| Identification | More | [Name]
3,4-Dichlorobenzonitrile | [CAS]
6574-99-8 | [Synonyms]
3,4-DICHLOROBENZONITRILE
BUTTPARK 87\02-72
Benzonitrile, 3,4-dichloro-
3,4-Dichlorobenzonitrle
3,4-Dichlorbenzonitril
3,4-Dichlorobenzonitrile 97%
3,4-DICHLOROBENZONITRILE HPLC99%
3,4-Dichlorobenzonitrile ,99% | [EINECS(EC#)]
229-494-8 | [Molecular Formula]
C7H3Cl2N | [MDL Number]
MFCD00016379 | [Molecular Weight]
172.01 | [MOL File]
6574-99-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
74-78 °C (lit.) | [Boiling point ]
129-130 °C(Press: 0.01 Torr) | [density ]
1.40±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [Water Solubility ]
Insoluble in water | [form ]
Powder or Crystalline Powder | [color ]
White to brown | [Detection Methods]
GC,NMR | [BRN ]
2326352 | [InChI]
InChI=1S/C7H3Cl2N/c8-6-2-1-5(4-10)3-7(6)9/h1-3H | [InChIKey]
KUWBYWUSERRVQP-UHFFFAOYSA-N | [SMILES]
C(#N)C1=CC=C(Cl)C(Cl)=C1 | [LogP]
2.8 at 21.5℃ | [CAS DataBase Reference]
6574-99-8(CAS DataBase Reference) | [NIST Chemistry Reference]
3,4-Dichlorobenzonitrile(6574-99-8) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,T,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
3276 | [WGK Germany ]
2
| [Hazard Note ]
Irritant/Toxic | [TSCA ]
N | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29269090 |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Uses]
3,4-Dichlorobenzonitrilemay be used in the preparation of:
- 3,4-difluorobenzonitrile
- 3-chloro-4-fluorobenzonitrile
- 5-chloromethyl-3-( 3,4-dichlorophenyl)isoxazole
- N-[3-(2-pyridyl)isoquinolin-1-yl]-3,4-dichlorobenzamidine
| [General Description]
3,4-Dichlorobenzonitrile (3,4-DCBN) is an aromatic nitrile that can be prepared from 3,4-dichlorobenzamide. | [Flammability and Explosibility]
Notclassified | [Synthesis]
GENERAL STEPS: 3,4-Dichlorobenzaldehyde (1.0 mmol, 1.0 eq.) was dissolved in 4 mL of aqueous solution containing acetic acid (1.0 mmol, 1.0 eq.) in a 10 mL round-bottomed flask at 0°C. The reaction was carried out at 50°C with stirring for 6 hours or monitored by thin-layer chromatography (TLC) until the reaction was complete. The reaction mixture was stirred at 50 °C for 6 h or monitored by thin layer chromatography (TLC) until the reaction was complete. Upon completion of the reaction, the reaction was quenched with 10% aqueous NaHCO3 (1 mL) and subsequently extracted with ethyl acetate (3 x 10 mL). The organic phases were combined, dried with anhydrous Na2SO4, filtered and concentrated by rotary evaporator to give the crude product 3,4-dichlorobenzonitrile. The product was characterized directly unless further purification by automated silica gel fast chromatography was required to remove trace impurities (three embodiments). | [Toxics Screening Level]
The initial threshold screening level (ITSL) for 3,4-dichlorobenzonitrile is 2 μg/m3 based on an annual averaging time. | [References]
[1] Synthetic Communications, 2000, vol. 30, # 17, p. 3109 - 3114
[2] Journal of Chemical Research - Part S, 2001, # 5, p. 190 - 191
[3] Tetrahedron Letters, 2016, vol. 57, # 34, p. 3844 - 3847
[4] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 11, p. 2815 - 2824
[5] Synthetic Communications, 2002, vol. 32, # 23, p. 3621 - 3624 |
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