F-adamantan-1-ol | 160823-57-4

• 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
• 英文名称: F-adamantan-1-ol
• 英文别名: 1-F-Adamantanol；perfluoro-1-adamantanol；perfluoroadamantanol；Pentadecafluoroadamantan-1-ol；2,2,3,4,4,5,6,6,7,8,8,9,9,10,10-pentadecafluoroadamantan-1-ol
• CAS: 160823-57-4
• 化学式: C₁₀HF₁₅O
• 分子量: 422.093
• InChiKey: BJDAMZSSOUGLRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  乙酰氯 、 F-adamantan-1-ol 生成 Acetic acid 2,2,3,4,4,5,6,6,7,8,8,9,9,10,10-pentadecafluoro-adamantan-1-yl ester
  参考文献：
  名称：

  Highly Fluorinated Adamantanols:  Synthesis, Acidities, and Reactivities

  摘要：

  Aerosol direct fluorination of 1-adamantyl acetate produces F-1-adamantyl trifluoroacetate and 2-hydryl-F-1-adamantyl trifluoroacetate in a near 1:1 ratio. Hydrolyses of these two esters give the corresponding alcohols, F-adamantan-1-ol and 2-hydryl-F-adamantan-1-ol. 2-Hydryl-F-adamantan-2-ol is synthesized by LiAlH4 reduction of F-adamantanone, The acidities of these alcohols and the rates of their acetylation reactions were measured. A H-1 NMR study of their hydrogen bonding with t-BuOCH(3) is described.

  DOI：

  10.1021/jo9511096
• 作为产物：
  描述：

  1-F-Adamantyl trifluoroacetate 以 一氟三氯甲烷 为溶剂， 以0.45 g的产率得到F-adamantan-1-ol
  参考文献：
  名称：

  Highly Fluorinated Adamantanols:  Synthesis, Acidities, and Reactivities

  摘要：

  Aerosol direct fluorination of 1-adamantyl acetate produces F-1-adamantyl trifluoroacetate and 2-hydryl-F-1-adamantyl trifluoroacetate in a near 1:1 ratio. Hydrolyses of these two esters give the corresponding alcohols, F-adamantan-1-ol and 2-hydryl-F-adamantan-1-ol. 2-Hydryl-F-adamantan-2-ol is synthesized by LiAlH4 reduction of F-adamantanone, The acidities of these alcohols and the rates of their acetylation reactions were measured. A H-1 NMR study of their hydrogen bonding with t-BuOCH(3) is described.

  DOI：

  10.1021/jo9511096

文献信息

• Adamantyl vinyl ether compound and production process for the same
  申请人：Idemitsu Petrochemical Co., Ltd.

  公开号：EP1486480A1

  公开（公告）日：2004-12-15

  Provided by the present invention are an adamantyl vinyl ether compound which is useful as a monomer for functional resins in the photolithography field or a raw material therefor and medical and agricultural intermediates and a production process for the same. The present invention relates to a production process for an adamantyl vinyl ether compound, characterized by subjecting an adamantyl vinyl ether compound having a specific structure and alcohol having an eliminating group in a β position to chloroalkyl-etherification, then subjecting it to etherification to form an adamantyl group-containing ether and then subjecting it to vinyl-etherification.

  本发明提供了一种具有特定结构的脂肪基乙烯醚化合物，可用作光刻领域功能树脂的单体或其原料，以及医药和农业中间体，以及其生产工艺。本发明涉及一种脂肪基乙烯醚化合物的生产工艺，其特征在于将具有特定结构的脂肪基乙烯醚化合物和具有β位消除基团的醇经过氯烷醚化反应，然后经过醚化反应形成含有脂肪基的醚，最后经过乙烯醚化反应。
• Fluorinated adamantane and its derivatives
  申请人：Okazoe Takashi

  公开号：US20050288528A1

  公开（公告）日：2005-12-29

  The present invention provides a process A 1 for producing a compound (5A), which comprises fluorinating a compound (3A-1) by liquid phase fluorination to a compound (4A-1), followed by a decomposition reaction of an ester bond; a process A 2 for producing a compound (5A), which comprises fluorinating a compound (3A-2) by liquid phase fluorination to a compound (4A-2), followed by a decomposition reaction of an ester bond; and a process B for producing a compound (5B), which comprises fluorinating a compound (3B) by liquid phase fluorination to a compound (4B), followed by hydrolysis or alcoholysis. Further, the present invention provides a compound (5A) wherein n is 2 to 4, and a compound (5B) wherein n is 3 or 4. A(-CH 2 —OCO—R) n (3A-1) A f (-CF 2 —OCO—R f ) n (4A-1) A(-COOR) n (3A-2) A f (-COOR f ) n (4A-2) A f (-COF) n (5A) A(-OCO—R) n (3B) A f (-OCO—R f ) n (4B) A f (-OH) n (5B) provided that the carbon atom in adamantane to which —OCO—R f is bonded, is a tertiary carbon atom, A is a n-valent group having n hydrogen atoms in adamantane converted to connecting bonds, R is a fluorinated monovalent organic group, n is an integer of from 1 to 4, A f is a group having at least one of hydrogen atoms in the group A substituted by a fluorine atom, and R f is a fluorinated monovalent organic group.

  本发明提供了一种制备化合物（5A）的A1过程，其中包括通过液相氟化将化合物（3A-1）氟化为化合物（4A-1），然后进行酯键的分解反应；一种制备化合物（5A）的A2过程，其中包括通过液相氟化将化合物（3A-2）氟化为化合物（4A-2），然后进行酯键的分解反应；以及一种制备化合物（5B）的B过程，其中包括通过液相氟化将化合物（3B）氟化为化合物（4B），然后进行水解或醇解。此外，本发明还提供了一种化合物（5A），其中n为2至4，以及一种化合物（5B），其中n为3或4。其中，若将—OCO—Rf连接到金刚烷中的碳原子，则该碳原子为三级碳原子，A为具有n个氢原子的n价基团，这些氢原子在金刚烷中被转化为连接键，R为氟化的一价有机基团，n为1至4的整数，Af为至少有一个氢原子被氟原子取代的基团A，Rf为氟化的一价有机基团。
• FLUOROADAMANTANE DERIVATIVE
  申请人：WANG Shu-zhong

  公开号：US20070129566A1

  公开（公告）日：2007-06-07

  Adamantane derivates which can be material compounds of a polymer excellent in etching resistance and having improved transmittance to light having a short wavelength, are produced by an economically advantageous process from readily available materials. A compound (10) is subjected to esterification reaction with a compound (11) to obtain a compound (12), which is subjected to fluorination in a liquid phase to obtain a compound (13), which is then subjected to hydrolysis or alcoholysis to obtain a compound (2), which is then reacted with a compound (15) thereby to obtain a compound (1). Here, A to J are —CFH— or —CF 2 —; RF is a perfluoroalkyl group or the like; X 10 is F or the like; Y 2 is H or OH; Y 3 is H or R F COO—; Y 4 is H, F or R F COO—; Y 5 is H, F, R F COO— or OH; Y 0 is H, F, —OCOCR 1 ═CH 2 or OH: R 1 is a hydrogen atom, a methyl group or the like; and X 11 is OH or a halogen atom:

  通过一种经济优势的过程，从易得材料中制备出具有优异蚀刻抗性和改善短波长光透射性的聚合物材料化合物的金刚烷衍生物。将化合物（10）与化合物（11）进行酯化反应，得到化合物（12），然后在液相中对化合物（12）进行氟化反应，得到化合物（13），然后对化合物（13）进行水解或醇解，得到化合物（2），然后将化合物（2）与化合物（15）反应，从而得到化合物（1）。其中，A至J为—CFH—或—CF2—；RF为全氟烷基或类似物；X10为F或类似物；Y2为H或OH；Y3为H或RFCOO—；Y4为H、F或RFCOO—；Y5为H、F、RFCOO—或OH；Y0为H、F、—OCOCR1═CH2或OH；R1为氢原子、甲基基团或类似物；X11为OH或卤素原子。
• The perfluoroadamantoxy aluminate as an ideal weakly coordinating anion? – synthesis and first applications
  作者：Andreas Billion、Marcel Schorpp、Rebecca Feser、Manuel Schmitt、Lea Eisele、Harald Scherer、Takaaki Sonoda、Hajimu Kawa、Burkhard Butschke、Ingo Krossing

  DOI：10.1039/d3dt00199g

  日期：——

  Weakly coordinating anions (WCAs) facilitate the stabilization and isolation of highly reactive and almost “naked” cations. Alkoxyaluminate-based WCAs such as [Al(OC(CF3)3)4]− ([pf]−) are widely used due to their synthetic accessibility and their high stability. However, small cations are still able to coordinate the oxygen atoms of the [pf]− anion or even to abstract an alkoxy ligand. The novel WCA

  弱配位阴离子 (WCA) 有助于稳定和隔离高反应性和几乎“裸露”的阳离子。基于烷氧基铝酸盐的 WCA，例如 [Al(OC(CF 3 ) 3 ) 4 ] − ([ pf ] − ) 由于其合成可及性和高稳定性而被广泛使用。然而，小阳离子仍然能够配位 [ pf ] -阴离子的氧原子，甚至提取烷氧基配体。新颖的 WCA [Al(OC 10 F 15 ) 4 ] − ([ pfAd ] − ; OC 10 F 15= perfluoro-1-adamantoxy) 的特点是具有非常刚性的核心框架，因此表明对氟化物离子提取（DFT 计算）具有更高的稳定性，并提供了产生较少无序晶体结构的希望。[ pfAd ] -阴离子是由高酸性醇全氟-1-金刚烷醇C 10 F 15 OH与LiAlH 4在o -DFB中反应产生的。Li[ pfAd ] 不能不含杂质（并且仍然含有未反应的醇）。然而，从受污染的 Li[ pfAd
• HALOGENOACETOXYADAMANTANE DERIVATIVES AND PROCESS FOR PRODUCTION THEREOF
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：EP1516867A1

  公开（公告）日：2005-03-23

  Provided are a novel halogenoacetoxyadamantane derivative which is useful as a modifying agent for a resin for a photoresist and a dry etching resistance-improving agent in the photolithography field, agricultural and medical intermediates and a compound for other various industrial products and a process for producing the same. To be specific, provided are a halogenoacetoxyadamantane derivative having a halogenoacetoxy group in an adamantane skeleton and a process for producing a halogenoacetoxyadamantane derivative, comprising the step of reacting a hydroxyl group of an adamantane skeleton with halogenoacetic halide or reacting the above hydroxyl group with a lithiation agent to derive it into a lithiumoxy group and then reacting halogenoacetic halide to introduce a halogenoacetoxy group.

  本发明提供了一种新型卤代乙酰氧基金刚烷衍生物，该衍生物可用作光刻胶树脂的改性剂、光刻领域的干蚀刻抗性改进剂、农业和医药中间体以及其他各种工业产品的化合物，还提供了生产该衍生物的工艺。 具体地说，提供了一种在金刚烷骨架中具有卤代乙酰氧基的卤代乙酰氧基金刚烷衍生物和一种生产卤代乙酰氧基金刚烷衍生物的工艺，该工艺包括以下步骤：使金刚烷骨架的羟基与卤代乙酸卤化物反应，或使上述羟基与锂化剂反应，使其衍生为锂氧基，然后使卤代乙酸卤化物反应，以引入卤代乙酰氧基。