2-Hydroxybenzonitril
2-HYDROXYBENZONITRILE · 2-hydroxy-benzonitril · CYANOPHENOL · O-CYANOPHENOL · Salicylnitrile · TIMTEC-BB SBB007959 · 2-Cyanopheno · 2-CYANOPHENOL
Identifikatoren & physikalische Daten
| CAS No. | 611-20-1 |
|---|---|
| Summenformel | C7H5NO |
| Durchschnittliche Molmasse | 119,12 g/mol |
| Monoisotopische Masse | 119,03711378 g/mol |
| SMILES | N#Cc1ccccc1O |
| InChIKey | CHZCERSEMVWNHL-UHFFFAOYSA-N |
| PubChem CID | 11907 |
| ChEMBL | CHEMBL195342 |
| ChEBI | CHEBI:194657 |
| EC No. | 210-259-3 |
| DTXSID | DTXSID3041661 |
| Lokaler Name | 2-Hydroxybenzonitril |
Chemische & physikalische Eigenschaften
| XLogP | 1,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 44 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 135 |
| Ionization Efficiency | Positive1.292.7Agilent XCTElectrospray ionizationformic acid (5.3nM) |
| Schmelzpunkt | 92-95 °C (lit.) |
| Siedepunkt | 149 °C/14 mmHg (lit.) |
| Dichte | 1.1052 |
| Dampfdruck | 0.17Pa at 25℃ |
| Brechungsindex | 1.5372 |
| Flammpunkt | 149°C/14mm |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Löslichkeit | Chloroform (Sparingly), Methanol (Slightly)soluble |
| Aggregatzustand | Crystalline Powder |
| pKa (Säurekonstante) | 6.86(at 25℃) |
| Farbe | Off-white to brown |
| BRN | 1210029 |
| Henry-Konstante | 2.8×101 mol/(m3Pa) at 25℃, Hilal et al. (2008) |
| Stabilität | Stable. Incompatible with strong oxidizing agents, strong bases. |
| InChI | 1S/C7H5NO/c8-5-6-3-1-2-4-7(6)9/h1-4,9H |
| InChIKey | CHZCERSEMVWNHL-UHFFFAOYSA-N |
| SMILES | Oc1ccccc1C#N |
| LogP (Verteilungskoeffizient) | 1.66 at 30℃ |
| CAS Datenbank | 611-20-1(CAS DataBase Reference) |
| NIST chemische Informationen | Benzonitrile, 2-hydroxy-(611-20-1) |
| EPA chemische Informationen | Benzonitrile, 2-hydroxy- (611-20-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH302 (99.2%): Harmful if swallowed [Warning Acute toxicity, oral]H315 (38.3%): Causes skin irritation [Warning Skin corrosion/irritation]H317 (61.7%): May cause an allergic skin reaction [Warning Sensitization, Skin]H318 (60%): Causes serious eye damage [Danger Serious eye damage/eye irritation]H319 (38.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (37.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 120 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatorische Informationen | Chemical: Benzonitrile, 2-hydroxy-Status: Active Update: 30-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/52522-Hydroxybenzonitrile: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 4 (99.2%)Skin Irrit. 2 (38.3%)Skin Sens. 1 (61.7%)Eye Dam. 1 (60%)Eye Irrit. 2 (38.3%)STOT SE 3 (37.5%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29269095 |
| R-Sätze (R) | 22-36/37/38-20/21/22 |
| Gefahrensymbole | Xn,Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36-45 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Acute Tox. 4 OralEye Dam. 1Skin Sens. 1B |
Anwendungen & Verwendung
Beschreibung
Cyanophenol is a vital molecule widely used to synthesize liquid crystal materials, medicines, spices, pesticides, corrosion inhibitors, etc. Cyanophenol is formed by substituting two hydrogen atoms of benzene molecules with hydroxyl and cyano groups, respectively. The cyano and hydroxyl groups are in the ring plane in the stable molecular structure. The hydroxyl group can have two different orientations relative to the cyano group. 2-cyanophenol, one of the Cyanophenol, is an essential ingredient in pesticides, spices, liquid crystal materials, etc. It is an especially critical intermediate for synthesizing methoxyacrylate fungicide mystrostrobin, widely used in agrochemicals, pharmaceutical chemicals, and other industries. The cyano group can strongly attract electrons. Replacing a hydrogen atom of the benzene ring by the cyano group usually increases the ionization energy (IE)[1].
Verwenden
2-Hydroxybenzonitrile is used as starting reagent during the synthesis of mono-alkoxyphenyloxazoline, furanoside.