2-methyl-1,3-benzenedicarbonyl dichloride | 3537-62-0

• 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: 2-methyl-1,3-benzenedicarbonyl dichloride
• 英文别名: 2-Methylisophthalsaeure-dichlorid；2-methylisophthaloyl dichloride；2-methylbenzene-1,3-dicarbonyl chloride
• CAS: 3537-62-0
• 化学式: C₉H₆Cl₂O₂
• 分子量: 217.051
• InChiKey: SRVYRGQKCQGFCO-UHFFFAOYSA-N

物化性质

• 沸点：
  292.7±20.0 °C(Predicted)
• 密度：
  1.369±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-1,3-benzenedicarbonyl dichloride 在 盐酸 、 氢氧化钾 、 氯化亚砜 、 溴 、 silver(l) oxide 作用下， 反应 4.83h， 生成 methyl 1,3-dihydro-1-oxo-4-isobenzofuranacetate
  参考文献：
  名称：

  Convenient Syntheses of 1,3-Dihydro-1-oxo-4-isobenzofurancarboxylic Acid, 1,3-Dihydro-3-oxo-4-isobenzofurancarboxylic Acid, and the Homologous Acetic Acids

  摘要：

  通过扩展戴维斯和珀金的邻苯二甲酸合成法，制备了 1-二氢-1-氧代和 1,3-二氢-3-氧代-4-异苯并呋喃羧酸，并通过 Arndt-Eistert 反应将其同源化为相应的乙酸衍生物。

  DOI：

  10.1055/s-1990-26963
• 作为产物：
  描述：

  间苯二甲腈 在 吡啶 、 氢氧化钾 、 氯化亚砜 、 lithium diisopropyl amide 作用下， 反应 17.0h， 生成 2-methyl-1,3-benzenedicarbonyl dichloride
  参考文献：
  名称：

  Design and Synthesis of a Trifunctional Chiral Porphyrin with C2 Symmetry as a Chiral Recognition Host for Amino Acid Esters

  摘要：

  An intrinsic chiral recognition host, (R,R)- or (S,S)-[trans-5,15-bis(2-hydroxyphenyl)-10-{2,6-bis((methoxycarbonyl)methyl)phenyl}-2,3,17,18-tetraethylporphyrinato]zinc(II) (1), was synthesized by the coupling between (3,3',4,4'-tetraethyl-5,5'-bis(alpha-hydroxy-2-methoxybenzyl)-2,2'-dipyrryl)methane (8) and dimethyl 2-(bis(2-pyrryl)-methyl)-1, 3-benzenediacetate (16). This pyrrylmethanol method made it possible to perform the regiospecific coupling between differently functionalized dipyrromethane units. Host 1 was designed to have three recognition elements: metal coordination, hydrogen bond donor, and hydrogen bond acceptor (and/or steric repulsion) groups. These groups are arranged in a convergent fashion, forming a chiral recognition pocket. Host 1 was resolved into two enantiomers, (+)-1 and (-)-1. The binding constants in CHCl3 were determined by UV-vis titration. Host (+)-1 was found to show an enantioselectivity of 2.0-2.8 in respect to L- and D-enantiomers of Ile-OMe, Leu-OMe, Leu-OBzl, Val-OMe, Pro-OMe, and Phe-OMe. Host (+)-1 showed an enantioselectivity of 0.47 in respect to L- and D-enantiomers of serine benzyl ester, indicating that the enantioselectivity was reversed. Reference porphyrins 2-4, which lack some of recognition groups, were also synthesized by the pyrrylmethanol method to clarify the roles of the recognition groups of (+)-1 in thermodynamics of the binding processes. Total free energy change upon binding of L- and D-Ile-OMe to host (+)-1 (Delta G degrees(total) for L, -5.05, and D, -4.46 kcal/mol) was separated into three terms: metal coordination energy (Delta G degrees(Zn)), -4.15 kcal/mol; hydrogen bond energy (Delta Delta G degrees(OH)), -1.30 kcal/mol; and steric repulsion energy (Delta Delta G degrees(COOMe)(L) or Delta Delta G degrees(COOMe)(D)), +0.40 kcal/mol for L- and +0.99 kcal/mol for D-Ile-OMe. The third recognition group (CH(2)CO(2)Me) of (+)-1 was found to destabilize the complexes due to steric repulsions. In contrast, the CH(2)CO(2)Me group was found to stabilize the complex between D-Ser-OBzl and (+)-1, suggesting that hydrogen bonding between the OH group of serine and the C=O group of (+)-1 takes place. On the basis of these thermodynamic studies, chiral recognition was found to be achieved by cooperative functions of these three recognition groups.

  DOI：

  10.1021/ja00089a013

文献信息

• Preparation of New Dialkyl Benzene-, Biphenyl-, and Naphthalene-bis(α-oxoethanedithioates)
  作者：Jürgen Voss、Abraam Sarafidis、Andrzej Sawluk、Gunther Schmidt、Gunadi Adiwidjaja

  DOI：10.1080/10426500903575409

  日期：2010.10.28

  carbonyl-activated methylene and methyl compounds exhibiting no bromo or diazo substituents could be also transformed into dithioesters by the CAT reaction. The structure of three dithioesters was corroborated by X-ray structural analyses. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental

  苯、联苯、特别是萘系列的新型芳烃双和三（α-氧代乙烷二硫酸酯）酯是通过相应的重氮乙酰或溴乙酰衍生物与元素硫在三乙胺存在下在干燥条件下反应制备的。 DMF，以及随后产生的二硫代羧酸根阴离子的直接烷基化。添加无水氯化钙（氯化钙活化的硫醇化，或 CAT）可显着促进重氮酮的硫醇化反应。某些没有溴或重氮取代基的羰基活化亚甲基和甲基化合物也可以通过 CAT 反应转化为二硫酯。X 射线结构分析证实了三种二硫酯的结构。补充材料可用于本文。去出版商'
• [EN] NOVEL BEXAROTENE ANALOGS<br/>[FR] ANALOGUES INÉDITS DU BEXAROTÈNE
  申请人：UNIV ARIZONA

  公开号：WO2011103321A1

  公开（公告）日：2011-08-25

  The present invention relates to analogs of bexarotene and methods of use thereof.

  本发明涉及贝沙罗汀的类似物及其使用方法。
• Iron-Catalyzed, Fluoroamide-Directed C–H Fluorination
  作者：Brian J. Groendyke、Deyaa I. AbuSalim、Silas P. Cook

  DOI：10.1021/jacs.6b08171

  日期：2016.10.5

  This communication describes a mild, amide-directed fluorination of benzylic, allylic, and unactivated C-H bonds mediated by iron. Upon exposure to a catalytic amount of iron(II) triflate (Fe(OTf)2), N-fluoro-2-methylbenzamides undergo chemoselective fluorine transfer to provide the corresponding fluorides in high yield. The reaction demonstrates broad substrate scope and functional group tolerance

  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。
• Process for producing an aromatic polyesterpolycarbonate
  申请人：MITSUBISHI KASEI CORPORATION

  公开号：EP0028353A1

  公开（公告）日：1981-05-13

  A process for producing an aromatic polyesterpolycarbonate, which comprises polycondensing (a) a dihydroxydiaryl compound, (b) a terephthaloyl chloride and/or isophthaloyl chloride reactant, and (c) phosgene by an interfacial polymerization process in the presence of water, methylene chloride and an acid binding agent thereby preparing an aromatic polyesterpolycarbonate product containing structural unitsoftheformula: wherein X is a divalent group, and the aromatic rings may be substituted, and structural units of the formula: wherein X is a divalent group, and the aromatic rings may be substituted, said condensation reaction being characterized in that after at least 95% of the total -COC1 groups in the terephthaloyl chloride and/or isophthaloyl chloride and phosgene as starting materials has reacted, a chloroformate compound or additional phosgene is added to the reaction mixture in an amount to bring the concentration of -COC1 groups to a level of 10 to 1000 µeq/g relative to the total amount of the above starting materials to complete the reaction.

  一种生产芳香族聚酯聚碳酸酯的工艺，包括在水、二氯甲烷和酸结合剂的存在下，通过界面聚合工艺将(a)二羟基二芳基化合物，(b)对苯二甲酰氯和/或间苯二甲酰氯反应物，以及(c)光气进行缩聚，从而制备出一种芳香族聚酯聚碳酸酯产品，该产品含有式如下的结构单元： 其中 X 为二价基团，芳香环可被取代，以及式中的结构单元： 其中 X 为二价基团，且芳香环可被取代，所述缩合反应的特征在于，在对苯二甲酰氯和/或异苯二甲酰氯中至少 95% 的 -COC1 基团与作为起始原料的光气发生反应后，向反应混合物中加入氯甲酸酯化合物或额外的光气，加入量为使 -COC1 基团的浓度相对于上述起始原料的总量达到 10 至 1000 µeq/g 的水平，以完成反应。
• Method for preparation of aromatic polyesterpolycarbonate
  申请人：MITSUBISHI KASEI CORPORATION

  公开号：EP0064153A1

  公开（公告）日：1982-11-10

  An aromatic polyesterpolycarbonate containing a dihydroxy-diaryl compound residue, a terephthalic acid residue and/or isophthalic acid residue, and a carbonate bond in a molar ratio of 1 : 0.25-0.75 : 0.75-0.25 is prepared by first mixing and reacting an aqueous alkaline solution of a dihydroxy-diaryl compound, an organic solvent solution of terephthaloyl chloride and'or isophthaloyl chloride, and phosgene to obtain a polyesterpolycarbonate oligomer having -OCOCI groups, -COCI groups and -OH groups as end groups and then subjecting the oligomer to polycondensation with a caustic alkali in the substantial absence of the dihydroxy-diaryl compound.

  一种含有二羟基二芳基化合物残留物、对苯二甲酸残留物和/或间苯二甲酸残留物以及碳酸键的芳香族聚酯聚碳酸酯的制备方法是：首先将二羟基二芳基化合物的碱性水溶液、对苯二甲酰氯和'或间苯二甲酰氯的有机溶剂溶液以及光气混合并反应，得到具有-OCOCI基团、-COCI基团和-OH基团作为末端基团的聚酯聚碳酸酯低聚物，然后在基本上不含二羟基二芳基化合物的情况下，将该低聚物与苛性碱缩聚。