1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-十六氟-1-[(1,1,1,2,3,3,3-七氟-2-丙基)氧基]-8-碘辛烷 | 25080-19-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 中文名称: 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-十六氟-1-[(1,1,1,2,3,3,3-七氟-2-丙基)氧基]-8-碘辛烷
• 英文名称: 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-hexadecafluoro-1-iodo-8-((perfluoropropan-2-yl)oxy)octane
• 英文别名: 8-Heptafluoroisopropoxy-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-hexadecafluorooctyl iodide；10-trifluoromethyl-9-oxa-perfluoroundecyliodide；Perfluoro(10,10-dimethyl-1-iodo-9-oxadecane)；1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-hexadecafluoro-1-(1,1,1,2,3,3,3-heptafluoropropan-2-yloxy)-8-iodooctane
• CAS: 25080-19-7
• 化学式: C₁₁F₂₃IO
• 分子量: 711.988
• InChiKey: DQVDKUNLKZLJJV-UHFFFAOYSA-N

物化性质

• 沸点：
  224.0±40.0 °C(Predicted)
• 密度：
  1.971±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  24

反应信息

• 作为反应物：
  描述：

  1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-十六氟-1-[(1,1,1,2,3,3,3-七氟-2-丙基)氧基]-8-碘辛烷 在 吡啶 、 C.I.酸性橙108 、 copper(l) chloride 作用下， 以 叔丁醇 为溶剂， 反应 50.0h， 生成 [2-[[(E)-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11-hexadecafluoro-11-(1,1,1,2,3,3,3-heptafluoropropan-2-yloxy)undec-2-enoxy]methyl]-3-hydroxy-2-methylpropyl] 4-methylbenzenesulfonate
  参考文献：
  名称：

  Syntheses, Derivatives, Solubility, and Interfacial Properties of 2-Methyl-2-polyfluoroalkenyloxymethyl-1,3-propanediols:  Potential Building Blocks for Syntheses of Amphiphatic Macromolecules

  摘要：

  2-Hydroxymethyl-2-methyl-1,3-propanediol (A) was reacted with (Me3Si)(2)NH and toluenesulfonyl chloride (TsCl) to give mainly CH3C(CH2OSiMe3)(3) (1), and CH3C(CH2OTs)(3) (2), respectively. With allyl bromide, the products were CH3C(CH2OCH2CH=CH2)(2)(CH,OH) (3) and CH3C(CH2OCH2CH= CH2)(CH2OH)(2).H2O (4). The reactions of 4 with perfluoroalkyl iodides (RfI) were catalyzed by Cu(I)Cl to form 2-methyl-2-pol,fluoroalkenyloxymethyl-1,3-propanediols: (RfCH=CHCH2OCH2)C(Me)(CH2OH)2 [R-f = C4F9 (5), C(8)F17 (6), and (CF2CF2)(4)OCF(CF3)(2) (7)]. Reduction of 5 and 6 with hydrogen gave two new 2-methyl-2-polyfluoroalkyloxymethyl-1,3-propanediols, 8 and 9. The sodium salt of 9 was reacted with allyl bromide or acetyl chloride to form (C8F17CH2CH2CH2OCH2)C(Me)(CH2OX)(CH2OH)(2) [where X = CH2CH=CH2 (10) or C(O)CH3 (12)] and (C8F17CH2CH2CH2OCH2)C(Me)(CH2OX)2 [where X = CH2CH=CH2 (11) or C(O)CH3 (13)]. Reaction of tolenesulfonyl chloride with 7 gave the monotosylate, 14, as the sole product. With 4-trifluoromethylbenzyl bromide, the sodium salt of 4 gave (4-CF3C6H4CH2OCH2)C(Me)(CH2CH=CH2)(CH2OH)-H2O (15). The compounds were characterized by NMR (H-1, C-13, F-19, Si-29), GC-MS, and high-resolution MS or elemental analyses. LTV evidence was obtained for partitioning of 9, 12, 14, and 15 between perfluorodecalin and n-octanol. The test compounds acted as surfactants by facilitating the solubility of phenol and Si(CH CI-12)4 in perfluorodecalin. The single-crystal X-ray structure of 8 was also obtained. It crvstallized in the monoc linic space group P21/c, and unit cell dimensions were a = 24.966(2) Angstrom (alpha = 90degrees), b = 6.1371(6) Angstrom ( beta = 100.730(2)degrees), and c = 10.5669(10) Angstrom (gamma = 90degrees).

  DOI：

  10.1021/jo016166f

文献信息

• Solvents effects in reactions between perfluoroalkyliodides and cadmium
  作者：Grace J. Chen、Christ Tamborski

  DOI：10.1016/s0022-1139(00)81020-9

  日期：1987.7

  the other hand ICF2CF2I and C1CF2CFC1I, by a 1,2-dehalogenation reaction, form the olefins CF2 = CF2 and CF2 = CFC1, respectively, as the principal products. The interaction of RfI compounds with cadmium in other solvent media, e.g. diethyl ether. tetrahydrofuran (THF), N,N-dimethylformamide (DMF), and bis(2-methoxyethyl)ether(diglyme) were examined and found to produce a different ratio of RfRf and

  全氟有机碘化物（R f I，其中R f = F（CF 3）2 C（CF 2 CF 2）3，nC 6 F 13，nC 8 F 17，F（CF 3）2 COCF 2 CF 2，F之间的相互作用（CF 3）2 CO（CF 2 CF 2）4和C 2 H 5 OC（O）（CF 2 CF 2）与乙腈溶剂介质中的镉混合后，除少量还原产物（R f H）外，主要产生偶联产物（R f R f，产率72-90％）。另一方面，ICF 2 CF 2 I和C1CF 2 CFC1I通过1，2-脱卤反应分别形成烯烃CF 2＝ CF 2和CF 2＝ CFC1，作为主要产物。R f I化合物与镉在其他溶剂介质（例如乙醚）中的相互作用。检查了四氢呋喃（THF），N，N-二甲基甲酰胺（DMF）和双（2-甲氧基乙基）醚（二甘醇二甲醚），发现产生不同比例的R fR f和R f H产物。ft *}当前地址：Fluidics Inc.
• 유기전기 소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치
  申请人：DUK SAN NEOLUX CO., LTD. 덕산네오룩스 주식회사(120150011099) Corp. No ▼ 161511-0176036BRN ▼312-86-74729

  公开号：KR102324529B1

  公开（公告）日：2021-11-12

  본 발명은 불소함유 금속 또는 전극(캐소드) 패터닝용 화합물 및 이를 이용한 유기전기소자, 그 전자장치를 제공하며, 상기 불소화 화합물을 금속 또는 전극(캐소드) 패터닝 재료로 이용함으로써 쉐도우 마스크의 사용 없이 전극의 미세패턴을 형성할 수 있으며, 높은 광투과율을 갖는 투명 디스플레이의 제작이 용이하여 UDC 적용을 보다 용이하게 할 수 있다.

  This invention provides a compound containing fluorine for patterning metals or electrodes (cathodes), as well as organic electronic devices and electronic devices using them. By using the fluorinated compound as a patterning material for metals or electrode (cathode), it is possible to form fine patterns of electrodes without the use of a shadow mask, making it easier to produce transparent displays with high light transmittance and facilitating the application of UDC.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.4, 2.2.2, page 61 - 67
  作者：

  DOI：——

  日期：——
• Polyfluoroalkylation of bromoaromatic compounds via perfluoroalkylcopper intermediates
  作者：Grace J. Chen、Christ Tamborski

  DOI：10.1016/s0022-1139(00)82940-1

  日期：1989.5
• Some perfluoroalkyl grignard reagents and their derivatives
  作者：S.S. Dua、R.D. Howells、H. Gilman

  DOI：10.1016/s0022-1139(00)85290-2

  日期：1974.11