2-hydroxymethyl-4,6-dimethylphenol | 4397-13-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-hydroxymethyl-4,6-dimethylphenol
• 英文别名: 6-(hydroxymethyl)-2,4-dimethylphenol；2-(hydroxymethyl)-4,6-dimethylphenol；2-hydroxy-3,5-dimethylbenzyl alcohol；4,6-dimethyl-2-(hydroxymethyl)phenol；3,5-dimethylsalicyl alcohol；hydroxy-3,5-dimethyl-benzenemethanol
• CAS: 4397-13-1
• 化学式: C₉H₁₂O₂
• mdl: MFCD11500135
• 分子量: 152.193
• InChiKey: MWGGRRBSDWVAEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-hydroxymethyl-4,6-dimethylphenol 生成 2,4,6-三甲酚
  参考文献：
  名称：

  Windblown Dust Contributes to High PM₂₅ Concentrations

  摘要：

  The revised National Ambient Air Quality Standards for PM include fine particulate standards based upon mass measurements of PM2.5. It is possible in arid and semi-arid regions to observe significant coarse mode intrusion in the PM2.5, measurement. In this work, continuous PM10 PM2.5 and PM1.0 were measured during several windblown dust events in Spokane, WA. PM2.5 constituted similar to 30% of the PM10 during the dust event days, compared with similar to 48% on the non-dusty days preceding the dust events. Both PM10 and PM2.5 were enhanced during the dust events. However, PM1.0, was not enhanced during dust storms that originated within the state of Washington. During a dust storm that originated in Asia and impacted Spokane, PM1.0 was also enhanced, although the Asian dust reached Washington during a period of stagnation and poor dispersion, so that local sources were also contributing to high particulate levels. The "intermodal" region of PM, defined as particles ranging in aerodynamic size from 1.0 to 2.5 mu m, was found to represent a significant fraction of PM2.5 (similar to 51%) during windblown dust events, compared with 28% during the non-dusty days before the dust events.

  DOI：

  10.1080/10473289.2000.10464179
• 作为产物：
  描述：

  2-羟基-3-甲基-苯甲酸 在 lithium aluminium tetrahydride 作用下， 以57%的产率得到2-hydroxymethyl-4,6-dimethylphenol
  参考文献：
  名称：

  Nucleotide Delivery fromcycloSaligenyl-3′-azido-3′-deoxythymidine Monophosphates (cycloSal-AZTMP)

  摘要：

  DOI：

  10.1002/(sici)1099-0690(199805)1998:5<837::aid-ejoc837>3.0.co;2-7

文献信息

• (<i>o</i>-Hydroxyphenyl)methylphosphonic acids: Synthesis and potentiometric determinations of their p<i>K</i>_aValues
  作者：Volker Böhmer、Walter Vogt、Salah Chafaa、Jean Meullemeestre、Marie-José Schwing、François Vierling

  DOI：10.1002/hlca.19930760108

  日期：1993.2.10

  (o-Hydroxyphenyl)methylphosphonic acids are readily obtained from o-(bromomethyl)- or o-(hydroxymethyl)phenols and trialkyl phosphites. Subsequent hydrolysis leads to the corresponding phosphonic acids. For a series of such compounds, the pKa values have been determined by potentiometry. Their dependence on additional substituents in the aromatic ring is discussed in terms of electronic and steric

  从邻-（溴甲基）-或邻-（羟甲基）酚和亚磷酸三烷基酯容易获得（邻-羟基苯基）甲基膦酸。随后的水解产生相应的膦酸。对于一系列此类化合物，p K a值已通过电位计确定。根据电子和空间效应，讨论了它们对芳环中其他取代基的依赖性。
• 3,5-Di-(tert-Butyl)-6-fluoro-cycloSal-d4TMP− A Pronucleotide with a Considerably Improved Masking Group
  作者：Christian Ducho、Silke Wendicke、Ulf Görbig、Jan Balzarini、Chris Meier

  DOI：10.1002/ejoc.200300537

  日期：2003.12

  A new, considerably improved cycloSal masking group has been developed. This new group combines four desirable properties and has been attached to the anti-HIV drug 2′,3′-dideoxy-2′,3′-didehydrothymidine (d4T, 1) to give 3,5-(di-tert-butyl)-6-fluoro-cycloSal-d4TMP (2i). This phosphate triester has a reasonable chemical half-life, highly selectively released d4TMP, has poor − if any − inhibitory effect

  已经开发了一种新的、显着改进的 cycloSal 掩蔽组。这个新组结合了四种理想的特性，并已连接到抗 HIV 药物 2',3'-dideoxy-2',3'-didehydrothymidine (d4T, 1) 上以产生 3,5-(di-tert-butyl) -6-氟-环Sal-d4TMP (2i)。这种磷酸三酯具有合理的化学半衰期，高度选择性地释放 d4TMP，对丁酰胆碱酯酶 (BChE) 的抑制作用很差（如果有的话），并实现了 TK 旁路。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• <i>cyclo</i>Sal-Pronucleotides of 2‘,3‘-Dideoxyadenosine and 2‘,3‘-Dideoxy-2‘,3‘-didehydroadenosine:  Synthesis and Antiviral Evaluation of a Highly Efficient Nucleotide Delivery System
  作者：Chris Meier、Tina Knispel、Erik De Clercq、Jan Balzarini

  DOI：10.1021/jm981096z

  日期：1999.5.1

  nucleosides ddA (2) and d4A (3) as judged by their log P values. In hydrolysis studies, 9 and 10 decomposed under mild aqueous basic conditions releasing solely ddAMP (7) and d4AMP (8), as well as the diols 14. Further hydrolysis studies under acidic conditions showed a marked increase in stability with respect to the acid-catalyzed cleavage of the glycosyl bond. Phosphotriesters 9 and 10 exhibited antiviral

  抗病毒嘌呤双脱氧核苷类似物2'，3'-双脱氧腺苷（ddA）（2）和报道了2′，3′-二脱氧-2′，3′-二氢腺苷（d4A）（3）。这些潜在的前核苷酸通过受控的化学诱导的串联反应选择性地释放ddAMP（7）或d4AMP（8）。使用我们先前报道的磷（III）方法，从取代的水杨醇14a-h开始以高收率合成所有新化合物9和10a-d。相对于在磷中心的构型，以立体化学优选为2：1获得了磷酸三酯9和10。在1-辛醇/水混合物中，磷酸三酯9和10的亲脂性比其亲本核苷ddA（2）和d4A（3）高出7-43倍，这可通过它们的log P值来判断。在水解研究中，9和10在温和的碱性水溶液中分解，仅释放ddAMP（7）和d4AMP（8）以及二醇14。进一步的水解研究表明，在酸性条件下，相对于酸-稳定性显着提高。催化的糖基键裂解。磷酸三酸酯9和10对人T淋巴细胞（CEM / O）细胞中的野生型HIV-1和HIV-2
• Lignin Oxidation and Products Thereof
  申请人：Albizati Kim

  公开号：US20120107886A1

  公开（公告）日：2012-05-03

  Provided herein is a method of oxidizing lignin. Further disclosed herein are aromatic and non-aromatic compounds obtained from oxidized lignin.

  本文提供了一种氧化木质素的方法。此外，还披露了从氧化木质素中获得的芳香和非芳香化合物。
• Enantioselective Phenolic α-Oxidation Using H₂O₂ via an Unusual Double Dearomatization Mechanism
  作者：Michael F. McLaughlin、Elisabetta Massolo、Shubin Liu、Jeffrey S. Johnson

  DOI：10.1021/jacs.8b13006

  日期：2019.2.13

  Feedstock aromatic compounds are compelling low-cost starting points from which molecular complexity can be generated rapidly via oxidative dearomatization. Oxidative dearomatizations commonly rely heavily on hypervalent iodine or heavy metals to provide the requisite thermodynamic driving force for overcoming aromatic stabilization energy. This article describes oxidative dearomatizations of 2-(h

  原料芳族化合物是引人注目的低成本起点，可以通过氧化脱芳构化快速产生分子复杂性。氧化脱芳构化通常严重依赖高价碘或重金属来提供克服芳香稳定能所需的热力学驱动力。本文描述了 2-（羟甲基）苯酚通过其衍生的双（二氯乙酸盐）氧化脱芳构化，使用过氧化氢作为温和氧化剂拦截瞬态醌甲基化物。一项立体化学研究表明，该反应通过相对于其他苯酚脱芳构化的新机制进行，并且与依赖高价碘的现有方法互补。使用新的手性相转移催化剂，首次不对称合成 1-oxaspiro[2.5]octa-5，报道了 7-dien-4-ones。衍生的 1-oxaspiro[2.5] 辛二烯酮产品的合成效用在下游产生复杂性的转化中得到了证明。