4-Butyl-4-hydroxy-3,5,5-trimethyl-2-cyclohexen-1-on | 67036-72-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-Butyl-4-hydroxy-3,5,5-trimethyl-2-cyclohexen-1-on
• 英文别名: 4-butyl-4-hydroxy-3,5,5-trimethyl-2-cyclohexen-1-one；4-butyl-4-hydroxy-3,5,5-trimethylcyclohex-2-en-1-one
• CAS: 67036-72-0
• 化学式: C₁₃H₂₂O₂
• 分子量: 210.316
• InChiKey: UTYQVZJVRYRBQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Butyl-4-hydroxy-3,5,5-trimethyl-2-cyclohexen-1-on 生成 (Z)-4-Butylidene-3,5,5-trimethylcyclohex-2-enone
  参考文献：
  名称：

  WEYERSTAHL, PETER;MEISEL, THOMAS;MEWES, KLAUS;NEGAHDARI, SHOREH, LIEBIGS ANN. CHEM.,(1991) N, C. 19-25

  摘要：

  DOI：
• 作为产物：
  描述：

  7,9,9-trimethyl-1,4-dioxa-spiro[4.5]dec-6-en-8-one 在 4-甲基苯磺酸吡啶 作用下， 以 乙醚 、 正己烷 、 水 、 丙酮 为溶剂， 反应 2.0h， 生成 4-Butyl-4-hydroxy-3,5,5-trimethyl-2-cyclohexen-1-on
  参考文献：
  名称：

  Weyerstahl, Peter; Meisel, Thomas; Mewes, Klaus, Liebigs Annalen der Chemie, 1991, p. 19 - 25

  摘要：

  DOI：
• 作为试剂：
  描述：

  2,7,9,9-tetramethyl-1,4-dioxaspiro[4,5]dec-6-en-8-one 、 正丁基锂 、 水 、 锂 在 环己烷 、 4-Butyl-4-hydroxy-3,5,5-trimethyl-2-cyclohexen-1-on 作用下， 以 正己烷 为溶剂， 反应 0.25h， 生成 4-Butyl-4-hydroxy-3,5,5-trimethyl-2-cyclohexen-1-on
  参考文献：
  名称：

  Processes for preparing cyclohexadiene derivatives

  摘要：

  本发明涉及一种制备环己二烯衍生物的方法，其通式为：##STR1##其中R是C.sub.1-C.sub.5烷基之一，当R.sub.2为氢时，R.sub.1为甲基，包括以下步骤：在光照、紫外线敏化剂和碱性催化剂的存在下，反应1-烷基-3,5,5-三甲基环己-1,3-二烯或1-烷基-3,4,4-三甲基环己-1,3-二烯和氧气；然后进行分馏，得到所需产物。

  公开号：

  US04201639A1

文献信息

• 4-Butyl-3,4,5-trimethylcyclohexa-25-dienone
  申请人：International Flavors & Fragrances Inc.

  公开号：US04154763A1

  公开（公告）日：1979-05-15

  Processes and compositions are described for use in foodstuff, chewing gum, toothpaste and medicinal product flavor and aroma; tobacco flavor and aroma; perfume and perfumed article aroma augmenting, enhancing and imparting compositions; and as foodstuff, chewing gum, toothpaste, medicinal product, tobacco, perfume and perfumed article aroma imparting materials of one or more cyclohexadiene derivatives having the generic formula: ##STR1## wherein R is one of C.sub.1 -C.sub.5 alkyl, R.sub.1 is methyl when R.sub.2 is hydrogen, and R.sub.1 is hydrogen when R.sub.2 is methyl, produced by one of the following processes: (i) Reacting a 1-alkyl-3,5,5-trimethylcyclohexa-1,3-diene with oxygen in the presence of light, an ultraviolet sensitizer, and a basic catalyst; and fractionally distilling the resulting product; or (ii) Reacting a 4-alkyl-4-hydroxy-3,5,5-trimethyl-2-cyclohexen-1-one with dilute aqueous mineral acid and distilling the resulting reaction product. Addition of one or more of the cyclohexadiene derivatives having the formula: ##STR2## wherein R is one of C.sub.1 -C.sub.5 alkyl, R.sub.1 is methyl when R.sub.2 is hydrogen, and R.sub.1 is hydrogen when R.sub.2 is methyl, to consumable materials is indicated to produce: (a) In foodstuffs, foodstuff flavoring compositions, chewing gums, toothpastes and medicinal products, sweet, hay-like, heliotropine-like, black pepper-like, woody, tobacco-like and "Oriental" aroma characteristics with sweet, hay-like, heliotropine-like, black pepper-like, woody, tobacco, "Oriental" flavor characteristics; (b) In perfumes, colognes and perfumed articles, warm sweet, slightly minty, woody, natural green, herbaceous, Jasmine-like, fruity aromas; and (c) In tobaccos and tobacco flavors, "dry black tobacco-like" notes, spicey notes, celery-like notes, black pepper-like notes, sweet notes and Virginia tobacco-like notes prior to and on smoking, in both the main stream and the side stream.

  描述了用于食品、口香糖、牙膏和药用产品的风味和香气；烟草风味和香气；香水和带香气增强、增强和赋予组成物的香气；以及作为食品、口香糖、牙膏、药用产品、烟草、香水和带香气物质的环己二烯衍生物之一的材料的过程和组成物的描述：##STR1## 其中R是C.sub.1 -C.sub.5烷基中的一个，当R.sub.2是氢时，R.sub.1是甲基，当R.sub.2是甲基时，R.sub.1是氢，由以下过程之一产生：(i)在光、紫外线敏化剂和碱性催化剂的存在下，将1-烷基-3,5,5-三甲基环己-1,3-二烯与氧反应；并分馏得到的产物；或(ii)将4-烷基-4-羟基-3,5,5-三甲基-2-环己烯-1-酮与稀释的水矿酸反应，并蒸馏得到的反应产物。添加具有以下公式的环己二烯衍生物之一：##STR2## 其中R是C.sub.1 -C.sub.5烷基中的一个，当R.sub.2是氢时，R.sub.1是甲基，当R.sub.2是甲基时，R.sub.1是氢，指示将可消耗材料添加到：(a)在食品中，食品调味组成物、口香糖、牙膏和药用产品中，具有甜、干草样、天花蓟样、黑胡椒样、木质、烟草样和“东方”香气特征，带有甜、干草样、天花蓟样、黑胡椒样、木质、烟草、“东方”风味特征；(b)在香水、古龙水和带香气物品中，温暖甜美、略带薄荷、木质、自然绿色、草本、茉莉花样、果香气味；和(c)在烟草和烟草风味中，“干黑烟草样”音符、香料音符、芹菜样音符、黑胡椒样音符、甜音符和弗吉尼亚烟草样音符，在吸烟前和吸烟时，在主流烟和副流烟中。
• Detergent containing cyclohexadiene derivatives
  申请人：International Flavors & Fragrances Inc.

  公开号：US04154696A1

  公开（公告）日：1979-05-15

  Processes and compositions are described for use in foodstuff, chewing gum, toothpaste and medicinal product flavor and aroma; tobacco flavor and aroma; perfume and perfumed article aroma augmenting, enhancing and imparting compositions; and as foodstuff, chewing gum, toothpaste, medicinal product, tobacco, perfume and perfumed article aroma imparting materials of one or more cyclohexadiene derivatives having the generic formula: ##STR1## wherein R is one of C.sub.1 -C.sub.5 alkyl, R.sub.1 is methyl when R.sub.2 is hydrogen, and R.sub.1 is hydrogen when R.sub.2 is methyl, produced by one of the following processes: (i) Reacting a 1-alkyl-3,5,5-trimethylcyclohexa-1,3-diene with oxygen in the presence of light, an ultraviolet sensitizer, and a basic catalyst; and fractionally distilling the resulting product; or (ii) Reacting a 4-alkyl-4-hydroxy-3,5,5-trimethyl-2-cyclohexen-1-one with dilute aqueous mineral acid and distilling the resulting reaction product. Addition of one or more of the cyclohexadiene derivatives having the formula: ##STR2## wherein R is one of C.sub.1 -C.sub.5 alkyl, R.sub.1 is methyl when R.sub.2 is hydrogen, and R.sub.1 is hydrogen when R.sub.2 is methyl, to consumable materials is indicated to produce: (a) In foodstuffs, foodstuff flavoring compositions, chewing gums, toothpastes and medicinal products, sweet, hay-like, heliotropine-like, black pepper-like, woody, tobacco-like and "Oriental" aroma characteristics with sweet, hay-like, heliotropine-like, black pepper-like, woody, tobacco, "Oriental" flavor characteristics; (b) In perfumes, colognes and perfumed articles, warm sweet, slightly minty, woody, natural green, herbaceous, Jasmine-like, fruity aromas; and (c) In tobaccos and tobacco flavors, "dry black tobacco-like" notes, spicey notes, celery-like notes, black pepper-like notes, sweet notes and Virginia tobacco-like notes prior to and on smoking, in both the main stream and the side stream.

  本文描述了用于食品、口香糖、牙膏和药品香味和香气、烟草香味和香气、香水和香气增强、增强和赋予组合物的过程和组合物；以及作为一种或多种环己二烯衍生物的食品、口香糖、牙膏、药品、烟草、香水和香气赋予材料，其具有通用式：##STR1##其中R是C.sub.1-C.sub.5烷基之一，R.sub.1为甲基当R.sub.2为氢时，R.sub.1为氢当R.sub.2为甲基时，由以下过程之一产生：(i)在光、紫外线敏化剂和碱性催化剂的存在下，将1-烷基-3,5,5-三甲基环己二烯与氧反应；并分馏所得产物；或(ii)将4-烷基-4-羟基-3,5,5-三甲基-2-环己烯-1-酮与稀释的水矿酸反应，并蒸馏所得反应产物。添加一个或多个具有式：##STR2##其中R是C.sub.1-C.sub.5烷基之一，R.sub.1为甲基当R.sub.2为氢时，R.sub.1为氢当R.sub.2为甲基时的环己二烯衍生物到可消费材料中，可以产生：(a)在食品、食品调味组合物、口香糖、牙膏和药品中，带有甜味、干草样、向日葵样、黑胡椒样、木质、烟草样和“东方”香气特征，带有甜味、干草样、向日葵样、黑胡椒样、木质、烟草、“东方”味特征；(b)在香水、古龙水和香气物品中，温暖甜美、略带薄荷、木质、自然绿色、草本、茉莉花般的果香；和(c)在吸烟前和吸烟时，无论是主流还是侧流，烟草和烟草香味中，“干黑烟草样”音符，辛辣音符，芹菜样音符，黑胡椒样音符，甜音符和弗吉尼亚烟草样音符。
• Flavoring with a cyclohexadiene derivative
  申请人：International Flavors & Fragrances Inc.

  公开号：US04076854A1

  公开（公告）日：1978-02-28

  Processes and compositions are described for use in foodstuff, chewing gum, toothpaste and medicinal product flavor and aroma; tobacco flavor and aroma; perfume and perfumed article aroma augmenting, enhancing and imparting compositions; and as foodstuff, chewing gum, toothpaste, medicinal product, tobacco, perfume and perfumed article aroma imparting materials of one or more cyclohexadiene derivatives having the generic formula: ##STR1## wherein R is one of C.sub.1 -C.sub.5 alkyl, R.sub.1 is methyl when R.sub.2 is hydrogen, and R.sub.1 is hydrogen when R.sub.2 is methyl.

  本发明涉及一种用于食品、口香糖、牙膏和药品的香味、烟草香味、香水和带香物品增强、提高和赋予香气的组合物和配方；以及作为一种或多种环己二烯衍生物的食品、口香糖、牙膏、药品、烟草、香水和带香物品的香气赋予材料，其通用式为：##STR1## 其中R是C.sub.1-C.sub.5烷基之一，R.sub.1是甲基当R.sub.2是氢时，R.sub.1是氢当R.sub.2是甲基。
• Flavoring with a hydroxy cyclohexenone derivative
  申请人：International Flavors & Fragrances Inc.

  公开号：US04084009A1

  公开（公告）日：1978-04-11

  Processes and compositions are described for the use in foodstuff, chewing gum, toothpaste and medicinal product flavor and aroma, tobacco flavor and aroma, perfume and perfumed article aroma augmenting, enhancing and imparting compositions and as foodstuff, chewing gum, toothpaste, medicinal product, tobacco, perfume and perfumed article aroma imparting materials of hydroxy cyclohexenone derivatives having the generic formula: ##STR1## wherein one of X and Y is a keto moiety having the structure: ##STR2## and the other of X and Y is a carbinol moiety having the structure: ##STR3## and wherein R is C.sub.1 -C.sub.5 alkyl.

  本发明涉及一种用于食品、口香糖、牙膏和药品香味和香气、烟草香味和香气、香水和香气增强、增强和赋予组合物的描述，以及用作食品、口香糖、牙膏、药品、烟草、香水和香气赋予材料的羟基环己酮衍生物的组合物，其具有以下通用式：##STR1## 其中X和Y中的一个是具有以下结构的酮基：##STR2## 另一个是具有以下结构的碳醇基：##STR3## 其中R是C.sub.1-C.sub.5烷基。
• Tobacco flavoring with cyclohexadiene derivatives
  申请人：International Flavors & Fragrances Inc.

  公开号：US04135520A1

  公开（公告）日：1979-01-23

  Cyclohexadiene derivatives as tobacco flavoring compositions.

  环己二烯衍生物作为烟草调味组合物。