2,2,3-三氟-3-(1,1,2,2,3,3-六氟-3-三氟甲氧基丙氧基)丙酸 | 919005-14-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2,2,3-三氟-3-(1,1,2,2,3,3-六氟-3-三氟甲氧基丙氧基)丙酸
• 英文名称: 2,2,3-trifluoro-3-(1,1,2,2,3,3-hexafluoro-3-trifluoromethoxypropoxy)propionic acid
• 英文别名: 3H-perfluoro-3-[(3-methoxypropoxy) propanoic acid]；dodecafluoro-3H-4,8-dioxanonanoate；2,2,3-trifluoro-3-[1,1,2,2,3,3-hexafluoro-3-(trifluoromethoxy)propoxy]propionic acid；3-H-perfluoro-4,8-dioxanonanoic acid；4,8-Dioxa-3H-perfluorononanoic acid；2,2,3-trifluoro-3-[1,1,2,2,3,3-hexafluoro-3-(trifluoromethoxy)propoxy]propanoic acid
• CAS: 919005-14-4
• 化学式: C₇H₂F₁₂O₄
• 分子量: 378.071
• InChiKey: AFDRCEOKCOUICI-UHFFFAOYSA-N

物化性质

• 沸点：
  228.4±40.0 °C(Predicted)
• 密度：
  1.738±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（轻微）、DMSO（轻微）、甲醇（轻微、加热）

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  2,2,3-三氟-3-(1,1,2,2,3,3-六氟-3-三氟甲氧基丙氧基)丙酸 在 potassium hydroxide 作用下， 以85%的产率得到potassium 2,2,3-trifluoro-3-(1,1,2,2,3,3-hexafluoro-3-trifluoromethoxypropoxy)propionate
  参考文献：
  名称：

  TEMPO mediated oxidation of fluorinated alcohols to carboxylic acids

  摘要：

  Fluorinated carboxylic acids (3a-f) have been prepared in good yield by oxidizing the corresponding alcohols (2a-f) in the presence of TEMPO (1) as catalyst, using oxidants like bleach and oxygen. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.06.002
• 作为产物：
  描述：

  2,2,3-trifluoro-3-(1,1,2,2,3,3-hexafluoro-3-(trifluoromethoxy)propoxy)propan-1-ol 在 sodium hypochlorite 、 2,2,6,6-四甲基哌啶氧化物 、 potassium carbonate 作用下， 反应 1.17h， 以91.5%的产率得到2,2,3-三氟-3-(1,1,2,2,3,3-六氟-3-三氟甲氧基丙氧基)丙酸
  参考文献：
  名称：

  [EN] METHODS OF PREPARING FLUORINATED CARBOXYLIC ACIDS AND THEIR SALTS
  [FR] PROCÉDÉS DE PRÉPARATION D'ACIDES CARBOXYLIQUES FLUORÉS ET DE LEURS SELS

  摘要：

  公开号：

  WO2011050131A3

文献信息

• [EN] METHOD OF PREPARING HIGHLY FLUORINATED CARBOXYLIC ACIDS AND THEIR SALTS<br/>[FR] PROCÉDÉ DE PRÉPARATION D'ACIDES CARBOXYLIQUES HAUTEMENT FLUORÉS ET DE LEURS SELS
  申请人：3M INNOVATIVE PROPERTIES CO

  公开号：WO2011066156A1

  公开（公告）日：2011-06-03

  A method for preparing highly fluorinated carboxylic acids and theirs salts and the precursors thereof comprising subjecting a highly fluorinated olefin of the general formula (I) : Rf(O)n-(CF2)m-CF=CF2 to a derivative of formic acid according to the general formula (II) HCOR in the presence of a radical initiator to form carboxylic acid precursor in the form of an O-ester, S-ester or an amide adduct of the general formula (III) and hydrolysing the adduct of formula (III) Rf-On-(CF2)m-CFH-CF2-COR to form the carboxylic acid or its salt of the general formula (IV) RfOn-(CF2)m-CFH-CF2-COO-M+ wherein in formulae (II) and (III) R represents a residue O-M+, S-M+, OR`, SR' or NR`R`` wherein R' and R'' are independent of each other linear or branched or cyclic aliphatic or aromatic residues that contain at least one carbon atom and that do not have an alpha-H-atom and Rf represents H or a perfluorinated or partially fluorinated, linear, branched, aliphatic or aromatic, carbon atoms containing residue or hydrogen, n is 1 or 0, m represents an integer between 0 and 6 and M+ represents a cation including H+.

  一种制备高度氟化羧酸及其盐和前体的方法，包括将通式（I）的高度氟化烯烃：Rf（O）n-（CF2）m-CF=CF2与通式（II）的甲酸衍生物在自由基引发剂的存在下反应，形成羧酸前体，其形式为通式（III）的O-酯，S-酯或酰胺加合物，并水解式（III）的加合物Rf-On-（CF2）m-CFH-CF2-COR，形成通式（IV）的羧酸或其盐：RfOn-（CF2）m-CFH-CF2-COO-M+，其中在式（II）和（III）中，R代表残基O-M+，S-M+，OR'，SR'或NR'R''，其中R'和R''独立于彼此，是线性或支链或环状的脂肪族或芳香族残基，其中至少含有一个碳原子，且不具有α-H-原子，Rf代表H或全氟化或部分氟化的线性，支链，脂肪族或芳香族，含碳原子的残基或氢，n为1或0，m代表0至6之间的整数，M+代表包括H+的阳离子。
• [EN] METHOD OF MAKING FLUORINATED ALKOXY CARBOXYLIC ACIDS AND PRECURSORS THEREOF<br/>[FR] MÉTHODE DE FABRICATION D'ACIDES ALKOXYCARBOXYLIQUES FLUORÉS ET DE LEURS PRÉCURSEURS
  申请人：3M INNOVATIVE PROPERTIES CO

  公开号：WO2010071730A1

  公开（公告）日：2010-06-24

  A method for preparing saturated partially fluorinated alkoxy carboxylic acids or salts thereof by treating a compound: (II), where Rf represents a fluorinated, linear or branched alkyl residue interruptible by one or more oxygen atoms, n is 0 or 1, with a Z-anion in a reaction medium comprising water and an organic solvent, where the Z-anion is selected from CN-, SCN- and OCN- or combinations thereof. A method of making partially fluorinated ethers of the general formula (I) wherein Rf is defined as above, n is 0 or 1, and Z is nitrile (-CN), azide (-N3), thiocyanate (-SCN) or cyanate (-OCN) group, said method comprising treating a fluorinated olefin of the general formula (II) wherein the Z-anion is CN-, OCN-, SCN- or N3-. A compound of the general formula (I) as previously described where Z is selected from SCN, OCN and N3.

  通过在包含水和有机溶剂的反应介质中用Z-阴离子处理化合物（II）的方法，制备饱和部分氟代烷氧羧酸或其盐，其中Rf代表一个由一个或多个氧原子中断的氟代的线性或支链烷基残基，n为0或1，其中Z-阴离子选自CN-、SCN-和OCN-或其组合。一种制备通式（I）中部分氟代醚的方法，其中Rf如上定义，n为0或1，Z为腈基（-CN）、叠氮基（-N3）、硫氰酸根（-SCN）或氰酸根（-OCN）群，所述方法包括处理通式（II）中的氟代烯烃，其中Z-阴离子为CN-、OCN-、SCN-或N3-。一种如前述所述的通式（I）的化合物，其中Z选自SCN、OCN和N3。
• METHODS OF PREPARING FLUORINATED CARBOXYLIC ACIDS AND THEIR SALTS
  申请人：Hintzer Klaus

  公开号：US20120184770A1

  公开（公告）日：2012-07-19

  A method for preparing fluorinated carboxylic acids and theirs salts is described comprising subjecting a fluorinated alcohol of the general formula (A): A-CH 2 —OH to at least one first and at least one second oxidizing agent to produce a highly fluorinated carboxylic acid or their salts of the general formula (B): A-COO M + , wherein M+ represents a cation and wherein A in formulas (A) and (B) is the same and A represents the residue: Rf-[0] p -CX″Y″-[0] m -CX′Y′-[0] n -CXY— wherein Rf represents a fluorinated alkyl residue which may or may not contain one or more catenary oxygen atoms, p, m and n are independently from each other either 1 or O, X, X′, X″, Y, Y′ and Y″ are independently from each other H, F, CF 3 , or C 2 F 5 with the proviso that not all of X, X′, X″, Y, Y′ and Y″ are H; or A represents the residue: R—CFX— wherein X and R are independently selected from a hydrogen, a halogen, or an alkyl, alkenyl, cycloalkyl, or aryl residue, which may or may not contain one or more fluorine atoms and which may or may not contain one or more catenary oxygen atoms; wherein said at least one first oxidizing agent is a compound that can be converted, by action of the second oxidizing agent, into a reactive species capable of oxidizing the fluorinated alcohol.

  本发明涉及一种制备氟代羧酸及其盐的方法，包括将通式（A）的氟代醇A-CH2-OH经过至少一种第一氧化剂和至少一种第二氧化剂处理，以产生通式（B）的高度氟化的羧酸或其盐，其中M+代表阳离子，A在式（A）和（B）中相同，A代表残基：Rf-[0]p-CX″Y″-[0]m-CX′Y′-[0]n-CXY—，其中Rf代表可能含有一个或多个链氧原子的氟代烷基残基，p、m和n彼此独立，均为1或O，X、X′、X″、Y、Y′和Y″彼此独立，为H、F、CF3或C2F5，但不是所有的X、X′、X″、Y、Y′和Y″都是H；或者A代表残基：R—CFX—，其中X和R独立选择氢、卤素或含有一个或多个氟原子和一个或多个链氧原子的烷基、烯基、环烷基或芳基残基。其中，所述至少一种第一氧化剂是一种化合物，可以通过第二氧化剂的作用转化为能够氧化氟代醇的反应性物种。
• METHOD OF MAKING FLUORINATED ALKOXY CARBOXYLIC ACIDS AND PRECURSORS THEREOF
  申请人：Zipplies Tilman

  公开号：US20110245520A1

  公开（公告）日：2011-10-06

  A method for preparing saturated partially fluorinated alkoxy carboxylic acids or salts thereof by treating a compound: (II), where R f represents a fluorinated, linear or branched alkyl residue interruptible by one or more oxygen atoms, n is 0 or 1, with a Z-anion in a reaction medium comprising water and an organic solvent, where the Z-anion is selected from CN—, SCN— and OCN— or combinations thereof. A method of making partially fluorinated ethers of the general formula (I) wherein R f is defined as above, n is 0 or 1, and Z is nitrile (—CN), azide (—N 3 ), thiocyanate (—SCN) or cyanate (—OCN) group, said method comprising treating a fluorinated olefin of the general formula (II) wherein the Z-anion is CN—, OCN—, SCN— or N 3− . A compound of the general formula (I) as previously described where Z is selected from SCN, OCN and N 3 .

  一种制备饱和部分氟代烷氧羧酸或其盐的方法，包括将化合物(II)与Z-阴离子在反应介质中处理，其中Rf代表由一个或多个氧原子隔开的氟代线性或支链烷基残基，n为0或1，反应介质包括水和有机溶剂，所述Z-阴离子选自CN—，SCN—和OCN—或其组合。一种制备部分氟代醚的方法，其中通式(I)中的Rf如上所述，n为0或1，Z为腈基(—CN)，叠氮基(—N3)，硫氰酸根(—SCN)或氰酸根(—OCN)，该方法包括处理通式(II)中的氟代烯烃，其中Z-阴离子为CN—，OCN—，SCN—或N3−。一种通式(I)如上所述的化合物，其中Z选自SCN、OCN和N3。
• Methods of preparing fluorinated carboxylic acids and their salts
  申请人：Hintzer Klaus

  公开号：US08809580B2

  公开（公告）日：2014-08-19

  A method for preparing fluorinated carboxylic acids and theirs salts is described comprising subjecting a fluorinated to at least one first and at least one second oxidizing agent to produce a highly fluorinated carboxylic acid or their salts. The first oxidizing agent is a compound that can be converted, by action of the second oxidizing agent, into a reactive species capable of oxidizing the fluorinated alcohol.

  本发明涉及一种制备氟代羧酸及其盐的方法，包括将氟代化合物暴露于至少一种第一氧化剂和至少一种第二氧化剂中，以产生高度氟代羧酸或其盐。第一氧化剂是一种化合物，可通过第二氧化剂的作用转化为能够氧化氟代醇的反应性物种。