| Identification | More | [Name]
3-CHLORO-4-METHYLBENZONITRILE | [CAS]
21423-81-4 | [Synonyms]
3-CHLORO-4-METHYLBENZONITRILE
3-CHLORO-4-TOLUNITRILE
3-CHLORO-P-TOLUNITRILE
Benzonitrile, 3-chloro-4-methyl-
3-chloro-p-toluonitrile
3-Chloro-4-methylbenzonitrile 98% | [EINECS(EC#)]
244-381-3 | [Molecular Formula]
C8H6ClN | [MDL Number]
MFCD00001799 | [Molecular Weight]
151.59 | [MOL File]
21423-81-4.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
45-48 °C (lit.) | [Boiling point ]
106°C/6mm | [density ]
1.19 | [Fp ]
183 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [color ]
White to Light yellow | [InChI]
InChI=1S/C8H6ClN/c1-6-2-3-7(5-10)4-8(6)9/h2-4H,1H3 | [InChIKey]
INEMHABDFCKBID-UHFFFAOYSA-N | [SMILES]
C(#N)C1=CC=C(C)C(Cl)=C1 | [CAS DataBase Reference]
21423-81-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
11 | [Safety Statements ]
S36:Wear suitable protective clothing . | [RIDADR ]
UN 1325 4.1/PG 2
| [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
2926907090 | [Storage Class]
4.1B - Flammable solid hazardous materials | [Hazard Classifications]
Flam. Sol. 2 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Uses]
3-Chloro-4-methylbenzonitrile may be used in chemical synthesis studies. | [Synthesis]
In a 1L four-neck flask, 161.4 g of dimethyl 2-(4-cyano-2-chlorophenyl)-1,3-malonate (1 eq.), 21.7 g of water (2 eq.), and 140.9 g of 95% anhydrous calcium chloride (2 eq.) were added to 606 g of N,N-dimethylacetamide. The reaction was stirred and heated to 140-145°C and kept at this temperature for 20-24 hours. After completion of the reaction, cooled to 30 °C, 352.5 g of water and 303 g of dichloromethane were added. About 70.2 g of concentrated hydrochloric acid was added slowly and the pH of the system was adjusted to 5-7. After partitioning, the aqueous layer was extracted with dichloromethane and the organic phases were combined. The organic phase was concentrated under reduced pressure to give a solution of N,N-dimethylacetamide containing 3-chloro-4-methylbenzonitrile. Vacuum distillation was continued to collect 3-chloro-4-methylbenzonitrile until no product evaporated, resulting in 75.9 g of white solid in 83.0% yield. | [References]
[1] Patent: CN107673994, 2018, A. Location in patent: Paragraph 0135; 0136; 0137 |
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