4-Dimethylaminopyridine , Promotion Season Now in Store and Free Sample for Testing with Factory Price
Chemical Name: 4-Dimethylaminopyridine
CAS No.: 1122-58-3
Molecular Formula: C7H10N2
Molecular weight: 122.17
Sample: Available
4-Dimethylaminopyridine: The Complete Guide
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Description of DMAP
4-Dimethylaminopyridine (DMAP) is a derivative of pyridine with the chemical formula (CH3)2NC5H4N. This colourless solid is of interest because it is more basic than pyridine, owing to the resonance stabilisation from the NMe2 substituent.
Because of its basicity, DMAP is a useful nucleophilic catalyst for a variety of reactions such as esterifications with anhydrides, the Baylis-Hillman reaction, hydrosilylations, tritylation, the Steglich rearrangement, Staudinger synthesis of β-lactams and many more. Chiral DMAP analogues are used in kinetic resolution experiments of mainly secondary alcohols and Evans auxiliary type amides.
Basic Info of DMAP
Chemical Name | 4-Dimethylaminopyridine |
|---|---|
Synonyms | N-(4-Pyridyl)dimethylamine;DMAP;N,N-Dimethylpyridin-4-amine DMAP;4-(Dimethylamino)pyridine,N,N-Dimethylpyridin-4-amine,DMAP;4-dimethylaminopyridine;Expand |
CAS No. | 1122-58-3 |
Molecular Formula | C7H10N2 |
Molecular Weight | 122.16800 |
PSA | 16.13000 |
LogP | 1.14760 |
Safety Info
RTECS | US8400000 |
|---|---|
Hazard Class | 8 |
Safety Statements | S26-S28-S36/37/39-S45 |
HS Code | 2933399090 |
WGK Germany | 3 |
Packing Group | II |
RIDADR | UN 1760/2811 |
Risk Statements | R24/25; R34 |
Hazard Codes | T |
Hazard Declaration | H302; H311; H315; H319; H335; H351 |
Symbol | GHS06, GHS08 |
Caution Statement | P280; P301 + P312 + P330; P302 + P352 + P312; P304 + P340 + P312; P305 + P351 + P338; P337 + P313 |
Signal Word | Danger |
Properties
Appearance & Physical State | white to yellow crystalline powder |
|---|---|
Density | 1.012 g/cm3 |
Boiling Point | 162ºC (50 mmHg) |
Melting Point | 108-113ºC |
Flash Point | 110ºC |
Refractive Index | n20/D 1.431 |
Water Solubility | 76 g/L (25 ºC) |
Stability | Stable. Incompatible with acids, oxidizing agents. |
Storage Condition | Store in dark |
Vapor Pressure | 0.431mmHg at 25°C |
Numbering system
| EINECS number | 214-353-5 |
|---|---|
| MDL number | MFCD00006418 |
| RTECS number | US9230000 |
| BRN number | 110354 |
What is DMAP?
- With the progress of science and technology and the development of society, chemical products have invariably permeated our daily lives, in medicine, food, cosmetics, electronics, industry, and other areas, becoming an essential part of our lives. One such product is Ambroxan which has developed particularly rapidly in recent years. Do you know about Ambroxan?
- The official answer: 4-Dimethylaminopyridine is a new type of efficient catalyst widely used in chemical synthesis, white crystalline powder with molecular formula C7H10N2.
What’s the application of Ambroxan?
- 4-Dimethylaminopyridine is a new type of highly efficient catalyst widely used in chemical synthesis in recent years. The resonance of the electron-donating dimethylamine with the parent ring (pyridine ring) on its structure can strongly activate the nucleophilic substitution of the nitrogen atom on the ring and significantly catalyze the acylation (phosphorylation, sulfonylation, carbonylation) reactions of high potential resistance and low reactivity of alcohols and amines, and its activity is about 104-6 times that of pyridine. It has high catalytic ability in various types of reactions such as acylation, alkylation, etherification, esterification, and ester exchange in organic synthesis, drug synthesis, pesticides, pharmaceuticals, dyes, fragrances, polymer chemistry, and analytical chemistry, and has an extremely obvious effect on improving yields.
- Its advantages are: the catalyst dosage is small, usually only 0.01-5% of the molarity of the reaction substrate can be, the acid produced by the reaction can be neutralized by organic or inorganic bases; mild reaction conditions, generally at room temperature can be carried out, saving energy; wide choice of solvent, in polar, non-polar organic solvents can be carried out; short reaction time, using pyridine for a long time, while the DMAP is a few minutes to complete the reaction, thus greatly improving labor productivity; high yield, such as pyridine almost does not react with the hydroxyl compounds with large spatial resistance,
- The use of DMAP yield up to 80-90%, which can improve the reaction yield and product quality and simplify the process; fewer side reactions, small odor, less waste; due to the excellent catalytic performance of DMAP, known as “super catalyst “It has become one of the most commonly used catalysts for organic synthesis workers.
- It has been successfully applied to the production of ethyl (propyl) spiramycin, artemisinin succinate, statin lipid-lowering drugs, and other APIs in the domestic chemical-pharmaceutical industry, improving the process conditions and achieving good economic and social benefits.
- In addition, it is also widely used in the total (semi-)synthesis of complex natural products, such as acetylation in the total synthesis of PRAVASTATIN, trifluoroacetylation in the total synthesis of TUBERCIDIN, acetylation in the total synthesis of MUGINEIC ACID, and benzoylation in the total synthesis of TERPESTACIN, and the total synthesis of sildenafil (VIAGRA) In pesticide production, DMAP was used to improve the yield and product purity in the synthesis of aminopyralid, and it also has obvious catalytic activity in the reactions of isocyanate synthesis of carbamate and pyrethroid synthesis of pyrethroid. The role in organophosphorus synthesis by phosphorylation reaction is quite significant.
Conclusion
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