HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
tert-Butylnitrit
tBuoNo · T-BUTYL NITRITE · t-BuNO2 · t-butyl ester · Tertiary butyl nitrite · tert-Butyl nitrite 90% · 2-methyl-2-nitritopropane · 2-Methyl-2-nitrosooxy-propane
Identifikatoren & physikalische Daten
| CAS No. | 540-80-7 |
|---|---|
| Summenformel | C4H9NO2 |
| Durchschnittliche Molmasse | 103,12 g/mol |
| Monoisotopische Masse | 103,06332853 g/mol |
| SMILES | CC(C)(C)ON=O |
| InChIKey | IOGXOCVLYRDXLW-UHFFFAOYSA-N |
| PubChem CID | 10906 |
| EC No. | 208-757-0 |
| DTXSID | DTXSID10202316 |
| Lokaler Name | tert-Butylnitrit |
Chemische & physikalische Eigenschaften
| XLogP | 1 |
|---|---|
| Polarare Oberfläche (TPSA) | 38,7 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 7 |
| Formalladung | 0 |
| Komplexität | 64,6 |
| Stoffklassen | Nitrogen Compounds -> Nitrates and Nitrites |
| Physical Description | Yellow liquid with an agreeable odor[Merck Index] Sweet odor[Alfa Aesar MSDS] |
| Siedepunkt | 61-63 °C(lit.) |
| Dichte | 0.867 g/mL at 25 °C(lit.) |
| Dampfdruck | 13.466kPa at 25℃ |
| Brechungsindex | n20/D 1.368(lit.) |
| Flammpunkt | −10 °F |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | alcohol: very soluble(lit.)slightly soluble |
| Aggregatzustand | Liquid |
| Farbe | Clear yellow |
| Merck | 14,1583 |
| BRN | 1209339 |
| Henry-Konstante | 7.9×10-3 mol/(m3Pa) at 25℃, Hilal et al. (2008) |
| InChI | 1S/C4H9NO2/c1-4(2,3)7-5-6/h1-3H3 |
| InChIKey | IOGXOCVLYRDXLW-UHFFFAOYSA-N |
| SMILES | CC(C)(C)ON=O |
| LogP (Verteilungskoeffizient) | 2.24 at 20℃ |
| CAS Datenbank | 540-80-7(CAS DataBase Reference) |
| NIST chemische Informationen | (CH3)3CONO(540-80-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH225: Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P317, P303+P361+P353, P304+P340, P317, P330, P370+P378, P403+P235, and P501 (click each P-code to see the statement)H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids] |
|---|---|
| Regulatorische Informationen | Status: Active Update: 27-09-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/30024t-Butyl nitrite: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | Causes cyanosis in inhalation lethal-concentration studies of miceCauses methemoglobinemia in oral lethal-dose studies of mice[RTECS] A mild skin and eye irritantMay induce methemoglobinemiaHarmful by ingestion and inhalation[Alfa Aesar MSDS] See n-Butyl nitrite and Isobutyl nitrite. |
| Hazard Classes and Categories | Flam. Liq. 2 (100%)Flammable liquid - category 2Flammable liquids - Category 2 |
| Unerwünschte Wirkungen | Methemoglobinemia - The presence of increased methemoglobin in the bloodthe compound is classified as secondary toxic effect |
| Toxicity Data | LC50 (mouse) = 10,852 ppm/1hr |
| F | 8 |
| Wassergefährdungsklasse (WGK) | 1 |
| UN-Transportnummer | UN 2351 3/PG 2 |
| Zollcode | 29209085 |
| RTECS-Nr. | RA0802000 |
| R-Sätze (R) | 11-20/22 |
| Gefahrensymbole | F,Xn |
| Sicherheitshinweise (S) | 16-24-46 |
Anwendungen & Verwendung
Verwenden
tert-Butyl nitrite is employed as a reagent for diazotization and nitrosation of alcohols, thiols, amines and cycloalkanes. It plays an important role in photocatalyzed conversion of aryl and heteroarylamines to selenides. It finds application in the preparation of aryl azides from aryl amines. It is also useful for radical multifunctionalization reactions of aliphatic alkenes and source of nitric oxide.