2-chloro-3-methoxy-5-methylphenol | 57074-22-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-chloro-3-methoxy-5-methylphenol
• CAS: 57074-22-3
• 化学式: C₈H₉ClO₂
• 分子量: 172.611
• InChiKey: JDNHZLKUMOOLCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chloro-3-methoxy-5-methylphenol 在 potassium nitrososulfonate 作用下， 以 phosphate buffer 、 乙醚 为溶剂， 以0.28 g的产率得到2-chloro-3-methoxy-5-methyl-para-benzoquinone
  参考文献：
  名称：

  Synthesis and Spectroscopic Characterization of [5-13C]- and [6-13C]Ubiquinone-10 for Studies of Bacterial Photosynthetic Reaction Centers

  摘要：

  This paper presents the synthesis and characterization by mass spectrometry and NMR spectroscopy of [2-C-13]- and [3-C-13]ubiquinone-0 and of [5-C-13]- and [6-C-13]ubiquinone-10. A scheme based on the synthetic approach to [5-C-13]ubiquinone-10 has been worked out for the synthesis of ubiquinones C-13-labeled at any individual position and at every combination of positions in the quinone ring. The [5-C-13]- and [6-C-13]ubiquinone-10 isotopomers were incorporated into the Q(A)-site of the photosynthetic reaction center of Rhodobacter sphaeroides R-26. Magic angle spinning NMR subsequently revealed an unperturbed 6-position, while the signal of the 5-position was absent. These results corroborate the recently reported detection of an asymmetric binding of Q(A) with a dynamic perturbation involving the 4-carbonyl functionality.

  DOI：

  10.1002/1099-0690(20021)2002:1<189::aid-ejoc189>3.0.co;2-8
• 作为产物：
  描述：

  2-chloro-3-methoxy-5-methyl-2-cyclohexenone 在 三甲基氯硅烷 、 lithium diisopropyl amide 、 碘 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.0h， 生成 2-chloro-3-methoxy-5-methylphenol
  参考文献：
  名称：

  Synthesis and Spectroscopic Characterization of [5-13C]- and [6-13C]Ubiquinone-10 for Studies of Bacterial Photosynthetic Reaction Centers

  摘要：

  This paper presents the synthesis and characterization by mass spectrometry and NMR spectroscopy of [2-C-13]- and [3-C-13]ubiquinone-0 and of [5-C-13]- and [6-C-13]ubiquinone-10. A scheme based on the synthetic approach to [5-C-13]ubiquinone-10 has been worked out for the synthesis of ubiquinones C-13-labeled at any individual position and at every combination of positions in the quinone ring. The [5-C-13]- and [6-C-13]ubiquinone-10 isotopomers were incorporated into the Q(A)-site of the photosynthetic reaction center of Rhodobacter sphaeroides R-26. Magic angle spinning NMR subsequently revealed an unperturbed 6-position, while the signal of the 5-position was absent. These results corroborate the recently reported detection of an asymmetric binding of Q(A) with a dynamic perturbation involving the 4-carbonyl functionality.

  DOI：

  10.1002/1099-0690(20021)2002:1<189::aid-ejoc189>3.0.co;2-8

文献信息

• HALOGEN CONTAINING CYCLOHEXANE DERIVATIVES, METHODS OF PREPARATION AND COMPOSITIONS CONTAINING SAME
  申请人：FRITZSCHE DODGE & OLCOTT INC.

  公开号：EP0047317A1

  公开（公告）日：1982-03-17
• EP0047317A4
  申请人：——

  公开号：EP0047317A4

  公开（公告）日：1982-07-13
• US4272412A
  申请人：——

  公开号：US4272412A

  公开（公告）日：1981-06-09
• US4308401A
  申请人：——

  公开号：US4308401A

  公开（公告）日：1981-12-29
• [EN] HALOGEN CONTAINING CYCLOHEXANE DERIVATIVES,METHODS OF PREPARATION AND COMPOSITIONS CONTAINING SAME
  申请人：——

  公开号：WO1981002518A1

  公开（公告）日：1981-09-17

  (EN) Novel compounds useful as fragrance materials which have the structure (FORMULA) wherein the dashed line may be either a carbon-carbon single bond or a carbon-carbon double bond; R1, R2 and R3 are each the same or different and each represents hydrogen or methyl; and X is halogen. The invention also provides methods of preparing these compounds from readily available cyclohexene derivatives and fragrance compositions which include the compounds. (FR) Nouveaux composes utiles en tant que materiaux aromatiques possedant la structure (FORMULE) la ligne interrompue dans laquelle peut etre soit simple carbone-carbone soit une liaison double carbone-carbone; R1, R2 et R3 sont identiques ou differents et representent chacun un hydrogene ou un methyle; X est un halogene. L'invention presente aussi des procedes de preparation de ces composes a partir de derives de cyclohexene facilement disponibles et des compositions aromatiques comprenant ces composes.