五氟一水丙醛 | 422-06-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 中文名称: 五氟一水丙醛
• 中文别名: 五氟丙醛单水合物
• 英文名称: 2,2,3,3,3-Pentafluoro-propionaldehyde
• 英文别名: pentafluoropropionaldehyde；2,2,3,3,3-pentafluoropropionaldehyde；perfluoropropionaldehyde；pentafluoro propanal；pentafluoropropanal；pentafluoro-propionaldehyde；2,2,3,3,3-pentafluoropropanal
• CAS: 422-06-0
• 化学式: C₃HF₅O
• 分子量: 148.032
• InChiKey: IRPGOXJVTQTAAN-UHFFFAOYSA-N

物化性质

• 沸点：
  96-98°C

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• 海关编码：
  2913000090

反应信息

• 作为反应物：
  描述：

  五氟一水丙醛 在 硫化氢 作用下， 生成 2,2,3,3,3-Pentafluor-propanthiol
  参考文献：
  名称：

  The Reductive Thiolation of Fluorinated Carbonyl Compounds

  摘要：

  DOI：

  10.1021/jo01061a021
• 作为产物：
  描述：

  五氟丙酸乙酯 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 五氟一水丙醛
  参考文献：
  名称：

  SYNTHESIS OF PHENYL AND ESTER SUBSTITUTED VINYL FLUORIDES VIA REDUCTION AND OLEFINATION OF ESTERS

  摘要：

  A reduction-olefination sequence has been used to convert ethyl pentafluoropropanoate 6 to 1-fluoro-1-phenyl-2-pentafluoroethyl ethene 7 and ethyl 2,4,4,5,5,5-hexafluoro-2-pentenoate 8. Addition of lithium diethyl alpha -fluorobenzylphosphonate [(EtO)(2)P(O)CFPh](-) Li+ 4 or lithium fluorocarboethoxymethylene dialkylphosphonate [(RO)(2)P(O)CFCO2Et](-) Li+ 5 (R = Et, i-Pr) to a THF solution of fluorinated aldehydes prepared in situ from 6 and diisobutylaluminum hydride (DIBAL) affords the vinyl fluorides C2F5CH=CFPh 7 and C2F5CH=CFCO2Et 8 in good yields. However, yields of the final products 7 and 8 are low when in situ reduction of 6 to aldehyde was performed in the presence of lithium salts of 4 or 5.

  DOI：

  10.1080/10426509808035739

文献信息

• Synthesis of Functionalized Indoles with a Trifluoromethyl-Substituted Stereogenic Tertiary Carbon Atom Through an Enantioselective Friedel-Crafts Alkylation with β-Trifluoromethyl-α,β-enones
  作者：Gonzalo Blay、Isabel Fernández、M. Carmen Muñoz、José R. Pedro、Carlos Vila

  DOI：10.1002/chem.201000568

  日期：——

  tert‐butoxide catalyze the Friedel–Crafts alkylation reaction of indoles with β‐trifluoromethyl‐α,β‐unsaturated ketones to give functionalized indoles with an asymmetric tertiary carbon center attached to a trifluoromethyl group. The reaction can be applied to a large number of substituted α‐trifluoromethyl enones and substituted indoles. The expected products were obtained with good yields and ees of

  基于BINOL的配体与叔丁醇锆的手性配合物催化吲哚与β-三氟甲基-α，β-不饱和酮的弗里德-克来夫茨烷基化反应，从而制得官能化的吲哚，其不对称的叔碳中心与三氟甲基相连。该反应可用于大量取代的α-三氟甲基烯酮和取代的吲哚。获得了预期的产品，具有良好的收率和高达99％的ee值。
• A novel synthesis of per(poly)fluoroalkyl aldehydes
  作者：Chang-Ming Hu、Xiao-Qing Tang

  DOI：10.1016/s0022-1139(00)80105-0

  日期：1993.4

  A novel synthesis of per(poly)fluoroalkyl aldehydes in high yield by the reaction ofper(poly)fluoroalkyl iodides or bromides with dimethylformamide initiated by aPbBr2(catalyst)/Al bimetal redox system is described.

  通过由PbBr 2（催化剂）/ Al双金属氧化还原体系引发的全（多）氟烷基碘或溴化物与二甲基甲酰胺的反应，高产率地合成全（多）氟烷基醛。
• ヒドロフルオロアセタール化合物及びその製造法と利用
  申请人：3M创新有限公司

  公开号：JP2015044851A

  公开（公告）日：2015-03-12

  PROBLEM TO BE SOLVED: To provide a novel hydrofluoroacetal compound.SOLUTION: There is provided a compound according to the formula [I] of R[CH(-O-CHR)(-O-CF-CFH-R)], where n is 1 or 2, m is 1, 2 or 3, Ris optionally substituted and selected from the group consisting of highly fluorinated alkyl groups which are linear, branched, cyclic or combination thereof, which may optionally contain a hetero atom bound to one or more chain when n is 1; Ris optionally substituted and selected from the group consisting of highly fluorinated alkylene groups which are linear, branched, cyclic or combination thereof, which may optionally contain a hetero atom bound to one or more chain when n is 2; each Ris independently optionally substituted and selected from the group consisting of alkyl groups which are linear, branched, cyclic or combination thereof, which may optionally contain a hetero atom bound to one or more chain; at least one of Ris highly fluorinated; and each Ris selected from the group consisting of fluorine and a highly fluorinated alkyl groups which are linear, branched, cyclic or combination thereof, which may optionally contain a hetero atom bound to one or more chain.

  要解决的问题：提供一种新颖的氢氟乙醛化合物。解决方案：提供一种根据公式[I]的化合物R[CH(-O-CHR)(-O-CF-CFH-R)]，其中n为1或2，m为1、2或3，R是可选的取代基，并选自高度氟化的直链、支链、环状或其组合的烷基基团，当n为1时，可能包含一个或多个链上结合的杂原子；R是可选的取代基，并选自高度氟化的直链、支链、环状或其组合的亚烷基基团，当n为2时，可能包含一个或多个链上结合的杂原子；每个R独立地是可选的取代基，并选自直链、支链、环状或其组合的烷基基团，可能包含一个或多个链上结合的杂原子；至少一个R是高度氟化的；每个R选自氟和高度氟化的直链、支链、环状或其组合的烷基基团，可能包含一个或多个链上结合的杂原子。
• New synthesis of fluorinated 2-aminophosphonates
  作者：Wenbiao Cen、Yanchang Shen

  DOI：10.1016/0022-1139(94)03194-5

  日期：1995.5

  The reaction of perfluoroalkylated α,β-unsaturated phosphorates with saturated methanolic ammonia solution afforded 2-amino-2-perfluoroalkylethylphosphonates, and with benzylamine gave 2-benzylamino-2-perfluoroalkylethylphosphonates which upon hydrogenation gave 2-amino-2-perfluoroalkylethylphosphonates.

  全氟烷基化的α，β-不饱和磷酸酯与饱和甲醇氨溶液反应，得到2-氨基-2-全氟烷基乙基膦酸酯，与苄基胺得到2-苄基氨基-2-全氟烷基乙基膦酸酯，氢化后得到2-氨基-2-全氟烷基乙基膦酸酯。
• Benzoxazine and benzothiazine derivatives and the use thereof in medicaments
  申请人：——

  公开号：US20040006075A1

  公开（公告）日：2004-01-08

  Compounds of formula I, their tautomeric and isomeric forms and salts, 1 as well as the process for their production and their use in pharmaceutical agents are described.

  公式I的化合物，它们的互变异构体和同分异构体以及盐，以及它们的生产过程和在制药剂中的应用被描述。

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