No renderable structure data available
C1=C(C=C(C=C1F)Br)CC#NChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-(3-bromo-5-fluorophenyl)acetonitrile |
|---|---|
| IUPAC Name | — |
| CAS Number | 305800-58-2 |
| Database ID | 23509635 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-(3-bromo-5-fluorophenyl)acetonitrile (CAS 305800-58-2) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 23509635
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-13132ff30def4d06b0571546b0322e3bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared according to the procedure B from 3-bromo-5-fluorophenylacetonitrile and (1,4-dihydro-4,4-dimethyl-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid. A white solid was obtained and recrystallized from ethanol/ether: mp 218-220. 1H NMR (DMSO-d6) □1.67 ( s, 6H), 4.11( s, 2H ), 6.98(d, 1H, J=8.92 Hz), 7.18( d, 1H, J=9.26), 7.52-7.62( m, 3H), 10.37( s, 1H); MS(EI) (M−H)− m/z 309; Anal. Calcd. For C18H15FN2O2: C, 69.67, H, 4.87, N, 9.03. Found: C, 69.78, H, 4.97, N, 8.36. A white solid was obtained recrystallized from ethanol/ether
Source ID: ord-30d34f3db4564d0ba220079f9c5b02eeConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 3-bromo-5-fluorobenzyl bromide (3.2 g, 0.0112 mole) in 1,4-dioxane (20 mL) was added a solution of KCN (0.82 g, 0.013 mole) in H2O (5 mL) and EtOH (5 mL), refluxed for 2 hours. Extracted with ether, washed with brine, dried over MgSO4, concentrated. Column chromatography using hexane/ethyl acetate (19:1). 3-Bromo-5-fluorophenylacetonitrile obtained was a colorless oil: 1H NMR (DMSO-d6) d 4.15 ( s, 2H), 7.29( d, 1H, J=9.37 Hz), 7.47(s, 1H), 7.55(d, 1H, J=8.45 Hz); MS( EI) M+m/z 213; Anal. Calc. For C8H5BrFN: C, 44.89, H, 2.35, N,6.54. Found: C, 44.88, H, 2.32, N, 6.46. refluxed for 2 hours Extracted with ether washed with brine dried over MgSO4 concentrated
Source ID: ord-9188853e41364cb3b508046fee101a2fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared according to the procedure B from 3-bromo-5-fluorophenylacetonitrile and (1,4-dihydro-4,4-dimethyl-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid. A white solid was obtained and recrystallized from ethanol/ether: mp 218-220. 1H NMR (DMSO-d6) □1.67 ( s, 6H), 4.11( s, 2H ), 6.98(d, 1H, J=8.92 Hz), 7.18( d, 1H, J=9.26), 7.52-7.62( m, 3H), 10.37( s, 1H); MS(EI) (M−H)− m/z 309; Anal. Calcd. For C18H15FN2O2: C, 69.67, H, 4.87, N, 9.03. Found: C, 69.78, H, 4.97, N, 8.36. A white solid was obtained recrystallized from ethanol/ether
Source ID: ord-30d34f3db4564d0ba220079f9c5b02eeConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 3-bromo-5-fluorobenzyl bromide (3.2 g, 0.0112 mole) in 1,4-dioxane (20 mL) was added a solution of KCN (0.82 g, 0.013 mole) in H2O (5 mL) and EtOH (5 mL), refluxed for 2 hours. Extracted with ether, washed with brine, dried over MgSO4, concentrated. Column chromatography using hexane/ethyl acetate (19:1). 3-Bromo-5-fluorophenylacetonitrile obtained was a colorless oil: 1H NMR (DMSO-d6) d 4.15 ( s, 2H), 7.29( d, 1H, J=9.37 Hz), 7.47(s, 1H), 7.55(d, 1H, J=8.45 Hz); MS( EI) M+m/z 213; Anal. Calc. For C8H5BrFN: C, 44.89, H, 2.35, N,6.54. Found: C, 44.88, H, 2.32, N, 6.46. refluxed for 2 hours Extracted with ether washed with brine dried over MgSO4 concentrated
Source ID: ord-9188853e41364cb3b508046fee101a2fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 3-bromo-5-fluorobenzyl bromide (3.2 g, 0.0112 mole) in 1,4-dioxane (20 mL) was added a solution of KCN (0.82 g, 0.013 mole) in H2O (5 mL) and EtOH (5 mL), refluxed for 2 hours. Extracted with ether, washed with brine, dried over MgSO4, concentrated. Column chromatography using hexane/ethyl acetate (19:1). 3-Bromo-5-fluorophenylacetonitrile obtained was a colorless oil: 1H NMR (DMSO-d6) d 4.15 ( s, 2H), 7.29( d, 1H, J=9.37 Hz), 7.47(s, 1H), 7.55(d, 1H, J=8.45 Hz); MS( EI) M+m/z 213; Anal. Calc. For C8H5BrFN: C, 44.89, H, 2.35, N,6.54. Found: C, 44.88, H, 2.32, N, 6.46. refluxed for 2 hours Extracted with ether washed with brine dried over MgSO4 concentrated
Source ID: ord-9188853e41364cb3b508046fee101a2fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared according to the procedure B from 3-bromo-5-fluorophenylacetonitrile and (1,4-dihydro-4,4-dimethyl-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid. A white solid was obtained and recrystallized from ethanol/ether. mp 218-220. 1H NMR (DMSO-d6) δ 1.67 (s, 6H), 4.11 (s, 2H), 6.98(d, 1H, J=8.92 Hz), 7.18(d, 1H, J=9.26 Hz), 7.52-7.62 (m, 3H), 10.37 (s, 1H); MS(EI) (M−H)−m/z 309; Anal. Calcd. For C18H15FN2O2: C, 69.67; H, 4.87; N, 9.03. Found: C, 69.78; H, 4.97; N, 8.36. A white solid was obtained recrystallized from ethanol/ether
Source ID: ord-15014b82a2264921ab5aad6776de2276Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 3-bromo-5-fluorobenzyl bromide (3.2 g, 0.0112 mole) in 1,4-dioxane (20 mL) was added a solution of KCN (0.82 g, 0.013 mole) in H2O (5 mL) and EtOH (5 mL), refluxed for 2 hours, extracted with ether, washed with brine, dried over MgSO4, and concentrated. Column chromatography was performed using hexane/ethyl acetate (19:1). 3-Bromo-5-fluorophenylacetonitrile was obtained was a colorless oil: 1H NMR (DMSO-d6) δ 4.15 (s, 2H), 7.29 (d, 1H, J=9.37 Hz), 7.47 (s, 1H), 7.55 (d, 1H, J=8.45 Hz); MS(EI) M+m/z 213; Anal. Calc. For C8H5BrFN: C, 44.89; H, 2.35; N, 6.54. Found: C, 44.88; H, 2.32; N, 6.46. refluxed for 2 hours extracted with ether washed with brine dried over MgSO4 concentrated
Source ID: ord-f3f8272508164efd9a63a05732de4504Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared according to the procedure B from 3-bromo-5-fluorophenylacetonitrile and (1,4-dihydro-4,4-dimethyl-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid. A white solid was obtained and recrystallized from ethanol/ether. mp 218-220. 1H NMR (DMSO-d6) δ 1.67 (s, 6H), 4.11 (s, 2H), 6.98(d, 1H, J=8.92 Hz), 7.18(d, 1H, J=9.26 Hz), 7.52-7.62 (m, 3H), 10.37 (s, 1H); MS(EI) (M−H)−m/z 309; Anal. Calcd. For C18H15FN2O2: C, 69.67; H, 4.87; N, 9.03. Found: C, 69.78; H, 4.97; N, 8.36. A white solid was obtained recrystallized from ethanol/ether
Source ID: ord-15014b82a2264921ab5aad6776de2276Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 3-bromo-5-fluorobenzyl bromide (3.2 g, 0.0112 mole) in 1,4-dioxane (20 mL) was added a solution of KCN (0.82 g, 0.013 mole) in H2O (5 mL) and EtOH (5 mL), refluxed for 2 hours, extracted with ether, washed with brine, dried over MgSO4, and concentrated. Column chromatography was performed using hexane/ethyl acetate (19:1). 3-Bromo-5-fluorophenylacetonitrile was obtained was a colorless oil: 1H NMR (DMSO-d6) δ 4.15 (s, 2H), 7.29 (d, 1H, J=9.37 Hz), 7.47 (s, 1H), 7.55 (d, 1H, J=8.45 Hz); MS(EI) M+m/z 213; Anal. Calc. For C8H5BrFN: C, 44.89; H, 2.35; N, 6.54. Found: C, 44.88; H, 2.32; N, 6.46. refluxed for 2 hours extracted with ether washed with brine dried over MgSO4 concentrated
Source ID: ord-f3f8272508164efd9a63a05732de4504Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-13132ff30def4d06b0571546b0322e3bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 3-bromo-5-fluorobenzyl bromide (3.2 g, 0.0112 mole) in 1,4-dioxane (20 mL) was added a solution of KCN (0.82 g, 0.013 mole) in H2O (5 mL) and EtOH (5 mL), refluxed for 2 hours, and extracted with ether, washed with brine, dried over MgSO4, and concentrated. Column chromatography was performed using hexane/ethyl acetate (19:1). 3-Bromo-5-fluorophenylacetonitrile was obtained was a colorless oil: 1H NMR (DMSO-d6) δ4.15 (s, 2H), 7.29 (d, 1H, J=9.37 Hz), 7.47 (s, 1H), 7.55 (d, 1H, J=8.45 Hz); MS(EI) M+m/z 213; Anal. Calc. For C8H5BrFN: C, 44.89; H, 2.35; N, 6.54. Found: C, 44.88; H, 2.32; N, 6.46. refluxed for 2 hours extracted with ether washed with brine dried over MgSO4 concentrated
Source ID: ord-d39450ac6f81474e8db8866522384871PubChem References
These sources are listed in the compound's public database record.
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