[5-溴-3-(羟甲基)-2-甲氧基苯基]甲醇 | 89479-09-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [5-溴-3-(羟甲基)-2-甲氧基苯基]甲醇
• 英文名称: [5-bromo-3-(hydroxymethyl)-2-methoxyphenyl]methanol
• 英文别名: 5-(bromo-3-hydroxymethyl-2-methoxyphenyl)methanol；5-bromo-1,3-bis(hydroxymethyl)-2-methoxybenzene；2,6-bis-hydroxymethyl-4-bromo-anisole；4-bromo-2,6-bis(hydroxymethyl)anisole；4-bromo-2,6-di(hydroxymethyl)anisole
• CAS: 89479-09-4
• 化学式: C₉H₁₁BrO₃
• 分子量: 247.089
• InChiKey: LNRIBAMFJNURQO-UHFFFAOYSA-N

物化性质

• 熔点：
  126-128 °C
• 沸点：
  380.0±37.0 °C(Predicted)
• 密度：
  1.571±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [5-溴-3-(羟甲基)-2-甲氧基苯基]甲醇 在 吡啶 、 氢氧化钾 、 sodium dichromate 、 硫酸 、 三溴化硼 、 铜 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 83.0h， 生成 2,6-diformyl-4-trifluoromethylphenol
  参考文献：
  名称：

  Synthesis of 2,6-diformyl-4-trifluoromethylphenol

  摘要：

  DOI：

  10.1016/s0022-1139(00)81058-1
• 作为产物：
  描述：

  4-溴苯酚 在 氢氧化钾 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 51.0h， 生成 [5-溴-3-(羟甲基)-2-甲氧基苯基]甲醇
  参考文献：
  名称：

  Synthesis of 2,6-diformyl-4-trifluoromethylphenol

  摘要：

  DOI：

  10.1016/s0022-1139(00)81058-1

文献信息

• Metal Hydrogen Sulfates Catalyzed Methoxymethylation of Alcohols under Solvent-Free Conditions
  作者：Khodabakhsh Niknam、Mohammad Ali Zolfigol、Mohsen Shayegh、Reza Zare

  DOI：10.1002/jccs.200700153

  日期：2007.8

  Methoxymethylation of a variety of alcohols was performed by using formaldehyde dimethoxy acetal in the presence of metal hydrogen sulfate M(HSO 4 ) n at room temperature and solvent-free conditions. The methoxymethyl ethers (MOM-ethers) were obtained with high yields and purity.

  在金属硫酸氢盐 M(HSO 4 ) n 存在下，在室温和无溶剂条件下，使用甲醛二甲氧基缩醛对多种醇进行甲氧基甲基化。以高产率和纯度获得甲氧基甲基醚（MOM-醚）。
• A receptor incorporating OH, NH and CH binding motifs for a fluoride selective chemosensor
  作者：Liang Xu、Yongjun Li、Yanwen Yu、Taifeng Liu、Songhua Cheng、Huibiao Liu、Yuliang Li

  DOI：10.1039/c2ob25304f

  日期：——

  An anion receptor combined different types of hydrogen bond donors such as OH, NH and CH groups has been synthesized. By rotation of the sub methyl group, this receptor showed evident 1H NMR response to both fluoride and sulfate, while colorimetric and fluorescent responses were only observed in the presence of fluoride.

  我们合成了一种结合了不同类型氢键供体（如 OH、NH 和 CH 基团）的阴离子受体。通过旋转亚甲基，这种受体对氟化物和硫酸盐都表现出明显的 1H NMR 反应，而只有在氟化物存在时才会出现比色和荧光反应。
• Phenol-Containing Macrocyclic Diamides as New Catalysts in the Highly Regioselective Conversion of Epoxides to β-Hydroxy Thiocyanates
  作者：Hashem Sharghi、Mohammad Ali Nasseri、Khodabakhsh Niknam

  DOI：10.1021/jo0103266

  日期：2001.11.1

  The regioselective ring-opening reactions of some epoxides with ammonium thiocyanate in the presence of a series of new phenol-containing macrocyclic diamides and also dibenzo-18-crown-6-, 18-crown-6-, benzo-15-crown-5-, and pyridine-containing macrocyclic diamide have been studied. The epoxides were subject to cleavage by NH4SCN in the presence of these catalysts under mild reaction conditions in various aprotic solvents. In this study, reagents and conditions have been discovered with which the individual beta -hydroxy thiocyanates can be synthesized in high yield and with more than 90% regioselectivity. The results can be discussed in terms of a four-step mechanism: (1) formation of complex between catalyst and NH4SCN, (2) release of SCN- nucleophile from the complex, (3) reaction of the active nucleophile at the less sterically hindered site in the epoxide, and (4) regeneration of catalyst. The major advantages of this method are as follows: (1) high regioselectivity, (2) simple regeneration of catalyst, (3) its reuse through several cycles without a decrease in activity, and (4) ease of workup of the reaction.
• Boric acid as cost-effective and recyclable catalyst for trimethylsilyl protection and deprotection of alcohols and phenols
  作者：Amin Rostami、Jamal Akradi、Firoz Ahmad-Jangi

  DOI：10.1590/s0103-50532010000800026

  日期：——

  Boric acid has been used as a green, selective and recyclable catalyst for trimethysilylation of alcohols and phenols using hexamethyldisilazane in acetonitrile. Deprotection of trimethylsilyl ethers to their parent alcohols and phenols was also achieved using this catalyst in water at room temperature. The salient features of this methodology are cheap processing, mild acidity conditions, excellent yields of products and easy availability of the catalyst.
• CHIRAL SENSOR
  申请人：Japan Science and Technology Agency

  公开号：EP1538148B1

  公开（公告）日：2007-01-10