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4-Dimethylamino-benzaldehyd
4-(DIMETHYLAMINO)BENZALDEHYDE · P-DIMETHYLAMINOBENZALDEHYDE · DIMETHYLAMINOBENZALDEHYDE · p-DAB · para-Dimethylaminobenzaldehyde · 4-Dimethylaminobenzaldehyde 、p-Dimethylaminobenzaldehyde · Ehrlichs · Benzaldehyde, 4-(dimethylamino)-
Identifikatoren & physikalische Daten
| CAS No. | 100-10-7 |
|---|---|
| Summenformel | C9H11NO |
| Durchschnittliche Molmasse | 149,19 g/mol |
| Monoisotopische Masse | 149,08406397 g/mol |
| SMILES | CN(C)c1ccc(C=O)cc1 |
| InChIKey | BGNGWHSBYQYVRX-UHFFFAOYSA-N |
| PubChem CID | 7479 |
| ChEMBL | CHEMBL3188333 |
| ChEBI | CHEBI:91114 |
| EC No. | 202-819-0 |
| DTXSID | DTXSID5021835 |
| Lokaler Name | 4-Dimethylamino-benzaldehyd |
Chemische & physikalische Eigenschaften
| XLogP | 1,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 20,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 126 |
| Stoffklassen | Nitrogen Compounds -> Other Aromatics (Nitrogen) |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| Schmelzpunkt | 74 °C72-75 °C(lit.) |
| Physical Description | Dry PowderSolidUnless extremely pure is lemon-colored possibly turning pink on light exposure[Merck Index] White crystalline solidMay be discolored by light and air[Sigma-Aldrich MSDS] |
| Collision Cross Section | 129.0 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID5021835] |
| Siedepunkt | 176-177 °C (17 mmHg) |
| Dichte | 1.10 g/mL at 20 °C |
| Dampfdruck | <0.1 hPa (20 °C) |
| Brechungsindex | n20/D 1.417 |
| Flammpunkt | 164 °C |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | alcohol: passes test (APHA ≤60)0.3 g/L (20 ºC) |
| pKa (Säurekonstante) | pK1:1.647(+1) (25°C) |
| Aggregatzustand | Liquid |
| Farbe | White to pale yellow |
| Geruch | Characteristic odor |
| Merck | 14,3230 |
| BRN | 606802 |
| Stabilität | Stable, but light sensitive. Incompatible with bases, strong oxidizing agents. |
| InChI | 1S/C9H11NO/c1-10(2)9-5-3-8(7-11)4-6-9/h3-7H,1-2H3 |
| InChIKey | BGNGWHSBYQYVRX-UHFFFAOYSA-N |
| SMILES | CN(C)c1ccc(C=O)cc1 |
| LogP (Verteilungskoeffizient) | 1.810 |
| CAS Datenbank | 100-10-7(CAS DataBase Reference) |
| NIST chemische Informationen | Benzaldehyde, 4-(dimethylamino)-(100-10-7) |
| EPA chemische Informationen | Benzaldehyde, 4-(dimethylamino)- (100-10-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 7.4% (11 of 148) of reports.WarningH317 (72.3%): May cause an allergic skin reaction [Warning Sensitization, Skin]P261, P264+P265, P272, P273, P280, P302+P352, P305+P351+P338, P321, P333+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 148 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Benzaldehyde, 4-(dimethylamino)-Benzaldehyde, 4-(dimethylamino)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzaldehyde, 4-(dimethylamino)- 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)Status: Active Update: 11-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21755p-Dimethylaminobenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | Causes general anesthesia, somnolence, and ataxia in oral and intraperitoneal lethal-dose studies of mice[RTECS] May cause irritation[Sigma-Aldrich MSDS] See Benzaldehyde and N,N-Dimethyl-p-toluidine. |
| Hazard Classes and Categories | Skin Sens. 1 (72.3%) |
| Protective Action Criteria (PAC) | 3.7 [mg/m3]41 [mg/m3]250 [mg/m3] |
| Unerwünschte Wirkungen | Neurotoxin - Other CNS neurotoxin |
| F | 8 |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2920 8/PG 2 |
| Zollcode | 29223900 |
| RTECS-Nr. | CU5775000 |
| R-Sätze (R) | 36/37/38-52/53-22-67-41-37/38-10-66-37-34-20-20/21/22-36-11 |
| Toxizität | LD50 orally in Rabbit: > 6400 mg/kg |
| Gefahrensymbole | C,Xn,Xi,F |
| Sicherheitshinweise (S) | 7-16-24/25-26-61-45-39-36/37/39-36 |
| Gefahrenklasse | 3, 6.1,8Skin Sens. 1B |
| Lagerklasse | 11 - Combustible Solids |
| Selbstentzündungstemperatur | 445 °C |
Anwendungen & Verwendung
Verwenden
4-Dimethylaminobenzaldehyde is used to prepare colorful Schiff base adducts with amines, pyrroles and indoles. It is often used in the Ehrlich reaction, test for the presence of indoles in a sample containing alkaloids and determination of hydrazine.