coupling of an activated alkene with an aldehyde or ketone.
A highly efficient catalyst for acylation reactions
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 2 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 1
Target Organs
Nervous system
Storage Class Code
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
WGK
WGK 3
Flash Point(F)
255.2 °F
Flash Point(C)
124 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| CDS001275-1G | 4061825962719 |
| 107700-25KG | |
| 107700-5KG | 4061833458617 |
| 107700-100G | 4061835554058 |
| 107700-10KG | |
| 107700-1KG | |
| 107700-25G | 4061835554065 |
| 107700-500G | 4061838675477 |
| 107700-5G | 4061835554072 |
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