| Identification | More | [Name]
3-Cyanophenol | [CAS]
873-62-1 | [Synonyms]
3-CYANOPHENOL
3-HYDROXYBENZONITRILE
AKOS B004111
M-CYANOPHENOL
M-HYDROXYBENZONITRILE
Benzonitrile, 3-hydroxy-
Benzonitrile, m-hydroxy-
3-Hydroxybenzoic acid nitrile
3-Cyanophenol m-Cyanophenol m-Chlorobenzonitrile
3-Hydroxybenzonitrile,99%
3-CYANOPHENOL 97%
3-CYANOPHENOL (3-HYDROXYBENZONITRILE) | [EINECS(EC#)]
212-845-4 | [Molecular Formula]
C7H5NO | [MDL Number]
MFCD00002252 | [Molecular Weight]
119.12 | [MOL File]
873-62-1.mol |
| Chemical Properties | Back Directory | [Appearance]
ALMOST WHITE TO LIGHT BROWN CRYSTALLINE POWDER | [Melting point ]
78-81 °C(lit.)
| [Boiling point ]
222.38°C (rough estimate) | [density ]
1.1871 (rough estimate) | [refractive index ]
1.5800 (estimate) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
Crystalline Powder | [pka]
8.61(at 25℃) | [color ]
Almost white to light brown | [Water Solubility ]
Slightly soluble in water. | [BRN ]
2041515 | [InChI]
InChI=1S/C7H5NO/c8-5-6-2-1-3-7(9)4-6/h1-4,9H | [InChIKey]
SGHBRHKBCLLVCI-UHFFFAOYSA-N | [SMILES]
C(#N)C1=CC=CC(O)=C1 | [CAS DataBase Reference]
873-62-1(CAS DataBase Reference) | [NIST Chemistry Reference]
3-Hydroxybenzoic acid nitrile(873-62-1) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
3276 | [WGK Germany ]
2
| [Hazard Note ]
Harmful | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29089990 |
| Hazard Information | Back Directory | [Chemical Properties]
ALMOST WHITE TO LIGHT BROWN CRYSTALLINE POWDER | [Uses]
3-Hydroxybenzonitrile, is an intermediate that can be used for the synthesis of new Serotonin 5-HT1A receptor agonists having antinociceptive activity in vivo. | [Synthesis]
The general procedure for the synthesis of 3-hydroxybenzonitrile from 3-cyanophenylboronic acid was as follows: arylboronic acid (1 mmol), 30% H2O2 aqueous solution (0.2 mL), ZnO nanocatalyst (5 mol%, sample ZnO-1), and 2 mL of water were mixed with stirring in a 50 mL round bottom flask at room temperature and under aerobic conditions. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was diluted with 20 mL of water and extracted with diethyl ether (3 x 20 mL). The organic layers were combined, washed with brine and dried over Na2SO4. Subsequently, the solvent was removed under reduced pressure in a rotary evaporator. The crude product was purified by silica gel (100-200 mesh) column chromatography (eluent: hexane/ethyl acetate, 9:1) to afford the target product 3-hydroxybenzonitrile. The structure of the product was confirmed by 1H NMR and 13C NMR. | [References]
[1] Journal of Organic Chemistry, 2017, vol. 82, # 10, p. 5236 - 5241
[2] Advanced Synthesis and Catalysis, 2018, vol. 360, # 10, p. 2013 - 2019
[3] Applied Catalysis A: General, 2018, vol. 562, p. 58 - 66
[4] Tetrahedron Letters, 2016, vol. 57, # 36, p. 4050 - 4052
[5] Tetrahedron Letters, 2015, vol. 56, # 14, p. 1780 - 1783 |
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