3-甲基苯甲醚

3-甲基苯甲醚是一种有机化合物，化学式为C8H10O。它可由3-甲基苯酚和碳酸二甲酯在十羰基二锰催化反应制得。[4]它和NBS在乙腈中于室温反应，可以得到4-溴-3-甲基苯甲醚；而在四氯化碳中光照回流，得到的主产物为3-甲氧基溴化苄。[5]碘-氧化汞在二氯甲烷中[6]，或NIS-TFA在乙腈中对其碘化，可以得到4-碘-3-甲基苯甲醚。[1]

3-甲基苯甲醚
别名 间甲基苯甲醚
3-甲氧基甲苯
识别
CAS号 100-84-5  checkY
PubChem 7530
ChemSpider 21106135
SMILES
 
  • O(C1=CC=CC(=C1)C)C
InChI
 
  • InChI=1S/C8H10O/c1-7-4-3-5-8(6-7)9-2/h3-6H,1-2H3
InChIKey OSIGJGFTADMDOB-UHFFFAOYSA-N
性质
化学式 C8H10O
摩尔质量 122.16 g·mol−1
外观 无色晶体[1]
密度 0.9716 g/mL[2]
熔点 −47 °C（226 K）[3]
−55.92 °C（217.23 K）[2]
沸点 175.5 °C（448.6 K）[3]
176.5 °C（449.6 K）[2]
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

参考文献
  1. Two Stereoinduction Events in One C−H Activation Step: A Route towards Terphenyl Ligands with Two Atropisomeric Axes. Angew. Chem. Int. Ed. 2018. doi:10.1002/anie.201801130. Supp Info. pp 19.
  2. Journal of the American Chemical Society. Volume 69, Issue 10. doi:10.1021/ja01202a060.
  3. "PhysProp" data were obtained from Syracuse Research Corporation of Syracuse, New York (US). Retrieved from SciFinder. [2023-11-16].
  4. Khusnutdinov, R. I., Shchadneva, N. A., & Mayakova, Y. Y. (2015). Methylation of phenol and its derivatives with dimethyl carbonate in the presence of Mn2(CO)10, W(CO)6, and Co2(CO)8. Russian Journal of Organic Chemistry, 51(3), 330–334. doi:10.1134/s1070428015030070
  5. M. Carmen Carreno, Jose L. Garcia Ruano, Gema Sanz, Miguel A. Toledo, and Antonio Urbano. J. Org. Chem. 1995, 60, 16, 5328–5331 doi:10.1021/jo00121a064
  6. Orito, K., Hatakeyama, T., Takeo, M., & Suginome, H. (1995). Iodination of Alkyl Aryl Ethers by Mercury(II) Oxide-Iodine Reagent in Dichloromethane. Synthesis, 1995(10), 1273–1277. doi:10.1055/s-1995-4089
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