| Identification | More | [Name]
4-(Chloromethyl)tolunitrile | [CAS]
874-86-2 | [Synonyms]
4-(CHLOROMETHYL)BENZONITRILE
4-CYANOBENZYL CHLORIDE
AKOS B030136
ALPHA-CHLORO-P-TOLUNITRILE
P-(CHLOROMETHYL)BENZONITRILE
P-CYANOBENZYL CHLORIDE
Benzonitrile, 4-(chloromethyl)-
4-(Chloromethyl)benzonitrile, 98+%
à-chloro-p-tolunitrile
p-Cyanobenzylchlorid
4-(CHLOROMETHYL)BENZONITRILE, 99+%
4-(Chloromethyl)tolunitrile | [EINECS(EC#)]
212-869-5 | [Molecular Formula]
C8H6ClN | [MDL Number]
MFCD00019761 | [Molecular Weight]
151.59 | [MOL File]
874-86-2.mol |
| Chemical Properties | Back Directory | [Appearance]
White to light yellow crystal powde | [Melting point ]
77 °C | [Boiling point ]
263 °C | [density ]
1.18±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
soluble in Methanol | [form ]
Crystalline Powder | [color ]
Off-white to pale yellow | [BRN ]
742357 | [InChI]
InChI=1S/C8H6ClN/c9-5-7-1-3-8(6-10)4-2-7/h1-4H,5H2 | [InChIKey]
LOQLDQJTSMKBJU-UHFFFAOYSA-N | [SMILES]
C(#N)C1=CC=C(CCl)C=C1 | [CAS DataBase Reference]
874-86-2(CAS DataBase Reference) | [NIST Chemistry Reference]
4-(CH2Cl)-C6H4-CN(874-86-2) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS05,GHS07 | [Signal word ]
Danger | [Hazard statements ]
H302-H314 | [Precautionary statements ]
P260-P280-P301+P312+P330-P301+P330+P331-P303+P361+P353-P305+P351+P338 | [Hazard Codes ]
T | [Risk Statements ]
R20/21:Harmful by inhalation and in contact with skin .
R65:Harmful: May cause lung damage if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R32:Contact with acids liberates very toxic gas.
R23/25:Toxic by inhalation and if swallowed . | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S36:Wear suitable protective clothing .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
3276 | [WGK Germany ]
2 | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29269090 | [Storage Class]
8A - Combustible corrosive hazardous materials | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Dam. 1
Skin Corr. 1B |
| Hazard Information | Back Directory | [Chemical Properties]
White to light yellow crystal powde | [Synthesis]
General procedure for the synthesis of p-cyanobenzyl chloride from 4-chloromethylstyrene: 0.4 mmol of 4-chloromethylstyrene, 2 mmol of sodium nitrite, 5 mg of metal iron(III) porphyrin catalyst, and 4.5 mL of acetonitrile solvent were added to the reaction tube. The mixture was heated to 70 °C under air atmosphere and stirred. 0.5 mL of formic acid was added slowly and dropwise over the first 0.5 hr of the start of the reaction. After the reaction lasted for 4 hours, the heating and stirring was stopped and the reaction mixture was cooled to room temperature. The solvent was removed using a rotary evaporator to obtain the crude product. The crude product was purified by column chromatography and the eluent was a solvent mixture of petroleum ether and ethyl acetate. The final target product, p-chloromethylbenzonitrile, was obtained as a white solid in 96.2% yield. The NMR data are shown below. | [References]
[1] Patent: CN107573259, 2018, A. Location in patent: Paragraph 0133-0137
[2] Tetrahedron Letters, 2016, vol. 57, # 24, p. 2620 - 2623 |
| Questions And Answer | Back Directory | [Application]
p-Cyanobenzyl chloride is a white, needle-like solid at room temperature and pressure. It belongs to the benzonitrile derivative class and can be used as an intermediate in organic and biochemical synthesis, particularly for the derivatization of drug molecules and bioactive molecules. Furthermore, p-cyanobenzyl chloride also has some applications in the preparation of fluorescent whitening agents. |
|
|