| Identification | More | [Name]
5-BROMO-2-HYDROXYBENZONITRILE | [CAS]
40530-18-5 | [Synonyms]
2-HYDROXY-5-BROMOBENZONITRILE
4-BROMO-2-CYANOPHENOL
5-BROMO-2-HYDROXYBENZONITRILE
5-BROMOSALICYLONITRILE
AKOS BBS-00003099
BUTTPARK 20\02-76 | [EINECS(EC#)]
254-958-1 | [Molecular Formula]
C7H4BrNO | [MDL Number]
MFCD00143428 | [Molecular Weight]
198.02 | [MOL File]
40530-18-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
158-163 °C | [Boiling point ]
282.8±25.0 °C(Predicted) | [density ]
1.79 | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
slightly sol. in Methanol | [form ]
powder to crystal | [pka]
6.60±0.18(Predicted) | [color ]
White to Light yellow | [InChI]
InChI=1S/C7H4BrNO/c8-6-1-2-7(10)5(3-6)4-9/h1-3,10H | [InChIKey]
PVCONXMDUZOPJH-UHFFFAOYSA-N | [SMILES]
C(#N)C1=CC(Br)=CC=C1O | [CAS DataBase Reference]
40530-18-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
3439 | [WGK Germany ]
3 | [HazardClass ]
IRRITANT, IRRITANT-HARMFUL | [HS Code ]
29269090 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-white crystalline | [Synthesis]
Synthesis of 5-bromo-2-hydroxybenzonitrile: To a solution of 5-bromosalicylaldehyde (80.0 g, 0.40 mol) in formic acid was added hydroxylamine hydrochloride (36.0 g, 0.52 mol) and sodium form (37.0 g, 0.52 mol) in sequence. The reaction mixture was stirred at 100 °C for 7 hours. After completion of the reaction, the solvent was removed by evaporation and the residue obtained was dissolved in ethyl acetate. The organic layer was washed with water and dried. The solvent was again removed by evaporation and petroleum ether was added to the residue, and the precipitated crystals were filtered to give 5-bromo-2-hydroxybenzonitrile (75.2 g, 95% yield).1H-NMR (DMSO-d6) δ: 6.98 (d, J = 8.9 Hz, 1H), 7.65 (dd, J = 8.9,2.4 Hz, 1H), 7.86 (d, J = 2.4 Hz , 1H), 11.41 (s, 1H). | [References]
[1] Patent: EP2128136, 2009, A1. Location in patent: Page/Page column 7
[2] Heterocyclic Communications, 2009, vol. 15, # 5, p. 335 - 341
[3] Indian Journal of Heterocyclic Chemistry, 2010, vol. 20, # 2, p. 129 - 132
[4] Synthetic Communications, 1992, vol. 22, # 14, p. 2125 - 2128
[5] New Journal of Chemistry, 2000, vol. 24, # 7, p. 541 - 546 |
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