外消旋加拉索酮 | 507442-49-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 外消旋加拉索酮
• 英文名称: 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta[g]-2-benzopyran-1-one
• 英文别名: galaxolidone；4,6,6,7,8,8-hexamethyl-4,7-dihydro-3H-cyclopenta[g]isochromen-1-one
• CAS: 507442-49-1
• 化学式: C₁₈H₂₄O₂
• 分子量: 272.387
• InChiKey: PGMHPYRIXBRRQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 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：

  1,3,4,6,7,8-六氢-4,6,6,7,8,8-六甲基环五-γ-2-苯并吡喃 在 当归内酯 、 4-二甲氨基吡啶 、 氧气 作用下， 以 2-甲基四氢呋喃 为溶剂， 反应 24.0h， 以71%的产率得到外消旋加拉索酮
  参考文献：
  名称：

  α-当归内酯催化异色团和酞菁的苄基sp3 CH键的氧化。

  摘要：

  已开发出一种无金属的有机催化系统，用于使用氧气作为氧化剂对环醚进行高效苄基CH氧化。该氧化反应利用α-当归内酯作为低成本/低分子量催化剂。优化的反应条件允许从容易获得的前体以高收率合成有价值的异香豆素和邻苯二甲酸酯。机理研究表明，该反应途径可能涉及通过过氧化物中间体的自由基过程。

  DOI：

  10.1039/d0ob00729c

文献信息

• Investigation of Galaxolide degradation products generated under oxidative and irradiation processes by liquid chromatography/hybrid quadrupole time-of-flight mass spectrometry and comprehensive two-dimensional gas chromatography/time-of-flight mass spect
  作者：S. Herrera López、M. D. Hernando、M. J. Gómez、J. Santiago-Morales、R. Rosal、A. R. Fernández-Alba

  DOI：10.1002/rcm.6575

  日期：2013.6.15

  potential and ecotoxicological effects. The HHCB transformation product (TP) (1,3,4,6,7,8‐hexahydro‐4,6,6,7,8,8‐hexamethyl‐cyclopenta[γ]‐2‐benzopyran; HHCB‐lactone) is the most stable intermediate generated and it is frequently detected in river waters. The aim of this work was the identification of relevant TPs generated from UV irradiation and ozone treatments.

  多环麝香由于其生物蓄积潜力和生态毒理作用而引起人们的关注。所述HHCB转化产物（TP）（1,3,4,6,7,8-六氢4,6,6,7,8,8六甲基环戊二烯并[ γ ] -2-苯并吡喃; HHCB内酯）是生成的最稳定的中间体，经常在河水中发现。这项工作的目的是确定由紫外线照射和臭氧处理产生的相关总磷。
• Considerations about the enantioselective transformation of polycyclic musks in wastewater, treated wastewater and sewage sludge and analysis of their fate in a sequencing batch reactor plant
  作者：J.D. Berset、T. Kupper、R. Etter、J. Tarradellas

  DOI：10.1016/j.chemosphere.2004.07.020

  日期：2004.11

  The present work consists of two distinct parts: in the first part enantioselective GC was used to separate the different enantiomeric/diastereomeric polycyclic musks, PCMs (HHCB, AHTN, AHDI, ATII and DPMI) including the main transformation product of HHCB, HHCB-lactone, in wastewater and sewage sludge. After optimization all PCMs were resolved on a cyclodextrin containing Rt-BDEXcst capillary GC column. Enantiomeric ratios of PCMs in a technical mixture were determined and compared to those obtained from enantioselective separation of wastewater and sewage sludge samples. In general, enantiomeric ratios were similar for most materials in influent, effluent and stabilized sewage sludge. However, the ratios for HHCB, AHDI and particularly ATII suggest some stereospecific removal of these compounds. In the second part, a field study was conducted on a wastewater treatment plant comprising a sequencing batch reactor. Concentrations of HHCB, AHTN, ADBI, AHDI, ATII, DPMI and HHCB-lactone were determined by non-enantioselective GC in daily samples of influent, effluent and activated sludge during one week. Mean concentrations in influent were 6900 and 1520 ng/l for HHCB and AHTN, respectively. The other PCMs exhibited contents less than or equal to 200 ng/l. Mean percent removal was between 61% (AHDI) and 87% (HHCB) resulting in mean effluent concentrations below 860 ng/l. HHCB-lactone concentration increased during wastewater treatment with a mean in the influent of 430 ng/l and in the effluent of 900 ng/l, respectively, indicating a degradation of HHCB. (C) 2004 Elsevier Ltd. All rights reserved.
• PERFUME COMPOSITIONS
  申请人：Givaudan Nederland Services B.V.

  公开号：EP1869150B1

  公开（公告）日：2012-05-30
• FRAGANCE COMPOSITIONS
  申请人：Quest International Services B.V.

  公开号：EP1898865A1

  公开（公告）日：2008-03-19
• [EN] FRAGANCE COMPOSITIONS<br/>[FR] COMPOSITIONS DE PARFUM
  申请人：QUEST INT SERV BV

  公开号：WO2006136828A1

  公开（公告）日：2006-12-28

  [EN] A fragrance composition comprising: (A) from 3 % to 20%, by weight of the fragrance composition of at least three materials selected from the following group: (i) alpha-Terpineol ; (ii) beta-Ionone; (iii) Clove bud oil; (iv) Hydroxy c i t r one 11 a 1 ; (v) 4- (4-hydroxy-4-methyl-pentyl) -3-cyclohexene-l-carboxaldehyde; (vi) Methyl Anthranilate; and (vii) dimethyl benzyl carbinyl butyrate and/or phenoxyethyl isobutyrate; and (B) from 0.5% to 5 %, by weight of the fragrance composition of at least three materials selected from the following group: (i) Al IyI Ionone,- (ii) Cinnamic alcohol; (iii) 2-methyl-3- [3, 4-methylene-dioxyphenyl] propanal; (iv) Indole; and (v) Ethyl vanillin; and (C) from 30 % to 80 % by weight of the fragrance composition of at least three materials selected from the following group: (i) the musks: cyclopentadecanone, cyclohexadecanolide, 1- [1,1,2, 6-tetramethyl-3- (1-methylethyl) -2, 3-dihydro-lH-inden-5-yl] ethanone and/or 4,6,6,7, 8, 8-hexamethyl-l, 3 , 4, 6, 7, 8-hexahydroindeno [5, 6- (c) ] pyran; (ii) the amber materials 1,2, 3a, 4, 5, 5a, 6, 7, 8, 9, 9a, 9b-dodecahydro-3a-6, 6, 9a-tetramethyl-naptho [2 , 1-b] furan and/or 1-92,3, 8, 8-tetramethyl-l, 2,3,4,5,6,7, 8-octahydronapthalene-2-yl) ethane; (iii) Methyl dihydro j asmonate ; (iv) tetrahydro-2-isobutyl-4-methyl-2- [2H] -pyranol ,- and (v) Ethyl linalool.
  [FR] La présente invention concerne une composition de parfum comprenant : (A) de 3 % à 20 %, sur la base du poids de la composition de parfum, d'au moins trois matières choisies dans le groupe suivant : (i) l'alpha-terpinéol ; (ii) la bêta-ionone ;(iii) l'huile de clou de girofle ; (iv) l'hydroxycitrone 11a1 ; (v) le 4-(4-hydroxy-4-méthyl-pentyl)-3-cyclohexène-1-carboxaldéhyde ; (vi) l'anthranilate de méthyle ; et (vii) le butyrate de diméthylbenzylcarbinyle et/ou l'isobutyrate de phénoxyéthyle ; et (B) de 0,5 % à 5 %, sur la base du poids de la composition de parfum, d'au moins trois matières choisies dans le groupe suivant : (i) l'allyl-ionone, (ii) l'alcool cinnamique ; (iii) le 2-méthyl-3-[3,4-méthylène-dioxyphényl]propanal ; (iv) l'indole ; et (v) l'éthylvanilline ; et (C) de 30 % à 80 %, sur la base du poids de la composition de parfum, d'au moins trois matières choisies dans le groupe suivant : (i) les muscs : la cyclopentadécanone, le cyclohexadécanolide, la 1-[1,1,2,6-tétraméthyl-3-(1-méthyléthyl)-2,3-dihydro-1H-indén-5-yl]éthanone et/ou le 4,6,6,7,8,8-hexaméthyl-1,3,4,6,7,8-hexahydroindéno[5,6-(c)]pyranne ; (ii) les matières ambrées : le 1,2,3a,4,5,5a,6,7,8,9,9a,9b-dodécahydro-3a-6,6,9a-tétraméthyl-naptho[2,1-b]furanne et/ou le 1-92,3,8,8-tétraméthyl-1,2,3,4,5,6,7,8-octahydronaphtalène-2-yl)éthane ; (iii) le dihydrojasmonate de méthyle ; (iv) le tétrahydro-2-isobutyl-4-méthyl-2-[2H]-pyranol et (v) l'éthyllinalol.