Name
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EINECS
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214-353-5
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CAS No.
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1122-58-3
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Density
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1.012 g/cm3
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PSA
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16.13000
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LogP
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1.14760
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Solubility
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miscible with water
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Melting Point
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83-86 °C(lit.)
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Formula
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C7H10N2
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Boiling Point
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194.9 °C at 760 mmHg
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Molecular Weight
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122.17
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Flash Point
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71.7 °C
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Transport Information
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UN 2811 6.1/PG 2
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Appearance
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white to yellow crystalline powder
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Safety
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36/37/39-45-28A-26-28-36/37-53-27-22
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Risk Codes
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25-34-24/25-36/37/38-27-36-24-20-61-40-23/24/25
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Molecular Structure
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Hazard Symbols
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T,C,T+
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Synonyms
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Pyridine, 4-(dimethylamino)-;N,N-Dimethylpyridin-4-amine;4-Pyridinamine, N,N-dimethyl-;N,N-dimethyl-1H-pyridin-4-amine;4-(Dimethylamino)pyridine;p-Dimethylaminopyridine;4-Dimethylamino-pyridine(DMAP);4-Dimethylaminopyridine(DMAP);gamma-(Dimethylamino)pyridine;4-Pyridinamine,N,N-dimethyl-;DMAP (catalyst);4-Dimethylamino pyridine;4-(Dimethylamino) Pyridine;DMAP 4-Dimethylaminopyridine;4-Dimethylaminopy ridine;4-Dimethyl aminopyridine;4-Dimethylaminopyridine DMAP;4-Di(methylamino)pyridine;4-Dimethylamino-pyridine;DMAP (4-Dimethylaminopyridine);4-Dimethylaminopyridine (dmap);4-DMAP;4-Dimethyl amino pyridine;N4,N4-Dimethylpyridin-4-amine;4-(N,N-Dimethylamino)pyridine;
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Article Data |
109
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The 4-Dimethylaminopyridine, with the CAS registry number 1122-58-3,is also known as N,N-Dimethylpyridin-4-amine; DMAP. It belongs to the product categories of Nucleotides;Amines;Aromatics. This chemical's molecular formula is C7H10N2 and molecular weight is 122.17.Its EINECS number is 214-353-5. What's more,Its systematic name is 4-(Dimethylamino)pyridine .It is a White solid which is stable,incompatible with acids,oxidizing agents. It is a highly efficient catalyst for acylation reactions.Its analogues are used in kinetic resolution experiments of mainly secondary alcohols and Evans auxilar type amides.
Physical properties about 4-Dimethylaminopyridine are:
(1)ACD/LogP: 1.34; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.15; (4)ACD/LogD (pH7.4): -0.63; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.37; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.554; (13)Molar Refractivity: 38.658 cm3; (14)Molar Volume: 120.648 cm3;(15)Surface Tension: 40.0180015563965 dyne/cm; (16)Density: 1.013 g/cm3; (17)Flash Point: 71.687 °C; (18)Enthalpy of Vaporization: 43.112 kJ/mol; (19)Boiling Point: 194.922 °C at 760 mmHg; (20)Vapour Pressure: 0.430999994277954 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES:n1ccc(N(C)C)cc1;
(2)Std. InChI:InChI=1S/C7H10N2/c1-9(2)7-3-5-8-6-4-7/h3-6H,1-2H3;
(3)Std. InChIKey:VHYFNPMBLIVWCW-UHFFFAOYSA-N.
Preparation of 4-Dimethylaminopyridine :
4-Dimethylaminopyridine can be prepared in a two-step procedure from pyridine, which is first oxidized to 4-pyridylpyridinium cation. This cation then reacts with dimethylamine:
Safety Information of 4-Dimethylaminopyridine:
The 4-Dimethylaminopyridine is toxic by inhalation, in contact with skin and if swallowed and Irritating to eyes, respiratory system and skin. It is harmful by inhalation. And it may cause harm to the unborn child. There is limited evidence of a carcinogenic effect. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) .When you use it wear suitable protective clothing, gloves and eye/face protection. Avoid exposure - obtain special instructions before use. After contact with skin, wash immediately with plenty of soap-suds. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And take off immediately all contaminated clothing.
The toxicity data of 4-Dimethylaminopyridine as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
mouse | LD50 | intravenous | 56mg/kg (56mg/kg) | | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04228, |
mouse | LDLo | oral | 470mg/kg (470mg/kg) | | Archives of Environmental Contamination and Toxicology. Vol. 14, Pg. 111, 1985. |
rabbit | LD50 | skin | 13mg/kg (13mg/kg) | | National Technical Information Service. Vol. OTS0536502, |
rat | LD50 | oral | 250mg/kg (250mg/kg) | | National Technical Information Service. Vol. OTS0536502, |