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N,N-Dimethylpyridin-4-amin

4-(Dimethylamino)pyridine

HCID 14284
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Grundinformationen

CAS
1122-58-3
Standard-SMILES
CN(C)c1ccncc1
InChIKey
VHYFNPMBLIVWCW-UHFFFAOYSA-N
Summenformel
C7H10N2
Durchschnittliche Molmasse
122,17 g/mol
Monoisotopische Masse
122,08439833

Überblick

4-Dimethylaminopyridine is a dialkylarylamine and a tertiary amino compound.

Namen und Bezeichner

Bevorzugter Name
4-(Dimethylamino)pyridine
IUPAC
N,N-dimethylpyridin-4-amine
Lokaler Name
N,N-Dimethylpyridin-4-amin
Englischer Name
4-Dimethylaminopyridine
Summenformel
C7H10N2
Molmasse
122.17

Namen und Synonyme

4-Dimethylaminopyridine1122-58-3N,N-Dimethylpyridin-4-aminedmap4-(Dimethylamino)pyridine4-Pyridinamine, N,N-dimethyl-DTXSID00443694-DMAPPFP1R6P0S8DTXCID80243694-[dimethylamino]pyridineRefChem:98776
Weitere Namen anzeigen
4,4-dimethylaminopyridine4-(Dimethylamino)pyridine, 99%, prilled4-(N,N-dimethlyamino)pyridine26DCLPYAURORA KA-64954-DiMethylaMin
214-353-5p-DimethylaminopyridineN,N-DIMETHYL-4-PYRIDINAMINEN-(4-Pyridyl)dimethylamineN,N-Dimethyl-4-aminopyridinePyridine, 4-(dimethylamino)-MFCD00006418887925-31-7

Datenbank-Bezeichner

CAS
1122-58-3
PubChem CID
14284
DTXSID
DTXSID0044369
ChEMBL
CHEMBL3561645
ChEBI
CHEBI:182593
UNII
PFP1R6P0S8
EC Number
214-353-5
Nikkaji
J1.582.952D、J31.394G

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,3
Polarare Oberfläche (TPSA)
16,1 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
1
Schwere Atome
9
Formalladung
0
Komplexität
75

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Pyridines
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP1.34
Vapor Pressure1.0 [mmHg]
Physical Description · 2 Einträge

Large Crystals

Colorless solid; [Merck Index] Beige crystalline solid; [Sigma-Aldrich MSDS]

Collision Cross Section120.6 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID0044369]

Physikochemische Eigenschaften

Schmelzpunkt
112 °C · 112 °C
Siedepunkt
162 °C · 162 °C
Dichte
0.906 g/mL · 0.906 g/mL at 25 °C
Dampfdruck
0.169 hPa · 0.169 hPa at 20 °C

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 1.1% (6 of 522) of reports.

Danger

H301 (98.9%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P308+P316, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 522 reports by companies from 53 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 4-Pyridinamine, N,N-dimethyl-

4-Pyridinamine, N,N-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 4-Pyridinamine, N,N-dimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: N,N-dimethylpyridin-4-amine (EC: 214-353-5)

4-(Dimethylamino) pyridine: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA skin and strong eye irritant; Toxic by ingestion; Highly toxic by skin absorption; [Sigma-Aldrich MSDS] See 4-Aminopyridine.
Hazard Classes and CategoriesAcute Tox. 3 (98.9%)
CSL Reaction Information · 6 Einträge

CSL00204

2-Methoxyprop-2-yl Hydroperoxide + Dicyclohexylcarbodiimide + 4-(Dimethylamino)pyridine + Dichloromethane + Cesium hydroxide + Dimethylformamide

Chemie und Industrie

Verwendung und Herstellung

UsesA catalyst used in organic syntheses; [Merck Index]
U.S. Production2023: 50,000 - <250,000 lb
Industry UsesCatalyst
General Manufacturing Information · 2 Einträge

Pharmaceutical and Medicine Manufacturing

4-Pyridinamine, N,N-dimethyl-: ACTIVE

Anwendungen

Verwenden4-Dimethylaminopyridine (Valaciclovir EP Impurity G; Valacyclovir USP Related Compound G) is a highly efficient catalyst for acylation reactions.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

HexamethylphosphorsaeuretriamidPyridin-4-olPyridin

Nachgelagerte Produkte

1-[4-(Trifluoromethyl)pyrimid-2-yl]piperazine2-Hydroxy-4-(trifluoromethyl)pyrimidine2-Chloro-4-(trifluoromethyl)pyrimidineDocetaxel1-(2-Pyrrolidinoethyl)piperazine5-(Trifluoromethyl)-1-methyl-1H-pyrazole

Zugehörige Reaktionen

24.121
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 1143
HRID 1143als Katalysatoruspto-grants-1998_03
Reaktionsgleichung von HRID 1225
HRID 1225als Katalysatoruspto-grants-1998_03
Reaktionsgleichung von HRID 1258
HRID 1258als Katalysatoruspto-grants-1998_03
Reaktionsgleichung von HRID 1265
HRID 1265als Katalysatoruspto-grants-1998_03
Reaktionsgleichung von HRID 1490
HRID 1490als Katalysatoruspto-grants-1998_03
Reaktionsgleichung von HRID 1558
HRID 1558als Katalysatoruspto-grants-1998_03
Reaktionsgleichung von HRID 1633
HRID 1633als Katalysatoruspto-grants-1998_03
Reaktionsgleichung von HRID 1639
HRID 1639als Katalysatoruspto-grants-1998_03
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Brechungsindex
20 · n20/D 1.431
Flammpunkt
110 °C · 110 °C
storage temp.
30 °C · Store below +30°C.
Löslichkeit
50 mg/mL, · methanol: 50 mg/mL, clear
Aggregatzustand
prilled
pka
pKa (20°): 9.7
Farbe
off-white to yellow
PH
11 · 11 (60g/l, H2O, 20℃)
Geruch (Odor)
characteristic odor
Wasserlöslichkeit
76 g/L · 76 g/L (25 ºC)
Merck
14 · 14,3389
BRN
110354 · 110354
Stabilität
Stable. Incompatible with acids, oxidizing agents.
InChI
1S/C7H10N2/c1-9(2)7-3-5-8-6-4-7/h3-6H,1-2H3
InChIKey
VHYFNPMBLIVWCW-UHFFFAOYSA-N
SMILES
CN(C)c1ccncc1
LogP
1.34 at · 1.34 at 25℃
CAS Datenbank
1122 · 1122-58-3(CAS DataBase Reference)
NIST chemische Informationen
4 · 4-Pyridinamine, N,N-dimethyl-(1122-58-3)
EPA chemische Informationen
4 · 4-(Dimethylamino)pyridine (1122-58-3)

"We would like to draw attention to a potential hazard associated with a procedure reported from our laboratories, "2-Methoxyprop-2-yl Hydroperoxide: A Convenient Reagent for the Synthesis of Hydroperoxides and Peracids," P. H. Dussault and A. Sahli [J. Org. Chem., 57, 1009 (1992). DOI: 10.1021/jo00029a043]. The procedure, which calls for room-temperature concentration of the ozonolysis-derived reagent before redissolution in an appropriate solvent, has been performed uneventfully on numerous occasions. Recently, however, several concentrated samples were observed to undergo rapid exothermic decomposition. In one case, an open vial containing a 2-g sample emitted a pillar of flame several feet high. We are currently investigating alternative procedures, including concentration of the reagent at 0 C. Extreme caution, including the rigorous use of safety shields, is warranted. The reagent should not be stored, but should be generated only as needed. Dilute solutions of excess reagent can be safely quenched with dimethyl sulfide, triphenylphosphine, or aqueous sodium sulfite." (reprint of full text)

Flammable,Pyrophoric

Not Available

10.1021/cen-v071n032.p002

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN 2811 6.1/PG 2
hs_code
29333999
RTECS-Nr.
US8400000
risk_code
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
Toxizität
LD50 orally in Rabbit: 140 mg/kg LD50 dermal Rabbit 90 mg/kg
hazard_code
T,C,T+,Xn,F
hazard_note
Toxic/Corrosive
safety_code
36/37/39-45-28A-26-28-36/37-53-27-22-16
hazard_class
8
packing_group
II
Speicherklasse
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications
Acute Tox. 2 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralAquatic Chronic 2Eye Dam. 1Skin Irrit. 2STOT SE 1
Selbstentzündungstemperatur
420 °C
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LIMAPROST
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