2-(3-hydroxybutyl)phenol | 6952-32-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(3-hydroxybutyl)phenol
• 英文别名: o-(3-hydroxybutyl)phenol；4-(2-hydroxy-phenyl)-butan-2-ol；(+/-)-2-Hydroxy-1-(3-hydroxy-butyl)-benzol；(+/-)-2-(3-Hydroxy-butyl)-phenol；2-Oxy-1-(γ-oxy-butyl)-benzol；γ-Oxy-α-(2-oxy-phenyl)-butan
• CAS: 6952-32-5
• 化学式: C₁₀H₁₄O₂
• 分子量: 166.22
• InChiKey: MYBYPPLYNXJIRJ-UHFFFAOYSA-N

物化性质

• 沸点：
  301.6±17.0 °C(Predicted)
• 密度：
  1.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 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-(3-hydroxybutyl)phenol 在 DCAD 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以90%的产率得到2H-1-苯并吡喃,3,4-二氢-2-甲基-
  参考文献：
  名称：

  Mitsunobu反应的简化。偶氮二羧酸二对氯苄基酯：一种新的偶氮二羧酸酯。

  摘要：

  引入二对氯苄基偶氮二羧酸酯（DCAD），作为适用于各种Mitsunobu偶联的DEAD和DIAD的新型，稳定，固体替代品。CH（2）Cl（2）中的DCAD / Ph（3）P介导的反应生成易于分离的肼副产物。[反应：看文字]

  DOI：

  10.1021/ol0618757
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 乙醇 、 sodium 作用下， 生成 2-(3-hydroxybutyl)phenol
  参考文献：
  名称：

  Stoermer; Schaeffer, Chemische Berichte, 1903, vol. 36, p. 2867

  摘要：

  DOI：

文献信息

• Synthesis of benzopyran prostaglandins, potent stable prostacyclin analogs, via an intramolecular mitsunobu reaction
  作者：Paul A. Aristoff、Allen W. Harrison、Anne M. Huber

  DOI：10.1016/0040-4039(84)80039-8

  日期：——

  Short syntheses of the extremely potent benzopyran prostacyclin mimics 26 and 27 are described using a novel intramolecular Mitsunobu reaction (e.g. 20 → 22) in the key step. This mild cyclization method was also applied to the synthesis of some simple chromans and benzofurans (34 – 38).

  在关键步骤中，使用新型分子内Mitsunobu反应（例如20→22）描述了非常有效的苯并吡喃前列环素模拟物26和27的短合成。这种温和的环化方法也适用于一些简单的苯并二氢吡喃和苯并呋喃的合成（34 – 38）。
• Simplification of the Mitsunobu Reaction. Di-<i>p</i>-chlorobenzyl Azodicarboxylate:  A New Azodicarboxylate
  作者：Bruce H. Lipshutz、David W. Chung、Brian Rich、Ricardo Corral

  DOI：10.1021/ol0618757

  日期：2006.10.1

  Di-p-chlorobenzyl azodicarboxylate (DCAD) is introduced as a novel, stable, solid alternative to DEAD and DIAD for a variety of Mitsunobu couplings. DCAD/Ph(3)P-mediated reactions in CH(2)Cl(2) generate a readily separable hydrazine byproduct. [reaction: see text]

  引入二对氯苄基偶氮二羧酸酯（DCAD），作为适用于各种Mitsunobu偶联的DEAD和DIAD的新型，稳定，固体替代品。CH（2）Cl（2）中的DCAD / Ph（3）P介导的反应生成易于分离的肼副产物。[反应：看文字]
• Twisted Amides as Selective Acylating Agents for Hydroxyl Groups under Neutral Conditions:  Models for Activated Peptides during Enzymatic Acyl Transfer Reaction
  作者：Shinji Yamada、Takayuki Sugaki、Kazuhiro Matsuzaki

  DOI：10.1021/jo9522015

  日期：1996.1.1

  The highly twisted amide 2 served as a selective acylating agent; for dials under neutral conditions. The reaction of primary-secondary dials with 2 led to the corresponding primary alkyl monopivalates. For dials containing alcoholic and phenolic hydroxyl groups, alcoholic hydroxyl groups were selectively acylated under neutral conditions, whereas, the opposite selectivity was observed under basic conditions, similar to the cases using acyl halides or acid anhydrides. Although 1 and 3 were unreactive to alcohols, 5-10 having substituent groups at C-4 were reactive to alcohols to give the corresponding acetates or benzoates.
• Selective hydrogenation of conjugated unsaturated ketones containing a hydroxyaryl substituent in the β-position
  作者：V. N. Kovalenko、A. S. Pratsko

  DOI：10.1134/s1070428017010055

  日期：2017.1

  A high selectivity was achieved in the Ni2B-catalyzed hydrogenation of alpha,beta-unsaturated ketones containing a hydroxyaryl (phenolic) substituent in the beta-position. The developed hydrogenation procedure was used to synthesize natural compounds of the phenylpropane series and their structural analogs.
• Stoermer; Chydenius; Schinn, Chemische Berichte, 1924, vol. 57, p. 75
  作者：Stoermer、Chydenius、Schinn

  DOI：——

  日期：——