| Identification | More | [Name]
3,5-Dimethyl-4-hydroxybenzonitrile | [CAS]
4198-90-7 | [Synonyms]
2,6-DIMETHYL-4-CYANOPHENOL
3,5-DIMETHYL-4-HYDROXYBENZONITRILE
4-CYANO-2,6-DIMETHYLPHENOL
4-CYANO-2,6-DIMETHYLPHENOLE
4-HYDROXY-3,5-DIMETHYLBENZONITRILE
TIMTEC-BB SBB005819
3,5-dimethyl-4-hydroxy-benzonitril
4-Hydroxy-3,5-Dimethylbenzonit
3, 5 DIMETHYL-4-HYDROXYBENZONITRILE,98% | [EINECS(EC#)]
452-810-2 | [Molecular Formula]
C9H9NO | [MDL Number]
MFCD00221716 | [Molecular Weight]
147.17 | [MOL File]
4198-90-7.mol |
| Chemical Properties | Back Directory | [Appearance]
White to beige crystalline powder | [Melting point ]
123-127 °C | [Boiling point ]
267.28°C (rough estimate) | [density ]
1.1135 (rough estimate) | [vapor pressure ]
0.005Pa at 25℃ | [refractive index ]
1.5290 (estimate) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
soluble in Methanol | [form ]
Crystalline Powder | [pka]
pK1:8.27 (25°C) | [color ]
White to beige | [Water Solubility ]
320mg/L at 20℃ | [InChI]
InChI=1S/C9H9NO/c1-6-3-8(5-10)4-7(2)9(6)11/h3-4,11H,1-2H3 | [InChIKey]
WFYGXOWFEIOHCZ-UHFFFAOYSA-N | [SMILES]
C(#N)C1=CC(C)=C(O)C(C)=C1 | [LogP]
1.6 at 20℃ | [CAS DataBase Reference]
4198-90-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
T,Xn,Xi | [Risk Statements ]
R25:Toxic if swallowed.
R36:Irritating to the eyes.
R32:Contact with acids liberates very toxic gas.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
3 | [RTECS ]
DI4359000
| [Hazard Note ]
Toxic | [HazardClass ]
IRRITANT | [HS Code ]
29269095 | [Toxicity]
mouse,LD50,intraperitoneal,650mg/kg (650mg/kg),Journal of Medicinal and Pharmaceutical Chemistry. Vol. 2, Pg. 201, 1960. |
| Hazard Information | Back Directory | [Chemical Properties]
White to beige crystalline powder | [Uses]
Intermediate in the preparation of HIV replication inhibitors. | [Definition]
ChEBI: 4-Hydroxy-3,5-dimethylbenzonitrile is a hydroxytoluene. | [Flammability and Explosibility]
Notclassified | [Synthesis]
GENERAL STEPS: Under nitrogen protection, 4-bromo-2,6-dimethylphenol (0.250 mmol), malononitrile (0.500 mmol), palladium catalyst (0.005 mmol), CuI (0.125 mmol), 1,10-phenanthroline (0.063 mmol), t-BuONa (0.500 mmol) and KF ( 0.500 mmol) were dissolved in DMF or NMP (1 mL). The reaction mixture was stirred at 130 °C for 24 hours. After the reaction was completed, the reaction mixture was diluted with EtOAc (4.0 mL), filtered through the diatomite layer and the diatomite layer was washed with EtOAc. The filtrate and washings were combined and concentrated under reduced pressure to remove the solvent to give the crude product. The reaction conversion was determined by GC analysis. The crude product was purified by silica gel column chromatography to give pure 3,5-dimethyl-4-hydroxybenzonitrile. | [References]
[1] Synlett, 2014, vol. 25, # 4, p. 547 - 550 |
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