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ChemicalBook--->CAS DataBase List--->85070-67-3

85070-67-3

85070-67-3 Structure

85070-67-3 Structure
IdentificationMore
[Name]

2-Fluoro-4-methylbenzonitrile
[CAS]

85070-67-3
[Synonyms]

2-FLUORO-4-METHYLBENZONITRILE
Benzonitrile, 2-fluoro-4-methyl-(9CI)
2-Fluoro-4-methylbenzonitrile 98%
2-Fluoro-4-methylbenzonitrile98%
2-Fluoro-4-methylbenzonitirile
[Molecular Formula]

C8H6FN
[MDL Number]

MFCD03094311
[Molecular Weight]

135.14
[MOL File]

85070-67-3.mol
Chemical PropertiesBack Directory
[Melting point ]

52-53°C
[Boiling point ]

219.6±20.0 °C(Predicted)
[density ]

1.11±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

powder to crystal
[color ]

White to Orange to Green
[Water Solubility ]

Insoluble in water, soluble in chloroform, acetone and other organic solvents.
[InChI]

InChI=1S/C8H6FN/c1-6-2-3-7(5-10)8(9)4-6/h2-4H,1H3
[InChIKey]

WCGNLBCJPBKXCN-UHFFFAOYSA-N
[SMILES]

C(#N)C1=CC=C(C)C=C1F
[CAS DataBase Reference]

85070-67-3(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

37/38-41-36/37/38-20/21/22
[Safety Statements ]

26-39-36/37-9
[RIDADR ]

UN3439
[Hazard Note ]

Toxic
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

29269090
Hazard InformationBack Directory
[Chemical Properties]

Off white crystalline
[Uses]

2-Fluoro-4-methylbenzonitrile is used in the synthesis of fluorobenzamidrazone thrombin inhibitors.
[Synthesis]

4-Bromo-3-fluorotoluene

452-74-4

Copper(I) Cyanide

544-92-3

2-Fluoro-4-methylbenzonitrile

85070-67-3

Example 59 Preparation of 2-fluoro-4-methylbenzonitrile: 3-fluoro-4-bromotoluene (70 g, 370 mmol) and cuprous cyanide (50 g, 555 mmol) were dissolved in N,N-dimethylformamide (300 mL), heated to reflux and maintained for 24 hours. Upon completion of the reaction, the mixture was cooled to room temperature, followed by the addition of concentrated ammonia (300 mL) and ether (200 mL) with continuous stirring for 1 hour. The reaction mixture was extracted with ether (3 x 200 mL). All organic phases were combined and washed sequentially with saturated saline (3 x 200 mL) and dried over anhydrous sodium sulfate. Finally, the solvent was removed by distillation under reduced pressure to afford the light yellow solid product 2-fluoro-4-methylbenzonitrile (44 g, 88% yield). Mass spectrometry analysis showed a molecular ion peak (M + H)+ of 136.

[References]

[1] Organic and Biomolecular Chemistry, 2004, vol. 2, # 9, p. 1339 - 1352
[2] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 20, p. 2925 - 2930
[3] Patent: WO2007/76092, 2007, A2. Location in patent: Page/Page column 74
[4] Journal of Organic Chemistry USSR (English Translation), 1992, vol. 28, # 7, p. 1135 - 1139
[5] Zhurnal Organicheskoi Khimii, 1992, vol. 28, # 7, p. 1439 - 1444
Spectrum DetailBack Directory
[Spectrum Detail]

2-Fluoro-4-methylbenzonitrile(85070-67-3)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2-Fluoro-4-methylbenzonitrile, 97%(85070-67-3)
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