1-formyl-2-(fluoromethyl)benzene | 158884-45-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-formyl-2-(fluoromethyl)benzene
• 英文别名: 2-(Fluoromethyl)benzaldehyde；2-fluoromethylbenzaldehyde
• CAS: 158884-45-8
• 化学式: C₈H₇FO
• 分子量: 138.141
• InChiKey: ICHYJYHEPOAXNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-formyl-2-(fluoromethyl)benzene 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 14.5h， 生成 <2-(Fluoromethyl)phenyl>diazomethane
  参考文献：
  名称：

  Intramolecular Reactivity of Arylcarbenes: Derivatives of o-Tolylcarbene

  摘要：

  Various CH(2)X groups have been attached to the ortho position of phenylcarbene. If 2'- or 3'-C-H bonds are present, as in 23 (X = Me), 71 (X = CMe(3)), and 58 (X = SiMe(3)), C-H insertion leading to five- or six-membered rings predominates in the gas phase and competes with intermolecular reactions in solution. The formation of benzocyclobutenes via insertion into 1'-C-H bonds is a very minor reaction path of 23 and 71. In contrast, 58 produces substantial amounts of the benzocyclobutene 59 by way of C-Si insertion, particularly in the gas phase. Insertion into the Si-Me bonds of 58 also occurs while the C-F bonds of 37 (X = CF3) and 50 (X = Fl are inert. In the gas phase, 37 and 50 give mainly benzocyclobutenes whereas intermolecular reactions prevail in solution. The effects of sensitization and of solvent polarity suggest that benzocyclobutenes arise from singlet arylcarbenes. The amount of carbene-carbene rearrangement decreases in the order 7 (X = H) > 37 (X = CF3) > 23 (X = Me); no rearrangement was observed with 50 (X = Fl, 58 (X = SiMe(3)), and 71 (X = CMe(3)).

  DOI：

  10.1021/jo00093a014
• 作为产物：
  描述：

  N-叔丁基-2-甲基苯甲酰胺 在 iron(II) triflate 、 Schwartz's reagent 、 正丁基锂 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 正己烷 为溶剂， 反应 5.25h， 生成 1-formyl-2-(fluoromethyl)benzene
  参考文献：
  名称：

  铁催化、氟酰胺导向的 C–H 氟化

  摘要：

  该通讯描述了由铁介导的苄基、烯丙基和未活化的 CH 键的温和、酰胺导向氟化。在接触催化量的三氟甲磺酸铁 (II) (Fe(OTf)2) 后，N-氟-2-甲基苯甲酰胺进行化学选择性氟转移，以高产率提供相应的氟化物。该反应显示出广泛的底物范围和官能团耐受性，无需使用任何贵金属添加剂。机理和计算实验表明，反应通过短寿命的自由基中间体进行，F-转移直接由铁介导。

  DOI：

  10.1021/jacs.6b08171

文献信息

• Me3Ga-mediated alkynylation of aldehydes
  作者：Xuefeng Jia、Hongwei Yang、Ling Fang、Chengjian Zhu

  DOI：10.1016/j.tetlet.2007.12.086

  日期：2008.2

  The trimethylgallium reagent was found to promote the addition of phenylacetylene to various aromatic and aliphatic aldehydes. This reaction was efficiently carried out in anhydrous CH2Cl2 at room temperature under mild conditions and the corresponding propargylic alcohols were obtained in good to excellent yields up to 98%.

  发现三甲基镓试剂可促进将苯乙炔添加到各种芳族和脂族醛中。该反应在无水CH 2 Cl 2中，在室温，温和条件下有效地进行，并且以高达98％的良好至极好的收率获得了相应的炔丙醇。
• TRICYCLIC COMPOUND
  申请人：Daiichi Sankyo Company, Limited

  公开号：EP1939205A1

  公开（公告）日：2008-07-02

  The present invention relates to tricyclic compounds each represented by the following formula (I): (wherein, R1, R2, R2', R3, R4, X, Y and Z have the same meanings as defined in the specification); and a drug containing the compound. Since the compounds according to the present invention exhibit an excellent squalene synthetase inhibitory effect and cholesterol synthesis inhibitory effect so that they are useful as a drug such as preventive and/or remedy for diseases in mammals including humans such as hyperlipemia, e.g., hypercholesterolemia, hypertriglyceridemia, and low HDL cholesterolemia and/or arteriosclerosis.

  本发明涉及一种三环化合物，每种化合物由以下式（I）表示：（其中，R1、R2、R2'、R3、R4、X、Y和Z的含义与规范中定义的含义相同）；以及含有该化合物的药物。由于根据本发明的化合物表现出优异的角鲨烯合酶抑制作用和胆固醇合成抑制作用，因此它们可用作哺乳动物（包括人类）的疾病预防和/或治疗药物，例如高脂血症，如高胆固醇血症、高甘油三酯血症、低高密度脂蛋白胆固醇血症和/或动脉粥样硬化。
• Neuroprotective agents
  申请人：Michaelis Louise Mary

  公开号：US20070099971A1

  公开（公告）日：2007-05-03

  Novel stereoisomers of GS-164 are provided. The compounds, such as (3R,5S,7as)-(3,5-bis(4-fluorophenyl)tetrahydro-1H-oxazolo[3,4-c]oxazol-7a-yl)methanol (TH-237A) and (3R,5S,7as)-(3,5-bis(4-fluorophenyl)tetrahydro-1H-oxazolo[3,4-c]oxazol-7a-yl)methanol (TH-242A) exhibit neuroprotective effects via a mechanism that does not involve microtubule stabilization.

  提供了GS-164的新立体异构体。这些化合物，例如(3R,5S,7as)-(3,5-双(4-氟苯基)四氢-1H-噁唑并[3,4-c]噁唑-7a-基)甲醇(TH-237A)和(3R,5S,7as)-(3,5-双(4-氟苯基)四氢-1H-噁唑并[3,4-c]噁唑-7a-基)甲醇(TH-242A)，通过一种不涉及微管稳定的机制表现出神经保护作用。
• COMPOUND, RESIN, COMPOSITION, RESIST PATTERN FORMATION METHOD, CIRCUIT PATTERN FORMATION METHOD AND METHOD FOR PURIFYING RESIN
  申请人：Mitsubishi Gas Chemical Company, Inc.

  公开号：US20200361843A1

  公开（公告）日：2020-11-19

  A compound represented by the following formula (1). (In the formula (1), A is a group containing a heteroatom; R 1 is a 2n-valent group having 1 to 30 carbon atoms and optionally having a substituent; R 2 to R 5 are each independently a linear, branched or cyclic alkyl group having 1 to 30 carbon atoms and optionally having a substituent, an aryl group having 6 to 30 carbon atoms and optionally having a substituent, an alkenyl group having 2 to 30 carbon atoms and optionally having a substituent, an alkynyl group having 2 to 30 carbon atoms and optionally having a substituent, an alkoxy group having 1 to 30 carbon atoms and optionally having a substituent, a halogen atom, a nitro group, an amino group, a carboxylic acid group, a crosslinkable group, a dissociation group, a thiol group or a hydroxy group, wherein the alkyl group, the aryl group, the alkenyl group and the alkoxy group each optionally contain an ether bond, a ketone bond or an ester bond and at least one R 4 and/or at least one R 5 is a hydroxy group and/or a thiol group; m 2 and m 3 are each independently an integer of 0 to 8; m 4 and m 5 are each independently an integer of 0 to 9; n is an integer of 1 to 4; and p 2 to p 5 are each independently an integer of 0 to 2.)

  以下是由以下式子（1）表示的化合物。（在式子（1）中，A是含有杂原子的基团；R1是具有1到30个碳原子并可选地具有取代基的2n价基团；R2至R5分别是线性，支链或环状烷基，具有1到30个碳原子并可选地具有取代基，具有6到30个碳原子并可选地具有取代基的芳基，具有2到30个碳原子并可选地具有取代基的烯基，具有2到30个碳原子并可选地具有取代基的炔基，具有1到30个碳原子并可选地具有取代基的烷氧基，卤素原子，硝基，氨基，羧酸基，交联基，解离基，硫醇基或羟基，其中烷基，芳基，烯基和烷氧基各自可选地包含醚键，酮键或酯键，并且至少有一个R4和/或至少有一个R5是羟基和/或硫醇基；m2和m3分别是0到8的整数；m4和m5分别是0到9的整数；n是1到4的整数；p2到p5分别是0到2的整数。）
• COMPOUND, RESIN, COMPOSITION, PATTERN FORMATION METHOD, AND PURIFICATION METHOD
  申请人：Mitsubishi Gas Chemical Company, Inc.

  公开号：US20200247739A1

  公开（公告）日：2020-08-06

  The present invention provides a compound, a resin and a composition that are excellent in solvent solubility, are applicable to a wet process, are excellent in heat resistance and etching resistance, and are useful for forming a film for lithography. The present invention also provides pattern formation methods using the composition. The present invention further provides a method for purifying the compound and the resin. A composition comprising a compound having a specific structure and/or a resin having a constituent unit derived from the compound is used.

  本发明提供了一种具有优异溶剂溶解性、适用于湿法工艺、具有优异耐热性和蚀刻抗性的化合物、树脂和组合物，用于形成光刻膜。本发明还提供了使用该组合物的图案形成方法。本发明还提供了一种用于纯化该化合物和树脂的方法。所使用的组合物包括具有特定结构的化合物和/或由该化合物衍生的组分单位的树脂。