(Diethoxy-phosphoryl)-fluoren-9-ylidene-acetic acid ethyl ester | 53235-86-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (Diethoxy-phosphoryl)-fluoren-9-ylidene-acetic acid ethyl ester
• 英文别名: Ethyl 2-diethoxyphosphoryl-2-fluoren-9-ylideneacetate
• CAS: 53235-86-2
• 化学式: C₂₁H₂₃O₅P
• 分子量: 386.384
• InChiKey: VGDKELNKBLBJDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (Diethoxy-phosphoryl)-fluoren-9-ylidene-acetic acid ethyl ester 在 palladium on activated charcoal 氢气 作用下， 以 溶剂黄146 为溶剂， 生成 (Diethoxy-phosphoryl)-(9H-fluoren-9-yl)-acetic acid ethyl ester
  参考文献：
  名称：

  TiCl 4 / base-IV的Knoevenagel kondensationen mit ：醛基酮和酮基酮

  摘要：

  在四氯化钛和有机碱在四氢呋喃中的存在下，三乙基膦酰基乙酸与脂族和芳族醛和芳族酮缩合，分别得到相应的三乙基亚烷基和亚芳基膦酰基乙酸。亚甲基二膦酸四烷基酯与芳族或脂族α-支化醛在相同条件下以相同方式反应。众所周知的三乙基亚烷基和亚芳基膦酰基乙酸以及新的四烷基亚烷基和亚芳基甲烷二膦酸很容易在乙醇中催化或通过硼氢化钠加氢，以几乎定量的产率得到相应的饱和化合物。

  DOI：

  10.1016/s0040-4020(01)91461-9
• 作为产物：
  描述：

  磷酰基乙酸三乙酯 、 9-芴酮 生成 (Diethoxy-phosphoryl)-fluoren-9-ylidene-acetic acid ethyl ester
  参考文献：
  名称：

  TiCl 4 / base-IV的Knoevenagel kondensationen mit ：醛基酮和酮基酮

  摘要：

  在四氯化钛和有机碱在四氢呋喃中的存在下，三乙基膦酰基乙酸与脂族和芳族醛和芳族酮缩合，分别得到相应的三乙基亚烷基和亚芳基膦酰基乙酸。亚甲基二膦酸四烷基酯与芳族或脂族α-支化醛在相同条件下以相同方式反应。众所周知的三乙基亚烷基和亚芳基膦酰基乙酸以及新的四烷基亚烷基和亚芳基甲烷二膦酸很容易在乙醇中催化或通过硼氢化钠加氢，以几乎定量的产率得到相应的饱和化合物。

  DOI：

  10.1016/s0040-4020(01)91461-9

文献信息

• BENZYLIDENE COMPOUNDS COMPRISING PHOSPHONO-GROUPS
  申请人：Wagner Barbara

  公开号：US20110212039A1

  公开（公告）日：2011-09-01

  Disclosed is the use of the compounds of formula (1) wherein R 1 and R 2 independently of one another are hydrogen; unsubstituted or substituted C 1 -C 12 alkyl; unsubstituted or substituted C 3 -C 12 cycloalkyl; unsubstituted or substituted C 6 -C 20 aryl; or unsubstituted or substituted C 2 -C 20 alkenyl; R 3 is PO 3 R 1 R 2 ; COOR 6 ; COR 7 ; CONR 7 R 8 ; —SO 2 R 6 ; CN; unsubstituted or substituted C 6 -C 20 aryl; R 4 is unsubstituted C 6 -C 20 aryl; or C 6 -C 20 aryl which is substituted by at least one C 1 -C 18 alkyl, C 1 -C 18 alkoxy, C 3 -C 12 cycloalkyl, hydroxy, amino, mono- or di-C 1 -C 18 alkylamino, —NR 10 COR 11 or the radical of formula (1a) or unsubstituted or substituted C 4 -C 20 heteroaryl; R 5 is hydrogen; substituted or unsubstituted C 1 -C 20 alkyl; unsubstituted or substituted C 3 -C 12 cycloalkyl; unsubstituted or substituted C 6 -C 20 aryl; or unsubstituted or substituted C 4 -C 20 heteroaryl; or R 4 and R 5 form a cycloaliphatic ring; R 6 , R 7 and R 8 independently from each other are hydrogen; C 1 -C 18 alkyl or C 3 -C 12 cycloalkyl, which may be substituted by one or more E and/or interrupted by one or more D; or C 6 -C 20 aryl, which may be substituted by G; or R 7 and R8 together form a five or six membered ring; D is —CO—; —COO—; —S—; —SO; —SO 2 —; —O—; —NR 9 —; SiR 12 R 13 —; —POR 14 —; —CR 15 ═CR 16 —; or —C≡C—; E is —OR 17 ; —SR 17 ; —NR 10 R 11 ; —NR 10 COR 11 ; —COR 11 ; —COOR 11 ; —CONR 10 R 11 ; —CN; halogen; SO 3 R 18 ; SO 2 R 18 ; PO 3 (R 18 ) 2 ; or PO 2 (R 18 ) 2 ; G is E; C 1 -C 18 alkyl, which is optionally interrupted by D; C 1 -C 18 perfluoroalkyl; C 1 -C 18 alkoxy, which is optionally substituted by E and/or interrupted by D; wherein R 9 , R 10 and R 11 , independently of each other are hydrogen; C 6 -C 18 aryl which is optionally substituted by C 1 -C 18 alkyl or C 1 -C 18 alkoxy; C 1 -C 18 alkyl, which is optionally interrupted by —O—; or R 10 and R 11 together form a five or six membered ring; R 12 and R 13 independently of each other are hydrogen; C 1 -C 18 alkyl; or C 6 -C 18 aryl which is optionally substituted by C 1 -C 18 alkyl; R 14 is C 1 -C 18 alkyl; or C 6 -C 18 aryl, which is optionally substituted by C 1 -C 18 alkyl; R 15 and R 16 independently of each other are hydrogen; C 6 -C 18 aryl which is optionally substituted by C 1 -C 18 alkyl or C 1 -C 18 alkoxy; or C 1 -C 18 alkyl which is optionally interrupted by —O—; R 17 is H; C 6 -C 18 aryl which is optionally substituted by C 1 -C 18 alkyl or C 1 -C 18 alkoxy; or C 1 -C 18 alkyl which is optionally interrupted by —O—; and R 18 is hydrogen; C 6 -C 18 aryl, which is optionally substituted by C 1 -C 18 alkyl or C 1 -C 18 alkoxy; or C 1 -C 18 alkyl, which is optionally interrupted by —O—; for the protecting of human and animal hair and skin from UV radiation. The UV filters of the present invention represent oil-soluble substances which advantageously absorb in the UV-A and UV-B region.
• US8529877B2
  申请人：——

  公开号：US8529877B2

  公开（公告）日：2013-09-10
• [EN] BENZYLIDENE COMPOUNDS COMPRISING PHOSPHONO-GROUPS<br/>[FR] COMPOSÉS DE BENZYLIDÈNE COMPRENANT DES GROUPES PHOSPHONO
  申请人：BASF SE

  公开号：WO2010054966A2

  公开（公告）日：2010-05-20

  Disclosed is the use of the compounds of formula (1) wherein R1 and R2 independently of one another are hydrogen; unsubstituted or substituted C1- C12 alkyl; unsubstituted or substituted C3 -C12 cycloalkyl; unsubstituted or substituted C6- C20 aryl; or unsubstituted or substituted C2-C20 alkenyl; R3 is PO3 R1 R2; COOR6; COR7; CONR7 R8; -SO2 R6; CN; unsubstituted or substituted C6- C20 aryl; R4 is unsubstituted C6- C20 aryl; or C6- C20 aryl which is substituted by at least one C1- C18 alkyl, C1- C18 alkoxy, C3- C12 cycloalkyl, hydroxy, amino, mono-or di-C1- C18 alkylamino, -NR10 COR11 or the radical of formula (1a) or unsubstituted or substituted C4 -C20 heteroaryl; R5 is hydrogen; substituted or unsubstituted C1 -C20 alkyl; unsubstituted or substituted C3 - C12 cycloalkyl; unsubstituted or substituted C6 -C20 aryl; or unsubstituted or substituted C4- C20 heteroaryl; or R4 and R5 form a cycloaliphatic ring; R6, R7 and R8 independently from each other are hydrogen; C1- C18 alkylor C3-C12 cycloalkyl, which may be substituted by one or more E and/or interrupted by one or more D; or C6- C20 aryl, which may be substituted by G; or R7 and R8 together form a five or six membered ring; D is -CO-; -COO-; -S-; -SO-; -SO2 -; -O-; -NR9 -; -SiR12 R13 -; -POR14 -; -CR15 =CR16 -; or -C≡C-; E is -OR17; -SR17; -NR10 R11; -NR10 COR11; -COR11; -COOR 11; -CONR10 R11; -CN; halogen; SO3 R18; SO2 R18; PO3 (R18 )2; or PO2 (R18 )2; G is E; C1-C18 alkyl, which is optionally interrupted by D; C1-C18 perfluoroalkyl; C1 -C18 alkoxy, which is optionally substituted by E and/or interrupted by D; wherein R9, R10 and R11, independently of each other are hydrogen; C6 -C18 aryl which is optionally substituted by C1-C18 alkyl or C1-C18 alkoxy; C1-C18 alkyl, which is optionally interrupted by -O-;or R10 and R11 together form a five or six membered ring; R12 and R13 independently of each other are hydrogen; C1- C18 alkyl; or C6-C18 aryl which is optionally substituted by C1-C18 alkyl; R14 is C1-C18 alkyl; or C6-C18 aryl, which is optionally substituted by C1-C18 alkyl; R15 and R16 independently of each other are hydrogen; C6-C18 aryl which is optionally substituted by C1- C18 alkylor C1-C18 alkoxy; or C1-C18 alkyl which is optionally interrupted by -O-; R17 is H; C6-C18 aryl which is optionally substituted by C1- C18 alkyl or C1-C18 alkoxy; or C1- C18 alkyl which is optionally interrupted by -O-; and R18 is hydrogen; C6-C18 aryl, which is optionally substituted by C1-C18 alkyl or C1- C18 alkoxy; or C1 -C18 alkyl, which is optionally interrupted by -O-; for the protecting of human and animal hair and skin from UV radiation. The UV filters of the present invention represent oil-soluble substances which advantageously absorb in the UV-A and UV-B region.