2-氰基-2-氟丙酸乙酯 | 14122-32-8

• 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-氰基-2-氟丙酸乙酯
• 英文名称: ethyl 2-cyano-2-fluoropropionate
• 英文别名: Ethyl 2-cyano-2-fluoropropanoate
• CAS: 14122-32-8
• 化学式: C₆H₈FNO₂
• 分子量: 145.133
• InChiKey: MWVAPPBSPFTOGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氰基-2-氟丙酸乙酯 生成 2-氟丙酰胺
  参考文献：
  名称：

  有机氟化合物。IV。2-氟脂肪酸酰胺的合成和抗真菌性能。

  摘要：

  DOI：

  10.1021/jm00300a057
• 作为产物：
  描述：

  2-氰基丙酸乙酯 在 二乙胺基三氟化硫 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 2-氰基-2-氟丙酸乙酯
  参考文献：
  名称：

  Chemistry of novel compounds with multifunctional carbon structure. 9. Molecular design, synthetic studies, and NMR investigation of several efficient chiral derivatizing reagents which give very large 19F NMR .DELTA..delta. values in enantiomeric excess determination

  摘要：

  In order to develop efficient ee-determining reagents potentially superior to MTPA (1), some multifunctional compounds 2-5 were rationally designed. From NMR investigations of the analogous diastereomeric derivatives it was found that the chemical shift differences for each pair of diastereomers (DELTAdelta values) for CFPA derivatives 5d-f were approximately five times greater in F-19 NMR spectra and two times greater in H-1 NMR spectra than those of 1d-f. Synthesis of the optically pure CFPA, (-)-5a and (+)-5a, was achieved by nitrosation of each diastereomer of the optically active N-(1-phenylethyl)amides, 5f(M) and 5f(L), followed by thermal decomposition. Various derivatives were prepared by the condensation of 5b and lb with alcohol and amine nucleophiles, and both DELTAdelta(F) and DELTAdelta(H) Values were obtained for each compound. The CFPA derivatives 5d-m have proven to be significantly superior for ee determinations when compared to the corresponding MTPA derivatives 1d-m, particularly in compounds having remotely disposed chiral centers.

  DOI：

  10.1021/jo00059a036

文献信息

• Organic Fluorine Compounds. III. Action of Perchloryl Fluoride on Substituted Ethyl Cyanoacetates and Animal Toxicities of the Fluorinated Products^1-3
  作者：Herman. Gershon、Stephen G. Schulman、A. David. Spevack

  DOI：10.1021/jm00316a008

  日期：1967.7
• ISIKAVA, NOBUO;TAKAOKA, AKIO
  作者：ISIKAVA, NOBUO、TAKAOKA, AKIO

  DOI：——

  日期：——
• ACTINIC-RAY- OR RADIATION-SENSITIVE RESIN COMPOSITION, ACTINIC-RAY- OR RADIATION-SENSITIVE FILM AND METHOD OF FORMING PATTERN
  申请人：FUJIFILM CORPORATION

  公开号：US20150338736A1

  公开（公告）日：2015-11-26

  Provided is an actinic-ray- or radiation-sensitive resin composition including a resin (A) and any of compounds (B) of general formula (I) below. (In general formula (I), Rf represents a fluorine atom or a monovalent organic group containing at least one fluorine atom; R 1 represents a hydrogen atom or a monovalent substituent containing no fluorine atom; X 1 represents a monovalent organic group having at least two carbon atoms, or a methyl group in which a substituent other than a fluorine atom is optionally introduced, provided that X 1 may be bonded to R 1 to thereby form a ring; and Z represents a moiety that when exposed to actinic rays or radiation, is converted to a sulfonic acid group, an imidic acid group or a methide acid group.)
• [EN] ACTINIC-RAY- OR RADIATION-SENSITIVE RESIN COMPOSITION, ACTINIC-RAY- OR RADIATION-SENSITIVE FILM AND METHOD OF FORMING PATTERN<br/>[FR] COMPOSITION DE RÉSINE ET FILM SENSIBLES AUX RAYONS ACTINIQUES OU À LA RADIATION ACTINIQUE ET PROCÉDÉ DE FORMATION DE MOTIF
  申请人：FUJIFILM CORP

  公开号：WO2014104400A1

  公开（公告）日：2014-07-03

  Provided is an actinic-ray- or radiation-sensitive resin composition including a resin (A) and any of compounds (B) of general formula (I) below. (In general formula (I), Rf represents a fluorine atom or a monovalent organic group containing at least one fluorine atom; R1 represents a hydrogen atom or a monovalent substituent containing no fluorine atom; X1 represents a monovalent organic group having at least two carbon atoms, or a methyl group in which a substituent other than a fluorine atom is optionally introduced, provided that X1 may be bonded to R1 to thereby form a ring; and Z represents a moiety that when exposed to actinic rays or radiation, is converted to a sulfonic acid group, an imidic acid group or a methide acid group.)
• Organic fluorine compounds. IV. Synthesis and antifungal properties of 2-fluoro fatty acid amides
  作者：Herman Gershon、Raymond L. Rodin、Raulo Parmegiani、Patricia K. Godfrey

  DOI：10.1021/jm00300a057

  日期：1970.11