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N,N,N',N'-Tetramethylmethylendiamin
Tetramethylmethanediamine · BIS(DIMETHYLAMINO)METHANE · tetramethyldiaminomethane · Methylenebis(dimethylamine) · TETRAMETHYL METHYLENEDIAMINE · 2,4-Dimethyl-2,4-diazapentane · METHANEDIAMINENNNNTETRAMETHYL · 2-hydroxy-3-amino-5-chlorobenzoate
Identifikatoren & physikalische Daten
| CAS No. | 51-80-9 |
|---|---|
| Summenformel | C5H14N2 |
| Durchschnittliche Molmasse | 102,18 g/mol |
| Monoisotopische Masse | 102,11569845 g/mol |
| SMILES | CN(C)CN(C)C |
| InChIKey | VGIVLIHKENZQHQ-UHFFFAOYSA-N |
| PubChem CID | 5829 |
| EC No. | 200-124-7 |
| DTXSID | DTXSID1058761 |
| Lokaler Name | N,N,N',N'-Tetramethylmethylendiamin |
Chemische & physikalische Eigenschaften
| XLogP | 0,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 6,5 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 7 |
| Formalladung | 0 |
| Komplexität | 35,3 |
| Stoffklassen | Nitrogen Compounds -> Amines, Aliphatic |
| SpringerMaterials Properties | Schoenflies notation |
| Physical Description | Tetramethylmethylenediamine appears as a solid or solution. Moderately toxic by ingestion and may irritate skin and eyes. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment.LiquidColorless liquid[Alfa Aesar MSDS] |
| Schmelzpunkt | -55°C |
| Siedepunkt | 85 °C(lit.) |
| Dichte | 0.749 g/mL at 25 °C(lit.) |
| Brechungsindex | n20/D 1.401(lit.) |
| Flammpunkt | 9 °F |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Löslichkeit | sol H2O, etherFully miscible in water. |
| Aggregatzustand | Liquid |
| pKa (Säurekonstante) | 7.67±0.10(Predicted) |
| Farbe | Clear colorless |
| BRN | 1731946 |
| Stabilität | Stable, but highly flammable. Incompatible with acids, acid chlorides, acid anhydrides, strong oxidizing agents, carbon dioxide. |
| InChI | 1S/C5H14N2/c1-6(2)5-7(3)4/h5H2,1-4H3 |
| InChIKey | VGIVLIHKENZQHQ-UHFFFAOYSA-N |
| SMILES | CN(C)CN(C)C |
| CAS Datenbank | 51-80-9(CAS DataBase Reference) |
| EPA chemische Informationen | Methanediamine, N,N,N',N'-tetramethyl- (51-80-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 151 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Methanediamine, N,N,N',N'-tetramethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Methanediamine, N,N,N',N'-tetramethyl- 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: 29-10-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/11331 |
| DOT-Kennzeichnung | Flammable Liquid |
| Brandgefahren | Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: |
| Gesundheitsgefahren | Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: |
| Gefahrenübersicht | Intraperitoneal LD50 (mouse) = 220 mg/kg[RTECS] Causes burnsInhalation may cause corrosive injuries to upper respiratory tract and lungs[Alfa Aesar MSDS] |
| Reaktive Gruppe | Amines, Phosphines, and Pyridines |
| Reactivity Profile | TETRAMETHYLMETHYLENEDIAMINE may react vigorously when exposed to oxidizing agents. Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides. Not easily ignited, but may burn when exposed to heat. |
| Air and Water Reactions | No rapid reaction with air. No rapid reaction with water. |
| Hazard Classes and Categories | Flam. Liq. 2 (100%) |
| CSL Reaction Information | CSL00136TERT-BUTYLLITHIUM + N,N,N',N'-TETRAMETHYLDIAMINOMETHANEPotential Explosion Hazard Of -Lithiated AminesExplosiveM (up to 100g)5.6 g of isolated lithiated bis(dimethylamino)-methane cause explosion when drying in vacuo |
| Brandbekämpfung | Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: |
| Erste Hilfe | Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: |
| Freisetung ohne Brand | Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: |
| Isolation and Evacuation | Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: |
| Personal Protective Equipment (PPE) | Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2733 3/PG 2 |
| Zollcode | 29212900 |
| RTECS-Nr. | PA6700000 |
| R-Sätze (R) | 11-34 |
| Gefahrensymbole | F,C |
| Sicherheitshinweise (S) | 16-26-36/37/39-45 |
| Gefahrenklasse | 3Flam. Liq. 2Skin Corr. 1B |
| Verpackungsgruppe | II |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Verwenden
N,N,N',N'-Tetramethylmethylenediamine is a reagent used as a convenient source of the Mannich intermediate.