3-Acetylbenzonitril

3-Acetylbenzonitrile

HCID 80222CAS 6136-68-1

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Grundinformationen

Standard-SMILES: CC(=O)c1cccc(C#N)c1
InChIKey: SBCFGFDAZCTSRH-UHFFFAOYSA-N
Summenformel: C9H7NO
Durchschnittliche Molmasse: 145,16 g/mol
Monoisotopische Masse: 145,05276384

Überblick

3-Acetylbenzonitrile is an aromatic ketone.

Namen und Bezeichner

Bevorzugter Name: 3-Acetylbenzonitrile
IUPAC: 3-acetylbenzonitrile
Lokaler Name: 3-Acetylbenzonitril
Englischer Name: 3-ACETYLBENZONITRILE
Summenformel: C9H7NO
Molmasse: 145.16

Namen und Synonyme

3-Acetylbenzonitrile6136-68-1NSC-210360DTXSID50210273TSJ72034P9EINECS 228-110-6NSC 210360RefChem:496596DTXCID50132764228-110-6InChI=1/C9H7NO/c1-7(11)9-4-2-3-8(5-9)6-10/h2-5H,1Hm-Cyanoacetophenone

Weitere Namen anzeigen

3-CYANOACETOPHENONE3-acethylbenzonitrile3-Acetylbenzonitrile97%1-Cyano-3-acetylbenzene1-Acetyl-3-cyanobenzene

3'-CyanoacetophenoneBenzonitrile, 3-acetyl-3-acetyl-benzonitrileMFCD00001806m-acetylbenzonitrileNSC2103603-acetylbenzenecarbonitrileCHEBI:194596

Datenbank-Bezeichner

CAS: 6136-68-1
PubChem CID: 80222
DTXSID: DTXSID50210273
ChEMBL: CHEMBL4544662
ChEBI: CHEBI:194596
UNII: TSJ72034P9
EC Number: 228-110-6
Nikkaji: J227.317I

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,2
Polarare Oberfläche (TPSA): 40,9 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 1
Schwere Atome: 11
Formalladung: 0
Komplexität: 201

Experimentelle und physikochemische Eigenschaften

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

LogP1.16

Physikochemische Eigenschaften

Schmelzpunkt: 98 · 98-100 °C (lit.)
Siedepunkt: 120 °C · 120 °C (5 mmHg)
Dichte: 1.1555 · 1.1555 (rough estimate)
Brechungsindex: 1.45 · 1.4500 (estimate)
Flammpunkt: 120 °C/5mm · 120°C/5mm
storage temp.: Sealed in dry,Room Temperature
Löslichkeit: 4 g/l · 4g/l
Aggregatzustand: Powder
Farbe: Pale yellow-orange to brown
Wasserlöslichkeit: Insoluble in water.
BRN: 2079629 · 2079629
InChI: InChI=1S/C9H7NO/c1-7(11)9-4-2-3-8(5-9)6-10/h2-5H,1H3
InChIKey: SBCFGFDAZCTSRH-UHFFFAOYSA-N
SMILES: C(#N)C1=CC=CC(C(C)=O)=C1
CAS Datenbank: 6136 · 6136-68-1(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (97.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (97.8%)

Sicherheitsdaten

wgk: 3
tsca: T
ridadr: 3439
hs_code: 29269090
risk_code: 20/21/22-36/37/38
hazard_code: Xn,Xi
hazard_note: Harmful/Irritant
safety_code: 26-37/39
hazard_class: 6.1
packing_group: III
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen · 2 Einträge

Beschreibung3-Acetylbenzonitrile is a pharmaceutical intermediate compound. As its molecular structure contains both cyano (-CN) and acetyl (-COCH₃) functional groups, it is frequently used as a core building block for the synthesis of various bioactive heterocyclic compounds, such as sodium channel blockers. Furthermore, it can also be used in the preparation of OLED materials.

VerwendenPreparation of (q2-2-Acetyl-4-cyanophenyl)tetra- carbonylmanganese by Reaction of 3-Acetylbenzonitrile with Benzylpentacarbonylmanganese. Four aromatic amidoximes were synthesized by reacting hydroxylamine with 1,3 -dicyanobenzene, 1,4- dicyanobenzene, 3-acetylbenzonitrile, and 4-acetylbenzonitrile. Darzens condensation of 3-acetylbenzonitrile provided aldehyde.