2-Fluoro-5-formylbenzonitrile

HCID 2769582

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Grundinformationen

CAS: 218301-22-5
Standard-SMILES: N#Cc1cc(C=O)ccc1F
InChIKey: MOFRJTLODZILCR-UHFFFAOYSA-N
Summenformel: C8H4FNO
Durchschnittliche Molmasse: 149,12 g/mol
Monoisotopische Masse: 149,02769197

Namen und Bezeichner

Bevorzugter Name: 2-Fluoro-5-formylbenzonitrile
IUPAC: 2-fluoro-5-formylbenzonitrile
Englischer Name: 2-Fluoro-5-formylbenzonitrile
Summenformel: C8H4FNO
Molmasse: 149.12

Namen und Synonyme

2-Fluoro-5-formylbenzonitrile218301-22-5DTXSID30377772RefChem:260983DTXCID30328800628-221-33-Cyano-4-fluorobenzaldehyde4-Fluoro-3-cyanobenzaldehyde2-fluoro-5-formyl-benzonitrileMFCD01863558BENZONITRILE, 2-FLUORO-5-FORMYL-SCHEMBL48778

Weitere Namen anzeigen

2-Fluor-5-formylbenzonitrileFFBNuoro-5-formyLCYANOFLUOROBENZALDEHYDE-3-43-cyano-4-flluorobenzaldehyd3-cyano-4-flluorobenzaldehyde2-Fluoro-S-formylbenzonitrile

2-Fluoro-5-formylbenzonitrile, 97%CL8320AKOS005171280AC-4068PS-8928C2692EN300-1128562-Fluoro-5-formylbenzonitrile;

Datenbank-Bezeichner

CAS: 218301-22-5
PubChem CID: 2769582
DTXSID: DTXSID30377772
UNII: 8VR7M69BLY
EC Number: 628-221-3
Nikkaji: J1.276.334D

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,2
Polarare Oberfläche (TPSA): 40,9 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 1
Schwere Atome: 11
Formalladung: 0
Komplexität: 196

Physikochemische Eigenschaften

Schmelzpunkt: 80 · 80-84 °C (lit.)
Siedepunkt: 215.6 · 215.6±20.0 °C(Predicted)
Dichte: 1.25 · 1.25±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit: Chloroform, Methanol
Aggregatzustand: Solid
Farbe: White
InChI: InChI=1S/C8H4FNO/c9-8-2-1-6(5-11)3-7(8)4-10/h1-3,5H
InChIKey: MOFRJTLODZILCR-UHFFFAOYSA-N
SMILES: C(#N)C1=CC(C=O)=CC=C1F
CAS Datenbank: 218301 · 218301-22-5(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (100%): 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 44 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Sicherheitsdaten

wgk: 3
hs_code: 29269090
risk_code: 20/21/22-36/37/38
hazard_code: Xn
hazard_note: Harmful
safety_code: 26-36
hazard_class: IRRITANT
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen · 2 Einträge

Beschreibung2-Fluoro-5-formylbenzonitrile is a pharmaceutical intermediate compound used in the preparation of Olaparib, a PARP inhibitor for the treatment of a variety of cancers including advanced ovarian, fallopian tube, or primary peritoneal cancers with a certain hereditary (germline) or acquired (somatic) abnormality of the BRCA gene.

Verwenden2-Fluoro-5-formylbenzonitrile may be used in the synthesis of 3-cyano-4-fluorobenzyl bromide. It could be used to synthesis 2-fluoro-5-(4-ethoxybenzyl)benzonitrile. 2-Fluoro-5-formylbenzonitrile (10g, 1eq) was dissolved in 100mL 1,4-dioxane, p-toluenesulfonyl hydrazide (13.7g, 1eq) was added, stirred at room temperature for 3 hours, and then added Potassium carbonate (13.9 g, 1.5 eq), 4-ethoxyphenylboronic acid (12.2 g, 1 eq), warmed to 100 C. and stirred for 12 hours. After TLC monitoring the reaction of the raw materials, filter, spin dry the filtrate, add petroleum ether and stir for half an hour, filter, and spin dry the filtrate to obtain 15 g of 2-fluoro-5-(4-ethoxybenzyl)benzonitrile (the yield is 88%).