甲基环己烯基丁醇 | 15760-18-6

• 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
• 中文名称: 甲基环己烯基丁醇
• 中文别名: -4-二甲基-3-环己烯-1-丙醇
• 英文名称: 3-(4-methyl-3-cyclohexen-1-yl)-1-butanol
• 英文别名: 3-(4-methylcyclohex-3-en-1-yl)butan-1-ol；χ,4-dimethylcyclohex-3-ene-1-propan-1-ol；γ,4-dimethyl-3-cyclohexene-1-propanol；3-(4-methyl-3-cyclohexenyl)-butanol；3-(4-methyl-3-cyclohexenyl)butanol；3-(4-methylcyclohex-3-ene)butanol
• CAS: 15760-18-6
• 化学式: C₁₁H₂₀O
• mdl: MFCD00127966
• 分子量: 168.279
• InChiKey: JTVKFAPEIBMMHX-UHFFFAOYSA-N

物化性质

• 沸点：
  119-121 °C(Press: 7 Torr)
• 密度：
  0.9294 g/cm3
• LogP：
  3.335 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.818
• 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：

  甲基环己烯基丁醇 在 sodium carbonate 、 间氯过氧苯甲酸 作用下， 以 水 为溶剂， 生成 3-(3,4-epoxy-4-methylcyclohexyl)butanol
  参考文献：
  名称：

  3-(3,4-Epoxy-4-methylcyclohexyl)butyl esters

  摘要：

  3-(3,4-环氧-4-甲基环己基)丁酸丁酯形成一类新的化合物，具有杀真菌活性和植物生长调节活性。在杀菌剂测试中，本发明的化合物对氧化镰孢镰刀菌、德巴里扁桃孢菌、根腐菌和罗夫斯菌等表现出有效性。在除草剂测试中，本发明的化合物的喷施后应用提供了植物生长调节作用，如棉花脱叶和植物生长延迟活性。

  公开号：

  US04036629A1
• 作为产物：
  描述：

  4-甲基环己-3-烯-1-羧酸 在 copper(l) iodide 、 lithium aluminium tetrahydride 、 甲基锂 、 三苯基膦 、 pyridinium chlorochromate 、 锌 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 211.0h， 生成 甲基环己烯基丁醇
  参考文献：
  名称：

  Termite Trail Attractants: New Syntheses of Racemic (E)-α-, (Z)-α- andβ-Bisabolenes

  摘要：

  Racemic (E)-alpha-bisabolene (E)(1) was synthetized starting from 4-methyl-3-cyclohexenecarboxylic acid (3) by a reaction sequence involving the Pd(0)-catalyzed cross-coupling reaction between the (E)-2-methyl-1-alkenyltrimethylstannane 8 and 3-methyl-2-buten-1-yl acetate (9). Three different procedures, in which a common precursor was used as key intermediate, were tested for the synthesis of racemic (Z)-alpha-bisabolene (Z)(1). The best one, which involved the reaction between bromide 18 and lithium dialkenylcuprate 19, afforded a mixture of (Z)- and (E)-1 in a 93:7 molar ratio, respectively. Finally, racemic beta-bisabolene (2) was synthetized by a simple reaction sequence involving the Zr-promoted methylenation of ketone 22 prepared from 3.

  DOI：

  10.1080/00397919408010239

文献信息

• Transition-Metal-Catalyzed Cyclopropanation of Nonactivated Alkenes in Dibromomethane with Triisobutylaluminum
  作者：Gerhard Brunner、Susanne Elmer、Fridtjof Schröder

  DOI：10.1002/ejoc.201100528

  日期：2011.8

  Catalytic amounts of CuI salts, CpTiCl3, and [CpFe(CO)2]2 are similarly effective. 2-Methylpropane, generated after quench of excess TIBA can be trapped, and excess dibromomethane can be recycled, which makes the method industrially applicable. Solvent-free DIBAH or TIBA reduction of unsaturated carbonyl compounds, followed by in situ TIBA cyclopropanation of the unsaturated aluminum alcoholates in

  非活化烯烃与廉价三异丁基铝 (TIBA) 的环丙烷化反应，在二溴甲烷作为溶剂和试剂中，在环境温度下由 FeCl3 有效催化。CuI盐、CpTiCl3和[CpFe(CO)2]2的催化量同样有效。可捕集过量TIBA骤冷后产生的2-甲基丙烷，回收过量二溴甲烷，具有工业应用价值。不饱和羰基化合物的无溶剂 DIBAH 或 TIBA 还原，然后不饱和铝醇化物在二溴甲烷中的原位 TIBA 环丙烷化得到环丙基链烷醇。二烯醇，例如香叶醇、芳樟醇或正菘醇在其远端位置被选择性地环丙烷化，这允许合成风味和香味化合物，例如 Δ-柠檬醛、顺式-javanol 和 7-甲基-乔木。
• [EN] IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS AND THEIR USE AS FLAGRANCE INGREDIENTS<br/>[FR] AMÉLIORATIONS DE OU LIÉES À DES COMPOSÉS ORGANIQUES ET LEUR UTILISATION COMME INGRÉDIENTS DE PARFUM
  申请人：GIVAUDAN SA

  公开号：WO2016091895A1

  公开（公告）日：2016-06-16

  A compound represented by the formula (I) wherein (A) is indicating a double bond either at C4 or at C5, or single bonds, R1, R2, R3, R4 are independently selected from H or Me, and R5, R6 are independently selected from Me or Et, and wherein the compound is not 9-hydroxy-5,9-dimethyldec-4-enal or 9-hydroxy-5,9-dimethyldecanal. Said compounds are useful as perfume ingredients in personal care and household care products.

  一种由化学式(I)表示的化合物，其中(A)表示在C4或C5处存在双键，或单键，R1、R2、R3、R4独立地选择自H或Me，R5、R6独立地选择自Me或Et，并且该化合物不是9-羟基-5,9-二甲基癸-4-烯醛或9-羟基-5,9-二甲基癸醛。所述化合物在个人护理和家庭护理产品中作为香料成分是有用的。
• Process for producing salicylic esters
  申请人：Uehara Takefumi

  公开号：US20060058547A1

  公开（公告）日：2006-03-16

  There is provided a noble process for producing a salicylic ester for perfumes which comprises the step of transesterifying a salicylic lower alkyl ester with an alcohol having at least one carbon atom which is located adjacent to a hydroxyl-bonded carbon atom and has one or more hydrogen atoms bonded thereto, in the presence of a tin-based catalyst. The process of the present invention enables the salicylic ester to be produced at a high yield and is free from handling problems such as precipitation of solids in a distillation residue obtained after the reaction, and the catalyst used therein is reusable.

  提供了一种用于制备香水中水杨酸酯的高贵过程，包括以下步骤：在锡基催化剂的存在下，将水杨酸较低的烷基酯与至少具有一个碳原子且位于与羟基键合的碳原子相邻的醇反酯化，所述醇具有一个或多个氢原子与之键合。本发明的过程使得水杨酸酯能够以高产率生产，并且不会出现处理问题，例如在反应后得到的蒸馏残渣中固体的沉淀，其中使用的催化剂可重复使用。
• [EN] 3'-KETOGLYCOSIDE COMPOUND FOR THE SLOW RELEASE OF A VOLATILE ALCOHOL<br/>[FR] COMPOSÉ 3'-CÉTOGLYCOSIDE POUR LA LIBÉRATION LENTE D'UN ALCOOL VOLATIL
  申请人：GLYCOSCIENCE S L

  公开号：WO2021160670A1

  公开（公告）日：2021-08-19

  The present invention relates to a 3'-ketoglycoside compound defined by formula (I) and its use for controlled release of alcohols, in particular alcohols showing an insect repellent effect. It relates also to a process for preparing the 3'-ketoglycoside compound of formula (I). It further relates to a composition comprising a 3'- ketoglycoside compound of formula (I). It relates also to the use of a 3'-ketoglycoside compound of formula (I) for the controlled release of alcohols. It related also to a method of use of such composition.

  本发明涉及由式(I)定义的3'-酮基糖苷化合物及其用于控制释放醇，特别是显示驱虫效果的醇。它还涉及制备式(I)的3'-酮基糖苷化合物的方法。此外，它还涉及包含式(I)的3'-酮基糖苷化合物的组合物。它还涉及使用式(I)的3'-酮基糖苷化合物来控制释放醇。它还涉及使用这种组合物的方法。
• [EN] IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS<br/>[FR] AMÉLIORATIONS APPORTÉES OU ASSOCIÉES À DES COMPOSÉS ORGANIQUES
  申请人：GIVAUDAN SA

  公开号：WO2014198709A1

  公开（公告）日：2014-12-18

  5, 9-dimethyl-9-hydroxy-decen-4-al, having the formula (I).

  5, 9-二甲基-9-羟基癸烯-4-醛，化学式为（I）。