bornyl mercaptan | 5391-78-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: bornyl mercaptan
• 英文别名: (+/-)-2endo-Mercapto-bornan；(+/-)-Bornanthiol-(2endo)；(+/-)-Bornylmercaptan；(+/-)-Thioborneol；(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptane-2-thiol
• CAS: 5391-78-6；6704-56-9；34942-24-0；75044-78-9；126452-83-3；130695-53-3
• 化学式: C₁₀H₁₈S
• 分子量: 170.319
• InChiKey: YZBDTMJKESVEBP-QXFUBDJGSA-N

物化性质

• 熔点：
  24-26 °C
• 沸点：
  205.9±9.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  bornyl mercaptan 在 乙醇 、 碘 作用下， 生成 di-((1R)-bornyl)-disulfide
  参考文献：
  名称：

  Sen, Journal of the Indian Chemical Society, 1935, vol. 12, p. 647,650

  摘要：

  DOI：
• 作为产物：
  描述：

  (1R)-(-)-thiocamphor 在 盐酸 、 锌 作用下， 生成 bornyl mercaptan
  参考文献：
  名称：

  Sen, Journal of the Indian Chemical Society, 1935, vol. 12, p. 647,650

  摘要：

  DOI：

文献信息

• Generation and intramolecular cyclization of α-phenylsulfenyl and α-alkylsulfenyl radicals
  作者：Yeun-Min Tsai、Fu-Chang Chang、Jimin Huang、Chi-Lung Shiu、Chai-Lin Kao、Jyh-Shiunn Liu

  DOI：10.1016/s0040-4020(97)00156-7

  日期：1997.3

  alpha-Phenylsulfenyl radicals are generated by the reaction of diphenyl dithioacetals or phenyl alpha-chlorosulfides with tributyltin hydride. Alkyl phenyl dithioacetals react selectively with tributyltin hydride to give alpha-alkylsulfenyl radicals. 5-Exo-type of intramolecular cyclizations of these radicals are studied. The cyclization is most successful when the olefin is terminally substituted with an ester group. The cis/trans ratio of the cyclized product varies according to the reaction rates. With a faster cyclization, cis-isomer is the major product. A slower cyclization gives more trans-product. (C) 1997 Elsevier Science Ltd.
• Carmack, Marvin; Behforouz, Mohammad; Berchtold, Glenn A., Journal of Heterocyclic Chemistry, 1989, vol. 26, p. 1305 - 1318
  作者：Carmack, Marvin、Behforouz, Mohammad、Berchtold, Glenn A.、Berkowitz, Samuel M.、Wiesler, Donald、Barone, Ralph

  DOI：——

  日期：——
• Asymmetric induction in thia-Diels-Alder reactions of chiral polyfluoroalkylthionocarboxylates
  作者：Vadim M. Timoshenko、Sergiy A. Siry、Alexander B. Rozhenko、Yuriy G. Shermolovich

  DOI：10.1016/j.jfluchem.2009.11.011

  日期：2010.2

  A series of chiral S- or O-alkyl thionoesters have been synthesized by treatment of trifluorothioacetyl- or 2,2,3,3-tetrafluorothiopropionyl chloride with corresponding thiols or alcohols. The thia-Diels-Alder reaction of the thionoesters with symmetrical 1,3-dienes proceeds with diastereoselectivity up to 60%. Structures of cycloaddition products and corresponding transition states have been studied at the DFT level of approximation. The experimentally observed diastereomeric excess has been referred to differences in activation energies of transition states, preceding formation of the diastereomeric cycloaducts. (C) 2009 Elsevier B.V. All rights reserved.
• Sen, Science and Culture, <hi>1935</hi>, vol. 1, p. 435
  作者：Sen

  DOI：——

  日期：——
• Sen, Journal of the Indian Chemical Society, 1935, vol. 12, p. 647,650
  作者：Sen

  DOI：——

  日期：——