2-甲基-4-辛醇 | 40575-41-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-甲基-4-辛醇
• 英文名称: 2-methyloctan-4-ol
• 英文别名: 2-methyl-4-octanol；2-methyl-octan-4-ol
• CAS: 40575-41-5
• 化学式: C₉H₂₀O
• 分子量: 144.257
• InChiKey: BIAVIOIDPRPYJK-UHFFFAOYSA-N

物化性质

• 熔点：
  6.15°C (estimate)
• 沸点：
  192.9°C (estimate)
• 密度：
  0.8150

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2905199090

反应信息

• 作为反应物：
  描述：

  2-甲基-4-辛醇 在 甲酸 、 氯磺酰异氰酸酯 作用下， 以 N,N-二甲基乙酰胺 、 乙腈 为溶剂， 反应 1.0h， 以76%的产率得到(±)-2-methyloctan-4-yl sulfamate
  参考文献：
  名称：

  Ligand-Controlled, Tunable Silver-Catalyzed C–H Amination

  摘要：

  The development of readily tunable and regioselective C-H functionalization reactions that operate solely through catalyst control remains a challenge in modern organic synthesis. Herein, we report that simple silver catalysts supported by common nitrogenated ligands can be used to tune a nitrene transfer reaction between two different types of C-H bonds. The results reported herein represent the first example of ligand-controlled and site-selective silver-promoted C-H amination.

  DOI：

  10.1021/ja5094309
• 作为产物：
  描述：

  2-甲基-5-辛炔-4-醇 在 palladium on activated charcoal 咪唑 、 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 48.0h， 生成 2-甲基-4-辛醇
  参考文献：
  名称：

  Solvent-modulated Pd/C-catalyzed deprotection of silyl ethers and chemoselective hydrogenation

  摘要：

  Recently we have reported undesirable and frequent deprotection of the TBDMS protective group of a variety of hydroxyl functions occurred under neutral and mild hydrogenation conditions using 10% Pd/C in MeOH. The deprotection of silyl ethers is susceptible to significant solvent effect. TBDMS and TES protecting groups were selectively cleaved in the presence of acid-sensitive functional groups such as TIPS ether, TBDPS ether and dimethyl acetal under hydrogenation condition using 10% Pd/C in MeOH. In contrast, chemoselective hydrogenation of reducible functional groups such as acetylene, olefin and benzyl ether, proceeds in the presence of TBDMS or TES ethers in AcOEt or MeCN. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.098

文献信息

• Nonheme Iron-Mediated Amination of C(sp³)–H Bonds. Quinquepyridine-Supported Iron-Imide/Nitrene Intermediates by Experimental Studies and DFT Calculations
  作者：Yungen Liu、Xiangguo Guan、Ella Lai-Ming Wong、Peng Liu、Jie-Sheng Huang、Chi-Ming Che

  DOI：10.1021/ja3122526

  日期：2013.5.15

  (1, qpy = 2,2':6',2″:6″,2''':6''',2''''-quinquepyridine) is a highly active nonheme iron catalyst for intra- and intermolecular amination of C(sp(3))-H bonds. This complex effectively catalyzes the amination of limiting amounts of not only benzylic and allylic C(sp(3))-H bonds of hydrocarbons but also the C(sp(3))-H bonds of cyclic alkanes and cycloalkane/linear alkane moieties in sulfamate esters,

  7配位络合物[Fe(qpy)(MeCN)2](ClO4)2 (1, qpy = 2,2':6',2″:6″,2''':6''',2' '''-quinquepyridine) 是一种高活性的非血红素铁催化剂，用于 C(sp(3))-H 键的分子内和分子间胺化。该复合物不仅有效地催化有限量的烃的苄基和烯丙基 C(sp(3))-H 键的胺化，而且还催化环烷烃和环烷烃/线性烷烃部分的 C(sp(3))-H 键的胺化。氨基磺酸酯，例如衍生自薄荷烷和甾体胆烷和雄甾烷的那些，使用PhI=NR或“PhI(OAc)2+H2NR”[R=Ts(对甲苯磺酰基)，Ns(对硝基苯磺酰基)]作为氮源，胺化产物的分离率高达 93%。亚铁酰亚胺/氮烯中间体 [Fe(qpy)(NR)(X)](n+) (CX, X = NR, 溶剂, 或阴离子）在实验研究的基础上提出，包括 ESI-MS 分析、交叉实验、哈米特图以及与 CH
• Certain sulfonamide heterobicyclic platelet activating factor antagonists
  申请人：British Bio-Technology Limited

  公开号：US05180723A1

  公开（公告）日：1993-01-19

  Compounds of general formula I; ##STR1## wherein: A.sup.1 is .dbd.N--, .dbd.CH-- or .dbd.CR.sup.1 --; A.sup.2 is .dbd.N--, .dbd.CH-- or .dbd.CR.sup.2 --; provided that, when one of A.sup.1 and A.sup.2 is a nitrogen atom, the other of A.sup.1 and A.sup.2 is other than a nitrogen atom; wherein the other variables are as defined in the specification and their pharmaceutically and veterinarily acceptable acid addition salts and hydrates are antagonists of platelet activating factor (PAF) and as such are useful in the treatment or amelioration of various diseases or disorders mediated by PAF.

  通式I的化合物；其中：A.sup.1为.dbd.N--，.dbd.CH--或.dbd.CR.sup.1--; A.sup.2为.dbd.N--，.dbd.CH--或.dbd.CR.sup.2--; 前提是，当A.sup.1和A.sup.2中的一个是氮原子时，另一个不是氮原子；其中其他变量如规范中定义的那样，它们的药用和兽医学可接受的酸盐和水合物是血小板活化因子（PAF）的拮抗剂，因此在治疗或改善由PAF介导的各种疾病或紊乱方面是有用的。
• A remarkable solvent effect toward the Pd/C-catalyzed cleavage of silyl ethersElectronic supplementary information (ESI) available: characterization data and references and supplementary Tables 4 and 5. See http://www.rsc.org/suppdata/cc/b2/b211313a/
  作者：Hironao Sajiki、Takashi Ikawa、Kazuyuki Hattori、Kosaku Hirota

  DOI：10.1039/b211313a

  日期：2003.2.20

  Selective hydrogenation conditions of olefin, benzyl ether and acetylene functionalities in the presence of TBDMS or TES ether have been developed.

  已经开发出在TBDMS或TES醚存在下，对烯烃、苄醚和炔烃功能团进行选择性加氢的条件。
• [EN] PROCESS<br/>[FR] PROCÉDÉ
  申请人：PHOSPHAGENICS LTD

  公开号：WO2018112512A1

  公开（公告）日：2018-06-28

  An efficient and commercial phosphorylation process of a complex alcohol, such as secondary and tertiary alcohols, with P4O10 at high temperatures, and a product obtained by the process.

  一种高效商业化的磷酸酯化过程，用于复杂醇类（如二级和三级醇），在高温下使用P4O10，以及该过程得到的产品。
• Preparation of Single-Enantiomer Biofunctional Molecules with (<i>S</i>)-2-Methoxy-2-(1-naphthyl)propanoic Acid
  作者：Akio ICHIKAWA、Hiroshi ONO

  DOI：10.1271/bbb.80100

  日期：2008.9.23

  (RS)-2-methyl-4-octanol were resolved by using (S)-2-methoxy-2-(1-naphthyl)propanoic acid [(S)-MalphaNP acid]. The specific stereochemistry of each MalphaNP ester was elucidated by 2D NMR analyses, and shielding by the 1-naphthyl group was observed in both the 1H- and 13C-NMR spectra. Solvolysis of the individual (S)-MalphaNP esters gave four single-enantiomer alcohols. The normal-phase HPLC elution order

  通过使用（S）-2-甲氧基-2-（1-萘基）丙酸[（S）-MalphaNP酸]拆分（RS）-β-紫罗兰醇和（RS）-2-甲基-4-辛醇。通过2D NMR分析阐明了每种MalphaNP酯的具体立体化学，并且在1H-NMR和13C-NMR光谱中均观察到1-萘基的屏蔽作用。各个（S）-MalphaNP酯的溶剂分解得到四种单对映体醇。还讨论了每种MalphaNP酯的正相HPLC洗脱顺序。

表征谱图