ChemicalBook--->CAS DataBase List--->7062-40-0

7062-40-0

7062-40-0 Structure

7062-40-0 Structure
IdentificationBack Directory
[Name]

5-BROMO-2-METHOXYPHENYLACETONITRILE
[CAS]

7062-40-0
[Synonyms]

5-BroMo-2-Methoxybenzyl cyanide
5-BROMO-2-METHOXYPHENYLACETONITRILE
2-(5-broMo-2-Methoxyphenyl)acetonitrile
Benzeneacetonitrile, 5-broMo-2-Methoxy-
5-Bromo-2-methoxybenzyl cyanide, 4-Bromo-2-(cyanomethyl)anisole
[Molecular Formula]

C9H8BrNO
[MDL Number]

MFCD00016392
[MOL File]

7062-40-0.mol
[Molecular Weight]

226.07
Chemical PropertiesBack Directory
[Melting point ]

61-63°C
[Boiling point ]

182.5-183 °C
[density ]

1.450±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

20/21/22-36/37/38
[Safety Statements ]

26-36/37/39
[RIDADR ]

3439
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT, IRRITANT-HARMFUL
[HS Code ]

2926907090
Hazard InformationBack Directory
[Uses]

2-(5-Bromo-2-methoxyphenyl)acetonitrile is a useful intermediate used in the synthesis of 5-bromo-2-methoxyphenylacetonitrile and some of its derivatives.
[Synthesis Reference(s)]

Journal of Medicinal Chemistry, 38, p. 2050, 1995 DOI: 10.1021/jm00012a004
[Synthesis]

2-Methoxyphenylacetonitrile

7035-03-2

5-BROMO-2-METHOXYPHENYLACETONITRILE

7062-40-0

GENERAL METHODS: N-bromosuccinimide (NBS, 1.5 eq., 0.3 mmol), catalyst (10 mol%, 0.02 mmol) and acetonitrile (CH3CN, 1.0 mL) were sequentially added to the reaction tube, followed by o-methoxybenzeneacetonitrile (0.2 mmol). The reaction mixture was stirred at room temperature in a dark environment for 12 hours. Upon completion of the reaction, the reaction was quenched by the addition of saturated sodium thiosulfate (Na2S2O3) aqueous solution (2 mL). The reaction mixture was extracted with ethyl acetate (3.5 mL), and the combined organic phases were washed with saturated brine (10 mL), dried over anhydrous sodium sulfate (Na2SO4), and filtered through a diatomaceous earth pad. The filtrate was concentrated under reduced pressure and the residue was purified by fast chromatography on silica gel column with the eluent of petroleum ether/dichloromethane (5:1, v/v) to afford the target product 5-bromo-2-methoxyphenylacetonitrile.

[References]

[1] Tetrahedron, 2017, vol. 73, # 50, p. 7105 - 7114
Spectrum DetailBack Directory
[Spectrum Detail]

5-BROMO-2-METHOXYPHENYLACETONITRILE(7062-40-0)1HNMR
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