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4-Dimethylaminopyridine

Name: 4-Dimethylaminopyridine
SKU: 0

4-Dimethylaminopyridine
CAS No.: 1122-58-3
Molecular Formula: C7H10N2
Molecular Weight: 122.17

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PRODUCT DESCRIPTION

4-dimethylaminopyridine, commonly referred to as DMAP, is a strong nucleophilic acylation catalyst. The resonance of the electron-donating dimethylamino group with the parent ring (pyridine ring) can strongly activate the nitrogen atoms on the ring for nucleophilic substitution, and significantly catalyze the acylation/esterification of alcohols and amines/acids with high resistance and low reactivity, with the activity of about 104~106 times that of pyridine. Acyl transfer is a common transformation in nature and organic synthesis, in which chiral DMAP is a common asymmetric acyl transfer catalyst.

Chemical Properties


Melting point	112 °C
Boiling point	162 °C
density	0.906 g/mL at 25 °C
vapor pressure	0.169 hPa at 20 °C
refractive index	n20/D 1.431
Fp	110 °C
storage temp.	Store below +30°C.
solubility	methanol: 50 mg/mL, clear
form	prilled
pka	pKa (20°): 9.7
color	off-white to yellow
Odor	characteristic odor
PH Range	9.7 (10% aq soln)
PH	11 (60g/l, H2O, 20℃)
Water Solubility	76 g/L (25 ºC)
Merck	14,3389
BRN	110354
Stability:	Stable. Incompatible with acids, oxidizing agents.
LogP	1.34 at 25℃
CAS DataBase Reference	1122-58-3(CAS DataBase Reference)
NIST Chemistry Reference	4-Pyridinamine, N,N-dimethyl-(1122-58-3)
EPA Substance Registry System	4-(Dimethylamino)pyridine (1122-58-3)

Safety Information


Hazard Codes	T,C,T+,Xn,F
Risk Statements	25-34-24/25-36/37/38-27-36-24-20-61-40-23/24/25-67-66-21/22-11-36/37-22-19
Safety Statements	36/37/39-45-28A-26-28-36/37-53-27-22-16
RIDADR	UN 2811 6.1/PG 2
WGK Germany	3
RTECS	US8400000
Autoignition Temperature	420 °C
Hazard Note	Toxic/Corrosive
TSCA	T
HazardClass	8
PackingGroup	II
HS Code	29333999
Toxicity	LD50 orally in Rabbit: 140 mg/kg LD50 dermal Rabbit 90 mg/kg

Product Usage

4-Dimethylaminopyridine (DMAP for short), with CAS No. 1122-58-3, chemical formula C₇H₁₀N₂ and molecular weight 122.17, appears as white to pale yellow crystalline powder, easily soluble in organic solvents such as ethanol and acetone, and is an efficient organic catalyst. Its core application is in the field of organic synthesis. As a high-efficiency catalyst for acylation reactions, it can significantly accelerate the acylation reactions of carboxylic acids, acid anhydrides with alcohols and amines, and is widely used in fine chemical fields such as drug synthesis, spice preparation and dye synthesis, greatly improving reaction efficiency and yield. In the medical field, it is used as an intermediate for the synthesis of antibiotics, vitamins, hormones and other drugs, simplifying synthesis steps and reducing production costs. In addition, it is used for polymer material modification, phase transfer catalyst in organic reactions, and reagent in analytical chemistry, and is an indispensable special catalytic raw material in fine chemicals and pharmaceutical synthesis fields.

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