| Identification | More | [Name]
2,3-Dichlorobenzonitrile | [CAS]
6574-97-6 | [Synonyms]
2,3-DICHLOROBENZONITRILE
AKOS 93243
BUTTPARK 87\02-73
2,3-Dichloro-6-benzonitrile | [EINECS(EC#)]
625-309-3 | [Molecular Formula]
C7H3Cl2N | [MDL Number]
MFCD00016372 | [Molecular Weight]
172.01 | [MOL File]
6574-97-6.mol |
| Chemical Properties | Back Directory | [Appearance]
white powder | [Melting point ]
60-64 °C(lit.) | [Boiling point ]
114°C 6mm | [density ]
1.4980 (rough estimate) | [refractive index ]
1.6000 (estimate) | [Fp ]
114°C/6mm | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Solid:bulk | [color ]
White to Light yellow to Green | [Water Solubility ]
It is miscible with water. | [BRN ]
2438753 | [Exposure limits]
NIOSH: IDLH 25 mg/m3 | [LogP]
2.83 | [CAS DataBase Reference]
6574-97-6(CAS DataBase Reference) |
| 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 ]
S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36:Wear suitable protective clothing . | [RIDADR ]
3276 | [WGK Germany ]
3
| [Hazard Note ]
Irritant/Toxic | [REACH Registrations]
Inactive | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29269090 |
| Hazard Information | Back Directory | [Chemical Properties]
white powder | [Uses]
2,3-Dichlorobenzonitrile, is used as a reactant involved in nucleophilic aromatic fluorination, reactions with magnesium amides for synthesis of carboxamides, Suzuki-Miyaura coupling reactions. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dye stuff. | [Synthesis]
General procedure for the synthesis of 2,3-dichlorobenzonitrile from 2,3-dichlorobenzaldehyde oxime: n-C4F9SO2F (20.0 mmol, 2.0 eq.) was slowly added dropwise using a syringe to a solution of dichloromethane (CH2Cl2, 20 mL) containing the substrate 2,3-dichlorobenzaldehyde oxime (10.0 mmol) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU. 50.0 mmol, 5.0 equiv) in a solution of dichloromethane (CH2Cl2, 20 mL). The reaction mixture was stirred at the same temperature for 10 min. Subsequently, the volatile components were removed by distillation under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography with the eluent being a solvent mixture of petroleum ether and ethyl acetate, resulting in the target product 2,3-dichlorobenzonitrile in 95% yield. | [References]
[1] Tetrahedron Letters, 2010, vol. 51, # 14, p. 1826 - 1831
[2] Chinese Chemical Letters, 2016, vol. 27, # 1, p. 96 - 98 |
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