ethyl-nerol | 90660-69-8

• 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: ethyl-nerol
• 英文别名: Ethyl nerol；(4Z)-5,9-dimethyldeca-4,8-dien-3-ol
• CAS: 90660-69-8
• 化学式: C₁₂H₂₂O
• 分子量: 182.306
• InChiKey: PQUSMVMWVMGVGN-LUAWRHEFSA-N

物化性质

• 沸点：
  258.3±9.0 °C(Predicted)
• 密度：
  0.862±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  ethyl-nerol 在 四丙基高钌酸铵 、 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以80%的产率得到(Z)-5,9-dimethyldeca-4,8-dien-3-one
  参考文献：
  名称：

  Allylic Substitution for Construction of a Chiral Quaternary Carbon Possessing an Aryl Group

  摘要：

  Phenylcopper reagents derived from 2:1 PhMgBr/Cu(acac)(2) and 3:1:1 PhMgBr/Cu(acac)(2)/ZnI2 were found to be highly reactive and regioselective in the allylic substitution of gamma,gamma-disubstituted secondary allylic picolinates designed for construction of a quaternary carbon, whereas the previous 2:1 ArMgBr/CuBr center dot Me2S reagent and that with ZnX2 were unsuccessful. The generality of the ArMgBr/Cu(acac)(2) reagent was examined with enantiomerically enriched allylic picolinates, which furnished quaternary carbons with high efficiency in >92% regioselectivity and >97% chirality transfer. Two cyclohexanes with a quaternary carbon were synthesized by using these reagents.

  DOI：

  10.1021/jo400248y
• 作为产物：
  描述：

  橙花醇 在 四丙基高钌酸铵 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 ethyl-nerol
  参考文献：
  名称：

  Allylic Substitution for Construction of a Chiral Quaternary Carbon Possessing an Aryl Group

  摘要：

  Phenylcopper reagents derived from 2:1 PhMgBr/Cu(acac)(2) and 3:1:1 PhMgBr/Cu(acac)(2)/ZnI2 were found to be highly reactive and regioselective in the allylic substitution of gamma,gamma-disubstituted secondary allylic picolinates designed for construction of a quaternary carbon, whereas the previous 2:1 ArMgBr/CuBr center dot Me2S reagent and that with ZnX2 were unsuccessful. The generality of the ArMgBr/Cu(acac)(2) reagent was examined with enantiomerically enriched allylic picolinates, which furnished quaternary carbons with high efficiency in >92% regioselectivity and >97% chirality transfer. Two cyclohexanes with a quaternary carbon were synthesized by using these reagents.

  DOI：

  10.1021/jo400248y

文献信息

• [EN] SELECTIVE TRANSFER HYDROGENATION OF CITRAL OR ETHYL CITRAL<br/>[FR] HYDROGÉNATION SÉLECTIVE PAR TRANSFERT DE CITRAL OU ÉTHYLE CITRAL
  申请人：DSM IP ASSETS BV

  公开号：WO2015004116A1

  公开（公告）日：2015-01-15

  The present invention relates to a selective transfer hydrogenation of citral to geraniol/nerol and ethyl citral to ethyl geraniol/ethyl nerol.

  本发明涉及将柠檬醛选择性转移加氢成为香叶醇/香叶醇和柠檬醛乙酸乙酯转移加氢成为乙基香叶醇/乙基香叶醇的方法。
• [EN] SELECTIVE TRANSFER HYDROGENATION OF CITRAL OR ETHYL CITRAL<br/>[FR] HYDROGÉNATION PAR TRANSFERT SÉLECTIVE DU CITRAL OU DU CITRAL D'ÉTHYLE
  申请人：DSM IP ASSETS BV

  公开号：WO2015004088A1

  公开（公告）日：2015-01-15

  The present invention relates to a selective transfer hydrogenation of citral to geraniol/nerol and ethyl citral to ethyl geraniol/ethyl nerol.

  本发明涉及柠檬醛选择性转移加氢为香叶醇/香叶醇和柠檬醛乙酯转移加氢为乙基香叶醇/乙基香叶醇的方法。
• [EN] (S,Z)-3,7-DIMETHYLNON-6-EN-1-OL AND ITS USE AS FRAGRANCE<br/>[FR] (S,Z)-3,7-DIMÉTHYLNON-6-ÉN-1-OL ET SON UTILISATION COMME PARFUM
  申请人：GIVAUDAN SA

  公开号：WO2021198525A1

  公开（公告）日：2021-10-07

  A compound according to formula (IIa), which is (S,Z)-3,7-dimethylnon-6-en-1-ol Formula (IIa), and its use as fragrance.

  一种化合物，其化学式为（IIa），即（S,Z）-3,7-二甲基壬-6-烯-1-醇（式子如下），并且其用途为香料。
• SELECTIVE TRANSFER HYDROGENATION OF CITRAL OR ETHYL CITRAL
  申请人：DSM IP Assets B.V.

  公开号：EP3019460A1

  公开（公告）日：2016-05-18
• EP3019460B1
  申请人：——

  公开号：EP3019460B1

  公开（公告）日：2019-01-30