4-Brombenzonitril
Benzonitrile, 4-bromo-
Grundinformationen
- CAS
623-00-7- Standard-SMILES
N#Cc1ccc(Br)cc1- InChIKey
HQSCPPCMBMFJJN-UHFFFAOYSA-N- Summenformel
- C7H4BrN
- Durchschnittliche Molmasse
- 182,02 g/mol
- Monoisotopische Masse
- 180,95271123
Namen und Bezeichner
- Bevorzugter Name
- Benzonitrile, 4-bromo-
- IUPAC
- 4-bromobenzonitrile
- Lokaler Name
- 4-Brombenzonitril
- Englischer Name
- 4-Bromobenzonitrile
- Summenformel
- C7H4BrN
- Molmasse
- 182.02
Namen und Synonyme
4-BROMOBENZONITRILE623-00-7Benzonitrile, 4-bromo-p-BromobenzonitrileBenzonitrile, p-bromo-1-Bromo-4-cyanobenzeneAI3-00488NSC 3978EINECS 210-764-9DTXSID60211352RefChem:566238Benzonitrile, p-bromo-(8CI)
Weitere Namen anzeigen
4-bromobenzoic acid nitrilePBBNOf broMoxynil4-Brombenzonitril4-bromo-benzonitrilp-CyanobromobenzeneBROMOBENZONITRILE-4
DTXCID60133843210-764-9InChI=1/C7H4BrN/c8-7-3-1-6(5-9)2-4-7/h1-44-BromocyanobenzeneMFCD000018114-CYANOBROMOBENZENE4-bromo-benzonitrile4-cyano-bromobenzene
Datenbank-Bezeichner
- CAS
623-00-7- PubChem CID
- 12162
- DTXSID
DTXSID60211352- ChEMBL
CHEMBL3248210- UNII
- 32L8XG37J4
- EC Number
- 210-764-9
- Nikkaji
- J42.017D
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,6
- Polarare Oberfläche (TPSA)
- 23,8 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 9
- Formalladung
- 0
- Komplexität
- 127
Experimentelle und physikochemische Eigenschaften
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP2.42
Physikochemische Eigenschaften
- Schmelzpunkt
- 110 · 110-115 °C(lit.)
- Siedepunkt
- 235 · 235-237 °C(lit.)
- Dichte
- 1 · 1,562 g/cm3
- Brechungsindex
- 1.5999 · 1.5999 (estimate)
- Flammpunkt
- 130 °C · 130°C
- storage temp.
- Sealed in dry,Room Temperature
- Löslichkeit
- 0.2 g/l · 0.2g/l
- Aggregatzustand
- Powder or Flakes
- Farbe
- White to light yellow or flakes
- Wasserlöslichkeit
- Very slightly soluble in water(0.2g/L). Soluble in alcohol and ether.
- BRN
- 2041518 · 2041518
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Danger
H301 (91.2%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, 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 57 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Status: Active Update: 04-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25590
4-Bromobenzonitrile: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 3 (91.2%)
Sicherheitsdaten
- wgk
- 2
- ridadr
- UN 3439 6.1/PG 3
- hs_code
- 29269095
- RTECS-Nr.
- DI2460000
- risk_code
- 22-36/37/38-20/21/22
- hazard_code
- Xn,T,Xi
- hazard_note
- Toxic/Irritant
- safety_code
- 61-36/37/39-26-24/25
- hazard_class
- 6.1
- packing_group
- III
- Speicherklasse
Chemie und Industrie
Anwendungen
Verwenden4-Bromobenzonitrile is used as reagents and solvents. Reaction of 2-propanol, 4-bromobenzonitrile, and NaH in the presence of 1.5 mol % Pd2(dba)3 and 3 mol % (S)-(-)2,2-bis(di-p-tolylphosphino)- 1,1-binaphthyl at 50°C afforded 4-isopropoxy- benzonitrile in 80% isolated yield. The synthesis of 4-cyanobiphenyl at room temperature in a flow injection microreactor, using a supported catalyst, without the addition of a base gave a product yield of 67±7% (n=6). This was achieved by injecting 4-bromobenzonitrile. The 3-arylation of 2,5-dimethylthiophene with 4-bromopropiophenone, 4-trifluoromethylbromobenzene or 4-bromobenzonitrile gave 3-5 in only 38-50% yields in Palladium-catalysed direct 3-or 4-arylation of thiophene derivatives using aryl bromides.
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