3-(三氟甲基)丁烯酸 | 93404-33-2

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 无环羧酸
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-(三氟甲基)丁烯酸
• 中文别名: 4,4,4-三氟-3-甲基-2-丁烯酸；S-三氟甲基巴豆酸；4,4,4-三氟-3-甲基-2-丁酸
• 英文名称: (Z)-4,4,4-trifluoro-3-methylbut-2-enoic acid
• 英文别名: 3-trifluoromethyl-2-butenoic acid；beta-Trifluoromethylcrotonic acid
• CAS: 93404-33-2
• 化学式: C₅H₅F₃O₂
• 分子量: 154.089
• InChiKey: QRRCTLYMABZQCS-IHWYPQMZSA-N

物化性质

• 熔点：
  28-30 °C(lit.)
• 沸点：
  158-163 °C(lit.)
• 密度：
  1.318 g/mL at 25 °C(lit.)
• 闪点：
  175 °F

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT, CORROSIVE
• 安全说明：
  S26,S27,S36/37/39,S45
• 危险类别码：
  R34

反应信息

• 作为反应物：
  描述：

  3-(三氟甲基)丁烯酸 在 氨 作用下， 以 ammonium hydroxide 为溶剂， 生成 3-amino-3-trifluoromethylbutyric acid
  参考文献：
  名称：

  Cyclic diones

  摘要：

  公式为##STR1##的2-苯甲酰环-1,3-二酮衍生物，其中X代表亚甲基、氧、硫或--NR.sup.4 --，Y代表--C(R.sup.5) (R.sup.6)--或氧，R.sup.1代表氢或烷基，可以选择地被卤素取代，或代表环烷基，R.sup.2代表氢或R.sup.7，或R.sup.1和R.sup.2一起代表烷基，R.sup.3代表卤素、羟基、羧基、硝基、氰基或氨基或羰基（可能被一个或两个烷基取代），烷氧羰基、烷酰基或烷酰氨基，R、RO、RS、RSO或RSO.sub.2中的R代表烷基，可以选择地被卤素取代，R.sup.4代表氢或烷基或烷氧羰基，R.sup.5代表氢或烷基或烷氧羰基，R.sup.6代表氢或烷基，R.sup.7代表烷基，可以被卤素或烷硫基取代，或者由一个基团（R.sup.8).sub.n -苯基-S-取代，或代表环烷基或四氢噻吩-3-基，或代表一个基团（R.sup.8).sub.n -苯基-其中R.sup.8代表卤素、羟基、羧基、硝基或氰基，或氨基或羰基（可能被一个或两个烷基取代），烷氧羰基或烷酰基或烷酰氨基或R、RO、RS、RSO或RSO.sub.2中的R代表烷基，可以选择地被卤素取代，m为零或1至5，n为零或1至5，但当X代表亚甲基，Y代表--C(R.sup.5) (R.sup.6)--时，R.sup.1和R.sup.2不同时代表氢或烷基，其盐可用作除草剂。

  公开号：

  US05114461A1
• 作为产物：
  描述：

  tert-Butyl (Z)-4,4,4-trifluoro-3-methyl-2-butenoate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 3-(三氟甲基)丁烯酸
  参考文献：
  名称：

  [EN] NITRILE SUMO INHIBITORS AND USES THEREOF
  [FR] COMPOSÉS DE TYPE NITRILE INHIBITEURS DE SUMO ET LEURS UTILISATIONS

  摘要：

  The present invention relates to cyano-containing compounds and compositions capable of acting as inhibitors of small ubiquitin-like modifier (SUMO) family of proteins. The compounds and compositions may be used in the treatment of cancer. There are disclosed, inter alia, methods of inhibiting an E1 enzyme, and compounds useful for inhibiting an E1 enzyme.

  公开号：

  WO2023004376A1

文献信息

• Process for producing optically active carboxylic acid
  申请人：Takasago International Corporation

  公开号：US05563295A1

  公开（公告）日：1996-10-08

  A process for the production of an optically active carboxylic acid (I), which comprises subjecting an olefinic carboxylic acid (II) to asymmetric hydrogenation using a complex as a catalyst consisting of an optically active phosphine (III) and a ruthenium compound. Complex of ##STR1## with a ruthenium compound ##STR2## According to the process of the present invention, optically active carboxylic acids can be produced with high yield.

  生产光学活性羧酸（I）的方法包括将烯基羧酸（II）经过不对称加氢，使用由光学活性膦（III）和钌化合物组成的复合物作为催化剂。具有钌化合物的复合物##STR1##。根据本发明的方法，可以高产率地生产光学活性羧酸。
• Isothiourea-catalysed transfer hydrogenation of α,β-unsaturated para-nitrophenyl esters
  作者：Jiufeng Wu、Claire M. Young、Andrew D. Smith

  DOI：10.1016/j.tet.2020.131758

  日期：2021.1

  transfer hydrogenation of α,β-unsaturated para-nitrophenyl esters using Hantzsch ester has been developed. Good to excellent yields are observed using α,β-unsaturated aryl esters bearing electron-withdrawing β-substituents. The aryl ester products can either be isolated directly in moderate to excellent yields (7 examples, 16–98%) or converted to the corresponding methyl esters (2 examples, 68–70% yield)

  已开发出使用Hantzsch酯的异硫脲催化的α，β-不饱和对硝基苯酯转移氢化的方案。使用带有吸电子β-取代基的α，β-不饱和芳基酯，观察到良好至优异的产率。可以直接分离出芳基酯产物，以中等至优异的收率（7例，产率为16–98％）或转化为相应的甲酯（2例，产率为68–70％）或苄基酰胺（2例，44-88）。氢化酯与适当的亲核试剂进行原位反应后得到 初步实验表明，当使用手性异硫脲催化剂时，适度的对映体诱导（76:24 er）是可能的。
• Anthelmintic N'-substituted-N,N'-disubstitutedhydrazines
  申请人：Rohm and Haas Company

  公开号：US05424333A1

  公开（公告）日：1995-06-13

  This invention relates to the anthelmintic use of compositions containing N'-substituted-N,N'-disubstitutedhydrazines. Specifically, the invention relates to methods of controlling helminths by contacting the helminths with a compound having a nucleus of the formula ##STR1## wherein X and X' are the same or different O, S, or NR and A', B', R.sup.1 and R.sup.2 are a variety of substituents.

  本发明涉及含有N'-取代的N,N'-二取代腙类化合物的驱虫用途。具体来说，本发明涉及通过将具有以下结构式核的化合物与蠕虫接触来控制蠕虫的方法：##STR1##其中X和X'是相同或不同的O、S或NR，A'、B'、R1和R2是各种取代基。
• Insecticidal N' substituted-N-N'-disubstituted-hydrazines
  申请人：Rohm and Haas Company

  公开号：US05117057A1

  公开（公告）日：1992-05-26

  This invention relates to insecticidal compositions containing N'-substituted-N,N'-disubstitutedhydrazines, methods of using such compositions and N'-substituted-N, N'-disubstitutedhydrazines. Specifically, the invention relates to insect growth regulating compositions, and methods of using such compositions, which include compounds having a nucleus of the formula ##STR1## where A', B', D and J are independently any atom or group of atoms; where E is a tertiary carbon containing organic radical, a haloalkyl having a total of at least four carbon and halogen atoms but not more than six halogen atoms, or a non-tertiary carbon containing non-haloalkyl organic or organometallic radical having at least five atoms other than hydrogen, oxygen and halogen, and is attached to the nitrogen shown in the formula by a carbon-to-nitrogen single bond; where one G.sub.1 is C, N, O and S, and both G.sub.2 's and the other G.sub.1 are carbon; or one G.sub.2 is S or P, and both G.sub.1 's and the other G.sub.2 are carbon; where the bonds shown as - - - are independently single or double bonds; where the A'-?-G.sub.1 and G.sub.1 -?-B' bonds are independently single bond, double bonds or aromatic bonds; where organic radical is a radical comprising at least one carbon atom, but no metal atoms; where organometallic radical is a radical containing a carbon-to-metal bond; or an agronomically acceptable salt thereof; and with the provisos discussed infra.

  本发明涉及含有N'-取代-N，N'-二取代腙的杀虫组合物，使用这种组合物和N'-取代-N，N'-二取代腙的方法。具体而言，本发明涉及昆虫生长调节剂组合物及使用这种组合物的方法，其中包括具有以下式子的核的化合物：##STR1## 其中A'，B'，D和J分别是任何原子或原子团；E是含有三级碳的有机基团，是具有至少四个碳和卤素原子总数但不超过六个卤素原子的卤代烷基，或是具有至少五个除氢，氧和卤素之外的原子的非三级碳含量的非卤代烷基有机或有机金属基团，并通过碳-氮单键连接到式中所示的氮；其中一个G.sub.1是C，N，O和S，而两个G.sub.2和另一个G.sub.1是碳；或其中一个G.sub.2是S或P，而两个G.sub.1和另一个G.sub.2是碳；其中所示的- - -键是独立的单键或双键；其中A'-?-G.sub.1和G.sub.1-?-B'键是独立的单键，双键或芳香键；有机基团是至少含有一个碳原子但不含金属原子的基团；有机金属基团是含有碳-金属键的基团；或其农业上可接受的盐；在满足下述条件的情况下。
• Nε-Modified lysine containing inhibitors for SIRT1 and SIRT2
  作者：Tero Huhtiniemi、Tiina Suuronen、Maija Lahtela-Kakkonen、Tanja Bruijn、Sanna Jääskeläinen、Antti Poso、Antero Salminen、Jukka Leppänen、Elina Jarho

  DOI：10.1016/j.bmc.2010.06.035

  日期：2010.8

  Sirtuins catalyze the NAD(+) dependent deacetylation of N-epsilon-acetyl lysine residues to nicotinamide, O '-acetyl- ADP-ribose (OAADPR) and N-epsilon-deacetylated lysine. Here, an easy-to-synthesize Ac-Ala-Lys-Ala sequence has been used as a probe for the screening of novel N-epsilon-modified lysine containing inhibitors against SIRT1 and SIRT2. N-epsilon-Selenoacetyl and N-epsilon-isothiovaleryl were the most potent moieties found in this study, comparable to the widely studied N-epsilon-thioacetyl group. The N-epsilon-3,3-dimethylacryl and N-epsilon-isovaleryl moieties gave significant inhibition in comparison to the N-epsilon-acetyl group present in the substrates. In addition, the studied N-epsilon-alkanoyl, N-epsilon-alpha,beta-unsaturated carbonyl and N-epsilon-aroyl moieties showed that the acetyl binding pocket can accept rather large groups, but is sensitive to even small changes in electronic and steric properties of the N-epsilon-modification. These results are applicable for further screening of Ne-acetyl analogues. (C) 2010 Elsevier Ltd. All rights reserved.