(+/-)-2-phenylbutyl acetate | 109114-13-8

• 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-phenylbutyl acetate
• 英文别名: acetic acid-(2-phenyl-butyl ester)；Essigsaeure-(2-phenyl-butylester)；2-Phenylbutyl acetate
• CAS: 109114-13-8
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: GOGUXIJDLQQQNK-UHFFFAOYSA-N

物化性质

• 沸点：
  91 °C(Press: 2 Torr)
• 密度：
  0.9932 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-2-phenylbutyl acetate 在 Pseudomonas cepacia lipase 作用下， 以 aq. phosphate buffer 、 异丙醇 为溶剂， 生成 (S)-2-phenylbutan-1-ol
  参考文献：
  名称：

  A new mechanism of enantioselectivity toward chiral primary alcohol by lipase from Pseudomonas cepacia

  摘要：

  The stereo-recognition of chiral primary alcohols by lipase from Pseudomonas cepacia was found to deviate from earlier observations. Enantioselectivity toward 14 pairs of chiral primary alcohol esters by this lipase was dependent on the existence of an Onon-alpha (oxygen at non-alpha-position of the acyloxy group) in the alcohol moiety, and decreased as the size of the acyl moiety increased. Chemical modification on the lipase and molecular dynamics simulations indicated that Tyr(29) located within the catalytic cavity forms a hydrogen bond with the Onon-alpha of the preferred enantiomer of the primary alcohol ester. However, a larger acyl moiety suffered stronger hindrance from the catalytic cavity wall of the lipase, pushing the Onon-alpha away from Tyr(29), and thus weakening the stereo-recognition. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2014.08.014
• 作为产物：
  描述：

  2-苯基丁酸 在 lithium aluminium tetrahydride 、 乙醚 、 sodium acetate 作用下， 生成 (+/-)-2-phenylbutyl acetate
  参考文献：
  名称：

  Ionic Polymerization.¹ A Convenient Synthesis of α- and β-Alkylstyrenes. The Effect of an α-Alkyl Group on the Ultraviolet Absorption Spectra

  摘要：

  DOI：

  10.1021/ja01607a040

文献信息

• [EN] COMPOUNDS FOR PROVIDING A LONG-LASTING FLORAL AND FRUITY ODOR<br/>[FR] COMPOSÉS DESTINÉS À FOURNIR UNE ODEUR FLORALE ET FRUITÉE DE LONGUE DURÉE
  申请人：FIRMENICH & CIE

  公开号：WO2021122997A1

  公开（公告）日：2021-06-24

  The present invention relates to the field of perfumery. The present invention relates to compounds of formula (I) that are able to provide a long-lasting or substantive odor, in particular floral and/or fruity odor, to the environment. Moreover, the present invention relates to a method of imparting a long-lasting odor, in particular a fresh green, floral and/or fruity odor, to surfaces, such as hard surfaces, fabric, skin or hair. Furthermore, the present invention relates to the use of said compounds in perfumery, as well as the perfuming compositions or perfumed articles comprising the invention's compounds.

  本发明涉及香精领域。本发明涉及具有式(I)的化合物，能够赋予环境持久或实质性的气味，特别是花香和/或果香气味。此外，本发明涉及一种方法，能够赋予表面持久的气味，特别是清新的绿色、花香和/或果香气味，例如硬表面、织物、皮肤或头发。此外，本发明涉及在香精中使用所述化合物，以及包含本发明化合物的香水配方或香气产品。
• Enantioselective hydrolysis of esters and the oxidation of aromatic-aliphatic alcohols obtained therefrom by Spirodela oligorrhiza
  作者：Paweł Pawłowicz、Antoni Siewínski

  DOI：10.1016/s0031-9422(00)82336-5

  日期：1987.1

  Abstract Spirodela oligorrhiza hydrolyses benzyl acetate and enantiospecifically hydrolyses the acetates of racemic mixtures of 1-phenyl-ethanol, 1-(1-naphthyl)-ethanol, 1-(2-naphthyl)-ethanol, and 2-phenyl-butanol. The R alcohols are formed faster. Two of the resulting alcohols, 1-phenyl-ethanol and 1-(2-naphthyl)-ethanol, undergo an enantiospecific oxidation. Here, the S enantiomers react faster

  摘要 Spirodela oligorrhiza 水解乙酸苄酯并对映特异性水解1-苯基-乙醇、1-(1-萘基)-乙醇、1-(2-萘基)-乙醇和2-苯基-丁醇的外消旋混合物的乙酸酯。R 醇形成得更快。得到的两种醇，1-苯基-乙醇和 1-(2-萘基)-乙醇，经历对映特异性氧化。在这里，S 对映异构体反应更快。
• Selective formation of malonate by a double CO insertion reaction into a μ-alkylidene complex of palladium
  作者：B. Denise、D. Navarre、H. Rudler

  DOI：10.1016/0022-328x(87)80171-7

  日期：1987.6
• DENISE, B.;NAVARRE, D.;RUDLER, H., J. ORGANOMET. CHEM., 326,(1987) N 2, C83-C85
  作者：DENISE, B.、NAVARRE, D.、RUDLER, H.

  DOI：——

  日期：——
• MIXTURE OF FRAGRANCE COMPOUNDS
  申请人：Symrise AG

  公开号：EP2625255A2

  公开（公告）日：2013-08-14