2,4,6-Trimethylphenyl isocyanate
Mesityl isocyanate · 2,4,6-TRIMETHYLPHENYL ISOCYANATE · 2,4,6-Trimethylphenyl isocyanate 99% · Benzene, 2-isocyanato-1,3,5-trimethyl-
Identifikatoren & physikalische Daten
| CAS No. | 2958-62-5 |
|---|---|
| Summenformel | C10H11NO |
| Durchschnittliche Molmasse | 161,2 g/mol |
| Monoisotopische Masse | 161,08406397 g/mol |
| SMILES | Cc1cc(C)c(N=C=O)c(C)c1 |
| InChIKey | HJHZRZFONUPQAA-UHFFFAOYSA-N |
| PubChem CID | 595239 |
| EC No. | 626-284-1 |
| DTXSID | DTXSID00344234 |
Chemische & physikalische Eigenschaften
| XLogP | 3,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 29,4 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 184 |
| Schmelzpunkt | 44-48 °C(lit.) |
| Siedepunkt | 218-220°C |
| Flammpunkt | 220 °F |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | It hydrolyzes in water. |
| BRN | 2085601 |
| InChI | 1S/C10H11NO/c1-7-4-8(2)10(11-6-12)9(3)5-7/h4-5H,1-3H3 |
| InChIKey | HJHZRZFONUPQAA-UHFFFAOYSA-N |
| SMILES | Cc1cc(C)c(N=C=O)c(C)c1 |
| CAS Datenbank | 2958-62-5 |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH302 (90.7%): Harmful if swallowed [Warning Acute toxicity, oral]P233, P260, P264, P264+P265, P270, P271, P280, P284, P301+P317, P304+P340, P305+P354+P338, P317, P330, P342+P316, P403, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (90.7%) |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | 2811 |
| Zollcode | 29291090 |
| R-Sätze (R) | 22-36-42-36/37/38-23/25 |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 26-60-45-36/37-22-20-9-4 |
| Gefahrenklasse | 6.1Acute Tox. 4 OralEye Dam. 1Resp. Sens. 1Skin Sens. 1 |
| Verpackungsgruppe | II |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
2,4,6-Trimethylphenyl isocyanate is used as an organic chemical synthesis intermediate.
Herstellung & Synthese
synthetische
A solution of Boc2O (619 mg, 2.84 mmol) in acetonitrile (2 mL) was treated successively with a solution of 4-dimethylaminopyridine (33 mg, 0.27 mmol) in acetonitrile (2 mL) and a solution of 348 (365 mg, 2.7 mmol) in acetonitrile (2 mL). The reaction mixture was stirred vigorously for 10 min. After the addition of concentrated sulfuric acid in acetonitrile (40% solution, ρ= 1:03 g cm-3, 0.47 mL), the resulting mixture was stirred for 5 min. Water (0.47 mL) was then added, and the mixture was stirred for a further 5 min. The reaction mixture was then poured into an equal volume of water. The solution was extracted three times with hexane, and the combined hexane layers were dried over magnesium sulfate. Removal of the solvent in vacuo afforded mesityl isocyanate 349 (420 mg, 97%) as colorless crystals; mp 42 °C.