_E5_BE_AE_E4_BF_A1_E5_9B_BE_E7_89_87_2025-07-07_150946_768_1

4-Dimethylaminopyridine CAS#1122-58-3

Exceptional Catalytic Activity – Exhibits acylation and esterification activity approximately 10⁴–10⁶ times higher than pyridine.

Strong Nucleophilic Catalyst – The electron-donating dimethylamino group greatly enhances nucleophilic substitution efficiency.

Effective for Low-Reactivity Substrates – Efficiently catalyzes acylation of alcohols and amines with high steric hindrance or low reactivity.

Versatile in Organic Synthesis – Widely used in acyl transfer reactions, including asymmetric synthesis with chiral DMAP catalysts.

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PRODUCT DESCRIPTION

Products Description of 4-Dimethylaminopyridine CAS#1122-58-3

4-Dimethylaminopyridine (DMAP) is a highly effective nucleophilic acylation catalyst. The electron-donating dimethylamino group resonates with the pyridine ring, strongly activating the ring nitrogen toward nucleophilic substitution. This greatly enhances the acylation and esterification of alcohols and amines/acids, including substrates with high steric hindrance or low reactivity. Its catalytic efficiency is approximately 10⁴–10⁶ times greater than that of pyridine. Acyl transfer is a fundamental transformation in both natural processes and organic synthesis, and chiral DMAP is commonly employed as an asymmetric acyl transfer catalyst.

4-Dimethylaminopyridine 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	143389
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 Application of 4-Dimethylaminopyridine CAS#1122-58-3

It is used in water softening and the preparation of high-purity water, as well as in the refining of radioactive elements. It is also applied in iodine extraction from seaweed, antibiotic purification, and the treatment of industrial wastewater.