m-Toluylsure
3-METHYLBENZOIC ACID · 3-Methylbenzoic · m-toluic · m-toluicaci · META-TOLUATE · m-Tlouicacid · 3-TOLUIC ACID · M-TOLUIC ACID
Identifikatoren & physikalische Daten
| CAS No. | 99-04-7 |
|---|---|
| Summenformel | C8H8O2 |
| Durchschnittliche Molmasse | 136,15 g/mol |
| Monoisotopische Masse | 136,05242949 g/mol |
| SMILES | Cc1cccc(C(=O)O)c1 |
| InChIKey | GPSDUZXPYCFOSQ-UHFFFAOYSA-N |
| PubChem CID | 7418 |
| ChEMBL | CHEMBL67450 |
| ChEBI | CHEBI:10589 |
| EC No. | 202-723-9 |
| DTXSID | DTXSID1021617 |
| Lokaler Name | m-Toluylsure |
Chemische & physikalische Eigenschaften
| XLogP | 2,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 37,3 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 131 |
| Schmelzpunkt | 107-113 °C (lit.) |
| Siedepunkt | 263 °C (lit.) |
| Dichte | 1.054 g/mL at 25 °C (lit.) |
| Dampfdruck | 0.019Pa at 25℃ |
| Brechungsindex | 1.509 |
| Flammpunkt | 150 °C |
| Lagerbedingungen | Store below +30°C. |
| Löslichkeit | Soluble in alcohol and ether.<0.1 g/100 mL at 19 ºC |
| pKa (Säurekonstante) | 4.27(at 25℃) |
| Aggregatzustand | Crystalline Solid |
| Farbe | Slightly yellow to beige-yellow |
| Geruch | Floral-honey odor |
| pH | 3.69(1 mM solution)3.15(10 mM solution)2.64(100 mM solution) |
| Spezifische Wärmekapazität | Cp(crystal): 1.2 J/(g·K), at 25℃ |
| Merck | 14,9535 |
| BRN | 970526 |
| Henry-Konstante | 6.6×100 mol/(m3Pa) at 25℃, Mackay et al. (2006) |
| Stabilität | Stable. Combustible. Incompatible with strong oxidizing agents. |
| InChI | 1S/C8H8O2/c1-6-3-2-4-7(5-6)8(9)10/h2-5H,1H3,(H,9,10) |
| InChIKey | GPSDUZXPYCFOSQ-UHFFFAOYSA-N |
| SMILES | Cc1cccc(c1)C(O)=O |
| LogP (Verteilungskoeffizient) | 2.37 |
| CAS Datenbank | 99-04-7(CAS DataBase Reference) |
| NIST chemische Informationen | Benzoic acid, 3-methyl-(99-04-7) |
| EPA chemische Informationen | m-Toluic acid (99-04-7) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 3 |
|---|---|
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29163900 |
| RTECS-Nr. | XU1200000 |
| R-Sätze (R) | 22 |
| Toxizität | LD50 orally in Rabbit: 7000 mg/kg |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 22-24/25-36 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Eye Irrit. 2 |
| Selbstentzündungstemperatur | 500 °C |
Anwendungen & Verwendung
Beschreibung
m-toluic acid (MTA) , also known as 3-Methylbenzoic acid or m-Toluate, is a benzoic acid derivative having a floral honey odour. Benzoic acids are organic Compounds containing a benzene ring which bears at least one carboxyl group. Benzoic acid occurs naturally in many plants and its name was also derived from a plant source i.e. Gum benzoin. Although it is used as precursor to plasticizers, preservatives such as sodium benzoate, it also has wide application in many pharmaceutical preparations meant for treatment of fungal skin diseases, topical antiseptics, expectorants, analgesics and decongestants. The benzoic acid derivatives are also very useful due to their bacteriostatic and fragrant properties. MTA is used as intermediate in various chemical reactions, MTA is used as a chemical intermediate in manufacturing of insect repellent and plastic stabilizer in the chemical industry. It is also used in the production of various chemicals like 3-carboxybenzaldehyde, 3-benzoylphenylacetic acid, 3-methylbenzophenone, and N,N-diethyl- 3-methylbenzamide etc.. It is a main component of N,N-diethylm-toluamide, commonly known as DEET, which is first insect repellent that can be applied to skin or clothing and provide protection against mosquitoes and other biting insects.
Verwenden
m-Toluic acid is used as a reagent in the preparation of hybrid molecules containing oxadiazole and thiadiazole bearing Schiff base moiety as it has antitumor activities.