methyl 8-undecenoate | 64749-27-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 8-undecenoate
• 英文别名: Methyl undec-8-enoate；methyl undec-8-enoate
• CAS: 64749-27-5
• 化学式: C₁₂H₂₂O₂
• 分子量: 198.305
• InChiKey: AZADXTURMQEOQH-UHFFFAOYSA-N

物化性质

• 沸点：
  252.8±19.0 °C(Predicted)
• 密度：
  0.886±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  methyl 9-acetoxy-10-undecenoate 在 水 、 molybdenum hexacarbonyl 作用下， 以 1,4-二氧六环 为溶剂， 反应 15.0h， 生成 10-烯酸甲酯 、 methyl 9-undecenoate 、 methyl 8-undecenoate
  参考文献：
  名称：

  使用六羰基钼 (0) 对烯丙基乙酸酯进行还原脱乙酰氧基化

  摘要：

  在回流的二恶烷中，在氮气氛下，脂肪族烯丙基乙酸酯被六羰基钼 (0) 还原成烯烃。这些反应通过加入 H2O 加速。1-芳基-或3-芳基烯丙基乙酸酯在相同条件下引起去乙酰氧基化烯丙基同偶联。

  DOI：

  10.1246/bcsj.64.2311

文献信息

• Reaction of bromohydrins with chlorotris(triphenylphosphine)cobalt (I)
  作者：Den-ichi Momose、Yasuji Yamada

  DOI：10.1016/s0040-4039(00)87973-3

  日期：1983.1

  Bromohydrins were converted into ketones in high yields by the reaction with clorotris(triphenylphosphine)cobalt (I) in the presence of amine or olefin. A probable path-way for the formation of ketones from bromohydrins was also described.

  通过在胺或烯烃的存在下与氯吡咯（三苯基膦）钴（I）反应，溴代醇高产率地转化为酮。还描述了由溴代醇形成酮的可能途径。
• Rhodium versus Iridium Catalysts in the Controlled Tandem Hydroformylation-Isomerization of Functionalized Unsaturated Fatty Substrates
  作者：Jérémy Ternel、Jean-Luc Couturier、Jean-Luc Dubois、Jean-François Carpentier

  DOI：10.1002/cctc.201402783

  日期：2015.2

  10‐undecenitrile (1) and related unsaturated fatty substrates (H2CCH(CH2)7CH2R; R=CO2Me, CH2Br, CHO) has been studied with rhodium, iridium, ruthenium, and palladium biphephos catalysts. The reactions proceeded effectively with all four systems, with high selectivities for the linear aldehyde (ratio of linear/branched aldehydes=99:1). The biphephos‐bis[chloro(cyclooctadiene)iridium] system showed a non‐optimized

  10 undecenitrile（的加氢甲酰化1）和相关的不饱和脂肪酸底物（H 2 CCH（CH 2）7 CH 2 R等R = CO 2 Me中的CH 2 BR，CHO）已经研究了铑，铱，钌，以及二苯醚钯催化剂。该反应在所有四个系统中均有效地进行，对线性醛具有高选择性（线性/支化醛的比率= 99：1）。Biphephos-双[氯（环辛二烯）铱]系统显示出未优化的加氢甲酰化转化频率（TOF HF）为770 h -1，仅比基于铑的系统（TOF HF）低约5倍= 3320 h -1）; 钯和钌联苯双酚体系的活性较低（TOF HF分别为210和310 h -1）。通过回收利用，在两种情况下均实现了卓越的生产率（TON≈58000 mol（1 / 1- int）mol（Ir）-1和250 000 mol（1 / 1- int）mol（Rh）-1，其中int＝内部烯烃）。这些催化剂使末端烯烃竞争异构
• STABILIZED MENTHOL AND OTHER VOLATILE COMPOUND COMPOSITIONS AND METHODS
  申请人：Ghalili Babak

  公开号：US20210236436A1

  公开（公告）日：2021-08-05

  The present disclosure relates to a stabilized or more stable volatile compound, e.g., menthol, compositions and methods of making and using them including a mixture of a stabilizer compound of formula (I), for example, undecylenic acid methyl ester, undecylenic acid or a salt thereof and a volatile compound where the volatile compound is less susceptible to volatizing into a gas. wherein A is —(CH2) a -CH═CH—(CH 2) 5-a -H where a is from 0 to 5, —(CH2) b -CH═CH—(CH 2) 6-b -H where b is from 0 to 6, —(CH2) c -CH═CH—(CH 2) 7-c -H where c is from 0 to 7, —(CH2) d -CH═CH—(CH 2) 5-d -H where d is from 0 to 8, or —CH2) e -CH═CH—(CH 2) 9-d -H where d is from 0 to 9; B is hydrogen or C 1-5 alkyl; and pharmaceutically acceptable salts thereof where B is hydrogen.
• [EN] STABILIZED MENTHOL AND OTHER VOLATILE COMPOUND COMPOSITIONS AND METHODS<br/>[FR] MENTHOL STABILISÉ ET AUTRES COMPOSITIONS DE COMPOSÉS VOLATILS ET PROCÉDÉS
  申请人：GHALILI BABAK

  公开号：WO2021154979A1

  公开（公告）日：2021-08-05

  The present disclosure relates to a stabilized or more stable volatile compound, e.g., menthol, compositions and methods of making and using them including a mixture of a stabilizer compound of formula (I), for example, undecylenic acid methyl ester, undecylenic acid or a salt thereof and a volatile compound where the volatile compound is less susceptible to volatizing into a gas. Formula (I) wherein A is -(CH2)a-CH=CH-(CH 2)s-a-H where a is from 0 to 5, -(CH2)b-CH=CH-(CH 2)e-b-H where b is from 0 to 6, -(CH2)c-CH=CH-(CH 2)/-ο-Η where c is from 0 to 7, -(CH2)d-CH=CH-(CH 2)8-d-H where d is from 0 to 8, or -CH2)e-CH=CH-(CH 2)g-d-H where d is from 0 to 9; B is hydrogen or C1-5 alkyl; and pharmaceutically acceptable salts thereof where B is hydrogen.
• Reductive Deacetoxylation of Allylic Acetates Using Hexacarbonylmolybdenum(0)
  作者：Yoshiro Masuyama、Kazunobu Maekawa、Toshiyuki Kurihara、Yasuhiko Kurusu

  DOI：10.1246/bcsj.64.2311

  日期：1991.7

  Aliphatic allylic acetates were reduced to alkenes with hexacarbonylmolybdenum(0) in refluxing dioxane under nitrogen atmosphere. These reactions were accelerated by the addition of H2O. 1-Aryl- or 3-arylallyl acetates caused deacetoxylative allylic homocoupling under the same conditions.

  在回流的二恶烷中，在氮气氛下，脂肪族烯丙基乙酸酯被六羰基钼 (0) 还原成烯烃。这些反应通过加入 H2O 加速。1-芳基-或3-芳基烯丙基乙酸酯在相同条件下引起去乙酰氧基化烯丙基同偶联。