| Identification | More | [Name]
4-Iodophenetole | [CAS]
699-08-1 | [Synonyms]
4-ETHOXY-4-IODOBENZENE
4-ETHOXYIODOBENZENE
4-IODOPHENETOLE
4-IODOPHENYL ETHYL ETHER
P-IODOPHENETOLE
4-Ethoxy-4-iodobenzene~Ethyl 4-iodophenyl ether
4-Ethoxyiodobenzene, 4-Iodophenyl ethyl ether
1-Iodo-4-Ethyloxybenzene
4-Iodophenetole,97%
ethyl 4-iodophenyl ether
4-Iodophenetole 98%
4-Iodophenetole98%
1-ethoxy-4-iodobenzene
1-Iodo-4-ethoxybenzene
4-Iodo-1-ethoxybenzene | [EINECS(EC#)]
615-030-5 | [Molecular Formula]
C8H9IO | [MDL Number]
MFCD00061124 | [Molecular Weight]
248.06 | [MOL File]
699-08-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
25-28 °C (lit.) | [Boiling point ]
133-134°C 19mm | [density ]
1.6502 (estimate) | [refractive index ]
1.5970 | [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to lump to clear liquid | [color ]
White or Colorless to Yellow to Orange | [Sensitive ]
Light Sensitive | [Usage]
Intermediates of Liquid Crystals | [BRN ]
2042067 | [InChIKey]
WSWPHHNIHLTAHB-UHFFFAOYSA-N | [CAS DataBase Reference]
699-08-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
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 .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29093090 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-white low melting solid | [Uses]
4-Iodophenetole may be used as one of the components in the synthesis of bis(4-ethoxyphenyl)amine. | [Uses]
Intermediates of Liquid Crystals | [Uses]
suzuki reaction | [Synthesis]
The general procedure for the synthesis of 4-iodophenylethyl ether from ethyl bromide and 4-iodophenol was as follows: 233.50 g (1.06 mol) of 4-iodophenol and 42.45 g (1.06 mol) of sodium hydroxide were ground to a powder in a dry mortar and pestle, and the mixture was subsequently transferred to a 1000 mL round-bottomed flask equipped with a magnetic stirrer. To the flask was added 300 mL of ethylene bromide, 15 mL of N,N-dimethylformamide and a catalytic amount of cesium hydroxide. The reaction mixture was stirred at room temperature for 1 hour and then gradually heated to 80 °C and refluxed for about 70 hours. Complete consumption of the reaction starting material was confirmed by thin layer chromatography (TLC). After the reaction solution was cooled to room temperature, the solvent ethyl bromide was removed by evaporation under reduced pressure. Subsequently, appropriate amounts of dichloromethane and water were added sequentially under stirring, the organic layer was separated, dried with anhydrous magnesium sulfate, filtered and concentrated to give 252.43 g of a red oily product in 96.2% yield. The structure of the product was characterized by 1H NMR, IR and HRMS: 1H NMR (400 MHz, (CD3)2SO) δ 7.57 (d, J = 8.8 Hz, 2H), 6.76 (d, J = 8.8 Hz, 2H), 3.98 (q, J = 6.9 Hz, 2H), 1.30 (t, J = 7.0 Hz, 3H); IR (KBr , cm-1) 2979, 2929, 1586, 1486, 1392, 1244, 1047, 820, 630, 507; HRMS (GCT-MS) calculated value C8H9IO [M+] 247.97, measured value 247.9692. | [References]
[1] Journal of Materials Chemistry B, 2014, vol. 2, # 33, p. 5430 - 5440
[2] Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2015, vol. 150, p. 867 - 878
[3] Journal of Materials Chemistry C, 2014, vol. 2, # 19, p. 3686 - 3694
[4] Chemical Communications, 2009, # 19, p. 2756 - 2758
[5] Journal of Organometallic Chemistry, 1994, vol. 465, # 1-2, p. 97 - 100 |
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