Chlortoluol (m)
MCT · META CHLORO TOLUENE · 1-CHLORO-3-METHYLBENZENE · M-CHLOROTOLUENE · 3-Chlortoluol · m-Chlortoluol · M-Chlorotoluen · 3-CHLOROTOLUENE
Identifikatoren & physikalische Daten
| CAS No. | 108-41-8 |
|---|---|
| Summenformel | C7H7Cl |
| Durchschnittliche Molmasse | 126,58 g/mol |
| Monoisotopische Masse | 126,0236279 g/mol |
| SMILES | Cc1cccc(Cl)c1 |
| InChIKey | OSOUNOBYRMOXQQ-UHFFFAOYSA-N |
| PubChem CID | 7931 |
| ChEMBL | CHEMBL1797289 |
| EC No. | 203-580-5 |
| DTXSID | DTXSID4052841 |
| Lokaler Name | Chlortoluol (m) |
Chemische & physikalische Eigenschaften
| XLogP | 3,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 0 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 0 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 8 |
| Formalladung | 0 |
| Komplexität | 70,8 |
| Solvents | Solvents -> Chlorinated Aromatics |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| Dichte | 1.0722 at 68 °F (USCG, 1999) - Denser than waterwill sink1.072 g/mL at 25 °C (lit.) |
| Flammpunkt | 126 °F (NTP, 1992)123 °F |
| Siedepunkt | 324 °F at 760 mmHg (NTP, 1992)160-162 °C (lit.) |
| Schmelzpunkt | -54 °F (NTP, 1992)-48 °C (lit.) |
| Dampfdruck | 10 mmHg at 109.8 °F (NTP, 1992)3.68 [mmHg]3.6 mbar @ 20 C |
| Physical Description | M-chlorotoluene is a colorless liquid. Specific gravity 1.072. Denser than water, thus sinks in water. Flash point less than 141 °F. Vapors irritating and narcotic in high concentrations. Used as solvents and as an intermediate for making other chemicals and dyes.[Hawley] |
| Brechungsindex | n20/D 1.522(lit.) |
| Lagerbedingungen | 0-6°C |
| Löslichkeit | 0.04g/lslightly soluble |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless to slightly yellow |
| Explosionsgrenze | 1.3-8.3%(V) |
| Merck | 14,2171 |
| BRN | 1903632 |
| Henry-Konstante | 6.1×10-4 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| Dielektrizitätskonstante | 5.5499999999999998 |
| Stabilität | Stable. Flammable. Incompatible with strong oxidizing agents. |
| InChI | 1S/C7H7Cl/c1-6-3-2-4-7(8)5-6/h2-5H,1H3 |
| InChIKey | OSOUNOBYRMOXQQ-UHFFFAOYSA-N |
| SMILES | Cc1cccc(Cl)c1 |
| CAS Datenbank | 108-41-8(CAS DataBase Reference) |
| NIST chemische Informationen | Benzene, 1-chloro-3-methyl-(108-41-8) |
| EPA chemische Informationen | m-Chlorotoluene (108-41-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH332: Harmful if inhaled [Warning Acute toxicity, inhalation]P261, P271, P273, P304+P340, P317, P391, and P501 (click each P-code to see the statement)H226 (95.5%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P273, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P317, P321, P330, P332+P317, P362+P364, P370+P378, P391, P403+P235, and P501 (click each P-code to see the statement) |
|---|---|
| Regulatorische Informationen | Chemical: Benzene, 1-chloro-3-methyl-Status: Active Update: 07-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/192143-Chlorotoluene: Does not have an individual approval but may be used under an appropriate group standard |
| DOT-Kennzeichnung | Flammable Liquid |
| Brandgefahren | Special Hazards of Combustion Products: May contain toxic chloride fumes. |
| Gesundheitsgefahren | Inhalation causes upper respiratory irritation. Irritating to skin and eyes. May be absorbed through the skin. Prolonged exposure may result in systemic toxic effects. Harmful if swallowed. (USCG, 1999) |
| Gefahrenübersicht | A skin, eye, and respiratory tract irritant[CAMEO] Causes narcosis in high concentrations[Hawley] Harmful by inhalation[MSDSonline] |
| Reaktive Gruppe | Aryl Halides |
| Reactivity Alerts | Highly Flammable |
| Reactivity Profile | M-CHLOROTOLUENE is generally unreactive. May be incompatible with strong oxidizing and reducing agents. May be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides. |
| Air and Water Reactions | Flammable. Slightly soluble in water. |
| Hazard Classes and Categories | Flam. Liq. 3 (95.5%)Acute toxicity - category 4 |
Anwendungen & Verwendung
Verwenden
3-Chlorotoluene was used as catalyst in the synthesis of glycidyl methacrylate grafted multi-walled carbon nanotubes/polypropylene nanocomposites. It was used to study paramagnetic contributions from dioxygen to solute proton spin-lattice relaxation rate constants for a series of aromatic hydrocarbons and drug molecule fragments.
Herstellung & Synthese
synthetische
3-Chlorotoluene is obtained from m-toluidine by diazotization and substitution. Add m-toluidine to water, slowly add concentrated hydrochloric acid, and add sodium nitrite solution dropwise at 0-5°C. Then the diazo solution is added to the cuprous chloride for replacement reaction. The crude product generated is distilled to obtain the finished product. If the diazo salt is made into a zinc chloride complex salt of m-toluidine diazo salt, it is decomposed by reflux in ether, and the reactants are cooled, washed and dried. After recovering the ether, it is distilled at atmospheric pressure and m-chlorotoluene is obtained by collecting 160-162°C fraction. The advantage of this method is that the diazonium salt is not easy to hydrolyze and generate phenols.