4-Chlorphenylacetonitril
4-Chlorobenzyl cyanide
Grundinformationen
- CAS
140-53-4- Standard-SMILES
N#CCc1ccc(Cl)cc1- InChIKey
IVYMIRMKXZAHRV-UHFFFAOYSA-N- Summenformel
- C8H6ClN
- Durchschnittliche Molmasse
- 151,59 g/mol
- Monoisotopische Masse
- 151,01887687
Überblick
4-chlorophenylacetonitrile is a nitrile that is acetonitrile in which one of the hydrogens has been replaced by a p-chlorophenyl group. It is a nitrile and a member of monochlorobenzenes. It is functionally related to an acetonitrile.
Namen und Bezeichner
- Bevorzugter Name
- 4-Chlorobenzyl cyanide
- IUPAC
- 2-(4-chlorophenyl)acetonitrile
- Lokaler Name
- 4-Chlorphenylacetonitril
- Englischer Name
- 4-Chlorobenzyl cyanide
- Summenformel
- C8H6ClN
- Molmasse
- 151.59
Namen und Synonyme
4-Chlorobenzyl cyanide140-53-4(4-Chlorophenyl)acetonitrile4-Chlorophenylacetonitrile2-(4-Chlorophenyl)acetonitrileBenzeneacetonitrile, 4-chloro-p-Chlorobenzyl cyanide4-Chlorobenzeneacetonitrile(p-Chlorophenyl)acetonitrileAcetonitrile, (p-chlorophenyl)-p-ChlorophenylacetonitrileMFCD00001918
Weitere Namen anzeigen
Para chloro benzyl cyanidePCCNPyrimethamine EP Impurity C4-Chlorobenzyl cyanide/4-ChlorophenylacetonitrilePCNN
4-Chlor-benzyl-cyanidNSC 49108DTXSID8051708K2K7AKZ2Z72-(4-chlorophenyl)-acetonitrileNSC-491084-Chlorobenzylcyanide2-(4-chlorophenyl)ethanenitrile
Datenbank-Bezeichner
- CAS
140-53-4- PubChem CID
- 241582
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,5
- Polarare Oberfläche (TPSA)
- 23,8 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 10
- Formalladung
- 0
- Komplexität
- 139
Experimentelle und physikochemische Eigenschaften
Chemical ClassesNitrogen Compounds -> Nitriles
SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
LogP2.47
Vapor Pressure0.01 [mmHg]
Physical DescriptionWhite to light yellow solid with a pungent odor; mp = 28-31 deg C; [Alfa Aesar MSDS]
Collision Cross Section130.4 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID8051708]
Physikochemische Eigenschaften
- Schmelzpunkt
- 25 · 25-28 °C(lit.)
- Siedepunkt
- 265 · 265-267 °C(lit.)
- Dichte
- 1.19 g/mL · 1.19 g/mL at 20 °C(lit.)
- Brechungsindex
- 20 · n20/D 1.543
- Flammpunkt
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
H300 (20%): Fatal if swallowed [Danger Acute toxicity, oral]
P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 50 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Benzeneacetonitrile, 4-chloro-
4-Chlorobenzyl cyanide: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Causes convulsions and dyspnea in dermal lethal-dose studies of rabbits; Causes ataxia, dyspnea, and decreased body temperature in oral lethal-dose studies of rats; [RTECS] A skin, respiratory tract, and strong eye irritant; Highly toxic by ingestion; Toxic by inhalation and skin absorption; [Alfa Aesar MSDS] See 2-Chlorobenzonitrile.
Hazard Classes and CategoriesAcute Tox. 2 (20%)
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29269095
- RTECS-Nr.
- AL8250000
- risk_code
- 23/24/25-36/37/38
Chemie und Industrie
Verwendung und Herstellung
General Manufacturing InformationBenzeneacetonitrile, 4-chloro-: INACTIVE
Anwendungen
Verwenden4-Chlorobenzyl cyanide is an intermediate for the preparation of 3-methyl-2-(4-chlorophenyl)butyric acid, which can be used to prepare pyrethroid insecticides such as fenvalerate and deltamethrin, and can be used in medicine Industrial preparation of pyrimethamine.
Darstellung
synthetische4-Chlorobenzyl cyanide is obtained by the reaction of 4-Chlorobenzyl chloride with sodium cyanide. Add 4-Chlorobenzyl chloride and Benzyldodecyldimethylammonium bromide into the reaction pot, heat to 100°C, slowly add sodium cyanide aqueous solution, and react at 100-104°C for 5h (add sodium cyanide for 3h, keep warm for 2h). Then add water to dissolve sodium chloride, and separate the water layer to obtain the crude benzyl chloride cyanide, which is distilled under reduced pressure to collect 160 (2.66kPa) fractions to obtain the finished product of 4-Chlorobenzyl cyanide. The yield is above 81%.
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